The Marketing Cougar

Over the last summer I went through a pretty nasty break up. As with bad breakups, you try and find ways to get your mind off of the pain. For me, it was Tinder. I had heard that Tinder was the hook up app so I wanted to give it a try; this is about the Chinese Realtor, a cougar, and the fun we have.

Suzi

A few weeks after the breakup I found myself bored at work and dwelling on the past. I was told by some college friends that Tinder was fun to find someone to fuck around with. Seeing as how I was single and new to the scene, why not try it? A few minutes of setting up my profile and I was good to go! The app is very simple, you add up to five pictures and put a small bio about yourself, then, the app searches your immediate area for people of the opposite sex, you swipe left for no and right for yes. If you and the other party swipe right, you’re matched and then you can chat away! The possibilities of who you can meet and how many women were online were endless! Swiping right a lot, I come across one profile. The woman was 43, Asian, and wearing a very tight club dress. I decide to explore her profile; each picture was her in a tight club dress going out. I paused, and thought for a second that I had NO CHANCE whatsoever with her. But what the hell, swipe right and see what happens. Perhaps she’ll say yes?

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An hour later I got a notification that I was matched…with her!

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Oh shit…no way. We start exchanging in small talk. Looking at her, all I want to do is stick my cock in her mouth and fuck her face. She is that hot! The conversation flirts with the naughty but I’m worried that my aggressive attitude might push her away so I back away. After a day of chatting, I tell her that we should meet up.

Me: Hey! Let’s meet up, what do you think?
Her: Yeah we should 🙂 I’m meeting with friends tomorrow night, you should come out.
Me: (Pause) Yeah I can do that, who all is coming out?
Her: my two good friends!

What in the flying fuck?! So to get in her pants, I have to now meet her close friends. Don’t think for a second that I don’t know what’s going on. She’s the type of woman that wants to test me to see if I am confident in myself to meet her with her friends. The hottie will dictate what I do. Via text, I’m saying that I’m completely down, in my head, I’m banging my head against a wall in frustration. There are certain rules about meeting someone for the first time!!!!

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RULE: Thou shalt never do the first couple dates with anyone other than the new partner.

That evening comes around and I find myself getting nervous. I’m not really sure I want to meet up with her if I have to force conversation as if I like those other people that, really, don’t matter later on. So I texted her and made up a bullshit story about having to go pick up my brother from the airport an hour away.

Her: Oh, well that’s too bad.
Me: Yeah, how long will you be out?
Her: Idk, probably a while?
Me: ok, I’ll let you know when I get back.

I sat there, in my room, alone, staring at a computer screen. Holding my phone in my hand, I spent the next 45 minutes debating on if I should go. I know that women generally give men TWO chances and after that, you’re out. Looking at her pictures, I say, fuck it, and tell her I’m on my way.

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I arrive at the restaurant where I see it’s her, her female friend, and an older guy. I personally hate older men when I hang around cougars. It’s obvious that most of the time, they’re threatened by the younger man (myself) and tend to get puffy chested around me. Well, to my surprise, this guy was actually pretty cool. I apologized for being late and joined the conversation. The Realtor, (Suzi), was wearing a shin tight black dress, leather jacket, decent make up and 5 inch heels. Suzi is a bit short, 5’3, so this gave her a considerable boost. Her female friend is from Spain and the guy works at a tech company in the area. The conversation is forced but somewhat pleasant for the next hour. After the place closes, the two decide that it’s time to leave and take off, leaving me and Suzi.

Game time baby.

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It’s 10:30 at night and still young so we decide to grab a drink at a local bar. I find out that she’s from Beijing, a place that I use to live, so we talked in great detail about the city and how long she and I both lived there. After that bar closes, (midnight), I tell her I’d walk her to her car. Slyly, I walk her down an ally way behind the bar that I KNOW few people go through. Seeing as how it was Wednesday night, I could make my move without anyone seeing me. I stop Suzi dead in her tracks, grab her waist, pull her hips into mine, with my free hand grab behind her head and kiss her. Continuing our kissing, my hand on her hip moves to her ass. Generally, I wait until I hear the woman breath heavily before I start fondling her ass.

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Suzi: Wow, I didn’t expect that
Me: Wanna come to my place?
Suzi: Oh yeah? What have you to show me?
Me: You’ll enjoy what I tell you to do.
Suzi: Haha, oh you’re gonna tell me what to do?
Me: Come to my place and be my little slave tonight.
Suzi: (smiling) what’s your address?

That worked?

I’m half hard wondering if I should do that from now on.

I get home before her and make a mad scramble to clean my room up. Not every day I get to have a hot cougar in my room. 5 – 10 minutes later, I get a call from her saying that she’s arrived. Meeting her outside, I escort her into my place. Dear lord, looking at her ass walking in easily got me fully erect. I get to my room and close the door behind her.

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Suzi looks at me with a devious smile, and takes off her shoes and coat. I take off my shirt and proceed to kiss her like I was doing behind the bar in the allyway.

Slowly taking off her dress, I see a cute red lacie bra with a matching set of panties. Her tits, small and dainty, and her ass, perky and soft. (she does a lot of Yoga and working out). Her body, has quite possibly no fat on it. She had a slight six pack and her body was firm. Riding her lower back is a tattoo she got 10 years ago, a tramp stamp as it is commonly known. I take off her bra, pick her up and softly lay her on my bed at the edge. Perfect spot for me to eat her out. Now, I don’t normally eat girls out when I first have sex with them, but I only leave that for a special few. Her being this hot, and with a shaved pussy in front of me, I couldn’t resist.

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Note: Every pussy that I’ve eaten is different. Well, a few are similar but they come in different sizes and variations. (It’s important for female readers to understand, you should NEVER feel self conscious based on how your pussy looks. Any guy who makes you feel less of a woman because of it is a piece of shit. Fuck them.)

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Looking up at her eyes, I could tell I was doing good. Suzi, holding her tits and moaning loudly, would roll her eyes to the back of her head. Total zen for me. Going up and down, left to right, zig zag, then follow up with sucking on her clit, I was working my tongue to make sure she was in zen. Working her pussy for a good ten minutes to make sure she was wet enough for me since she had a tiny frame, I wasn’t sure how small she was on the inside. Standing up from my kneeling stance, I start unzipping my pants. I wanted her to see, with pizzazz, my raging erection, so, slowly, I allowed my underwear to drop and give my cock a good bounce to attention.

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The entire time, I’m staring into Suzi’s eyes. I want her to KNOW, I’m in total lust for her. I want to use her entire body for my pleasure. Standing at the edge of the bed, Suzi flippers her body around where she’s lying on her stomach, feet in the air, legs spread apart and is now licking my cock. Looking down on her, I see she’s licking up and down the sides of my cock. After each side is covered in her spit, Suzi holds my cock up against my abs and sucks on my balls. Gooooooood I’m so in love with this woman. Not wanting to just stand there awkwardly, I lick my index and middle finger, lean forward and rub her pussy and ass. We were complete connected; my cock in her mouth, my fingers, aggressively finger fucking her pleasure hole.

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I don’t feel an explosion building up, but I’m fearful of me fucking this one up.

Me: Hey, lay on your back.
Suzi: (my cock still in her mouth) mmhmm

With a sudden, POP, she pulls my cock out of her mouth and lays on the bed. Staring at me with lust in her eyes, Suzi begins to masturbate. I want her. Walking to my dresser, I take and put on a condom. (I always play safe in that regard). Walking to her on the bed, our eyes still locked, I climb on and mount her. One hand under her head, holding her hair and bracing myself, I use my other free hand to slowly slide into her. Loving the look on her face as I’m moving inside of her, I stop at the end and press my body against hers. I want her to really FEEL me inside of her.

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Pumping away at Suzi, I grab her hair by the roots and hold it firm. Kissing her passionately as I fuck her violently. We fuck missionary and kiss for a while, I can’t say I remember for how long, until Suzi wants to jump on top. The way she mounts me, I haven’t really had before, it felt like she literally sat on me. I could feel her pelvic bone and hips digging into me with each thrust. But as we were just getting into it, my phone rang. Who could it be?

Suzi: Ohh it’s your booty call, you should pick it up.
Me: No, fuck that!
Suzi: No come on, it should be fun!
Me: haha no way, I want you tonight.

I look at the screen and see it’s non other than Yongli…

Shin Se He Sexy Korean Model in Pink ()

Damn, what are the odds she wants a booty call while I’m getting fucked?

Looking back at the situation, I kinda wish that I DID answer the phone. In my head, Suzi and I would surprise Yongli as she walks into the room, both of us naked….

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Dreams can be dreams.

Anyway, I want to see how she’s like from behind. Picking her up, I place her on the bed and tell Suzi to turn around. Happily, and with a nice smile, she complies. Getting on all fours and leaning back to the edge of the bed, exposing her nice ass and pussy, I enjoy a nice lick from behind. Massaging both ass cheeks, and my face planted firmly on both holes, my tongue goes up and down her slit. I felt her pussy move while I was licking her hole. Pulling back, I see that her face is buried in my comforter and her free hand massaging her clit.

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I’m liking this 😀

Standing up, my cock now inside her, I start fucking her violently. My right hand on her lower back, and using all the momentum of my hips angled up, I get into it. Looking down, I can see her hand working her clit at a fierce pace. I can’t take this, that explosion is building. Oh lord it’s building!

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I’m out!!! BAM!

I’m down for the count, I hold her hips and stop moving. I wanted her to feel my cock pulsating in her delectable pussy.

Suzi stays for a bit and we enjoy some cuddle time, but she ended up leaving that night. The story doesn’t stop there. When you enjoy a good fuck from somebody, you don’t just LEAVE it at that. You continue talking and see what happens. Well as it so happens, she wanted me to join her for dinner the next week. I’m obviously down for this, but you also should know that a younger man dining and drinking with an older woman gets a LOT of stares from people…older men as well. So I’m wanting but not wanting the attention. The day comes and she informs me that she’s actually meeting with all her good friends…all 10 of them. Fuck me really? She is having a slutty party in an upscale area with lounges and bars. Now I REALLY don’t want to go because I’d gonna have to contend with a crap ton of men.

Sigh. On with it.

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Meeting her at the bar, I see everyone in the group. I am EASILY, the youngest by about 15 years. All the older men, when I give Suzi a hug, all give me the judging up and down look. Suzi is wearing a skin tight blue dress with 5 inch heels. Her friends all dressed the same except for one woman who is wearing slutty fishnet stockings, a dress barely off her ass and a low cut shirt that exploses all of her massive DD tits. (she’s not a big girl so they must be implants).

Gray Wolves Baring Their Teeth

To my happiness AND embarrassment, after we sit down, I’m with all the women and two men, Suzi introduces me to the group. Not as my name, not as a friend, but…

Girls: So who is the handsome man?
Suzi: Oh him? He’s my boytoy.
Man: hahaha oh wow, another one?
Me: *sigh* Lord.

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I love the idea of being used for sex. It’s hot, and on occasion very well worth it. But when you’re at a classy place, at least say I’m your friend and don’t be so obvious. Well, cat’s out of the bag and I have to go with it. The woman with massive tits just laughs at this. So I have to force conversation with the older guys and some of the women there. In that situation, I wanted to DE-escalate the situation when the guys. I buy them drinks individually and continue to chat with everyone. Eventually, Suzi and big tits want to go shake their booty at a bar that allows dancing. I want to show that I have some moves, so, watching everyone move over to the bar, I decide to follow. These girls knew how to dance, getting a few drinks in me, I felt I could keep up.

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Note: I’m sure you think I’m just exaggerating, perhaps they were just bigger than normal? Well, no….hell no. They were FUCKING massive. Like I could punch them like a boxer does to practice for a match.

Pausing after about 20 minutes of dancing, I start talking to big tits. To be honest, I really want to nail the shit out of her. She’s chatting me up about moving to San Diego and I mention how hard it is to move after being in one place for so long. Suzi noticed, suddenly wasn’t being a fan of then. Which, in my defense, I KNOW I’m not the only fuck boy she has, so why not see what else is out there?

Me: (Looking at Suzi) Wanna head out?
Suzi: Yeah, your place?
Me: Yeah, let’s go.

I say my byes to everyone, including the now upset looking men, and walk Suzi to her car. Walking to her car wasn’t so much long as it was cold out, making the walk muuuuch worse.

Suzi: I saw how my friends were talking to you.
Me: Yeah, they were being nice.
Suzi: I don’t really like that. I haven’t done this before, but if we continue, you can’t get me and them.
Me: Wait, are you really jealous?
Suzi: If you want to fuck them you can, I don’t know them that well, but if you do, I’m done with you.
Me: Ohh I see, no no, I’m more than happy with you.

Ugh. Damn it.

But, big tits did want me to add her on Facebook. Perhaps there isn’t an end to the story with her? Perhaps another post?

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Suzi finally gets to my place. Walking her in, I get to take in another look of her ass. As we get into my room, I’m barely able to close the door when Suzi drops her coat and purse and begins to take off her dress.

Game time.

By the time her dress hits the ground, I’m looking at a very cute, lacie red bra and undies matching set. I walk up to her, grab the back of her head, and kiss her. A nice, long kiss that slowly moves to tongue action.

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Managing to take off my cloths at the same time, I’m hard as a rock feeling her ass with my other free hand. Nice and perky for a cougar. Placing her at the edge of my bed, I slowly slide her panties off, looking deep into her eyes. With her legs up, my hands move to her tits, my mouth, slowly kissing her legs as I move down to her nice shaved pussy. Total bliss, working my magic like expressed earlier, Suzi is squirming. I know that she is beginning to cum when I can feel her pussy pulsate out and press against my face. Looking at it, I feel like I’m looking at something from the 1980’s horror movie, The Blob. I’m talking about her muscle down there.

(pussy pulsating/cumming gif)

After her few orgasms, I stood up to grab a condom from my dresser. As I’m slipping it on, she’s still breathing heavy and squirming, leg’s up in the air. Hot. I grab her legs and shove my cock in her dripping wet pussy. I don’t go slow this time, I’m intoxicated and ready to fuck her brains out. Holding onto her thighs, I slam away. Staring into my eyes, I can read Suzi’s every desire. Pumping away, I hear the sound of water gushing, Suzi get’s even more loose. 5 minutes of this and I pull out to switch positions. To my COMPLETE surprise, the bed under Suzi is soaking wet. The wet trail leads down the side of my bed and now has a puddle under my bed frame.

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God damn, no way.

Me: You squirt!?
Suzi: Only with you dear!
Me: You on top?
Suzi: Mmhmm

Laying down and assuming the position, Suzi mounts me. This is play-by-play like the first time we fucked. BUT, there is something you should know. A while into drunk sex, Suzi stop, grabs my cock and pulls out. She’s trying to push me back in but can’t get me in. Drunk, I realize what she’s doing…anal. This woman is TINY and my cock is much bigger than average. I’ve been with dozens of women and only one could do anal with me, everyone else was terrified. Now this tiny woman wants to try me? No arguments from me, I throw Suzi off and get lube. She lays down and stays with her ass arching up.

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Mounting her from behind, I use her hand to guide my cock in her. Holding still and letting her do the work, I feel my lubed up cock slowly move into her ass. I’m finally in after a few minutes and GOD DAMN, ANAL FEELS AMAZING! Seriously, it was like she was squeezing my cock. I start pumping away and Suzi squeals in enjoyment. This doesn’t last long. Let me rephrase that…

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I don’t last long.

I came so hard in her ass.

Just wow. I’ve never felt it like that before, it was tight and hot. Laying down next to Suzi, we begin to chat some more. I begin to learn more about her sex life. She is by definition, a cougar, and only going for younger men. I told her about my Devil’s Threeway, (post from earlier) and she told me she did a one herself. Even did double penetration and LOVED it.

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I asked if she wants to do that again, do you think she said no? Haha no, she’s always down for that stuff.

Suzi: I have a lot of fun with you. Stay my boy toy for me to use.
Me: As you wish dear.
Suzi: Such a good toy.

So, now I’m just a sex toy. But weird part is, I kinda like it. I’m being used for sex.

Perhaps I’m moving up in this world.

The Sex Club….Part Duex

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Do you guys remember Scarlet? I dedicated a post to her a while back in which she became my first real fuck buddy / Japanese Cougar that introduced me into the swinging scene. I had a blast with her then, and did you think I would only dedicate one post to her? Lol, no. Here is round two of my three part series dedicated to the lovely Scarlet and the sexcapades we had!

Oh Scarlet, I do miss you.

When her and I fucked at the club, we decided to keep it going. In a way, we became really good friends as-well-as great fuck buddies. My first time over to her place after the sex club, we talked for a couple hours about the club, life, and what we wanted. I wanted to fuck but didn’t want to over step myself. While standing up, Scarlet, immediately drops to her knees and undoes my belt and pants. Out pops my hard cock and she begins to go to town on me. This was an aggressive blowjob that included slurping sounds, and occasional spit on my cock, and ball licking.

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She would do this thing where, while lifting my cock up and stroking it, her mouth worked its way to my balls and took turns sucked each one. When I felt I was going to cum, I told her.

Me: Oh God, I’m gonna cum. (trying to be nice since I don’t know how she’d like it.)

Scarlet: (Stopping for a second) Oh ok, go a head and cum.

She was sucking on my cock while I pumped warm cum down her throat. It was so hot, I abs seized up. THAT’S NEVER HAPPENED BEFORE!!!!

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After that, we set out a simple rule; be open about who we fuck. She continued to go to the swingers club and fuck random guys while I kept going to school. I was a bit jealous when she told me these stories, but then again, I was new to this lifestyle so I just went with it. Eventually, Scarlet would start playing with a Russian couple she met at that same club. Once again, I didn’t mind, I really enjoyed hearing about it. She was, in a way, their little fuck doll. Both the guy and the girl would take turns fucking her.

Let me explain 😀

So one time, Scarlet was invited up to their Apartment in the city. She wanted to be a bit risque and wore thigh high stockings with a sexy one piece lingerie under a trench coat. Also, 5 inch heels. Ready for it?

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When the couple opened the door, she opened her trench coat revealing the amazing body that she had. No words were spoken, the girl (Ana) brought Scarlet into the apartment to make out with while Scarlets’ coat dropped to the ground. The guy (Russ) took a seat and just watched Ana go to town on Scarlet. Pushing her to the couch, Ana wasted no time to open Scarlet’s crotch-less panties to reveal a nice waxed pussy for her to eat. Slowly, softly, as Scarlet described to me, Ana used her tongue to dance around Scarlet’s vulva and clit. Russ just watched. Similar to the other threesome I experienced, he pulled his cock out and started stroking it.

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Not much was told to me about the transition, but from what I gathered, Russ lead Scarlet and Ana to the kitchen where, the guest was placed on the counter: one leg propped up on that counter, another, on the stool, conveniently placed there. Grabbing both ass cheeks, Russ slammed his cock into Scarlet and violently fucked away. Scarlet later told me it was the deepest and most enjoyable position she ever experienced. (We later did that same position that ended with me cumming all over her face. I approve of this position.) When Russ felt he was about to cum, he pulled out, leaving Scarlet seizing uncontrollably. Ana took the que to stopped masturbating to jump in. Keeping her on the counter, Ana ate Scarlets’ pussy while Russ stood back to enjoy the show. This continued, back and forth, the couple acting like a tag team until Russ came.

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Hot right?

Along came summer 2011. If you remember also, my encounter with the Japanese Flight Attendant happened that summer. WELL, as it so happens, Scarlet and I decided to do another sex club visit. This time, with her Russian couple.

Scarlet: Oh it’ll be fun, you get to fuck me AND Ana!

Me: Yeah! But wait, what about Russ?

Scarlet: He’s bringing another girl to fuck on the side.

Me: So he’s fucking you, Ana, and the other girl.

Scarlet: Well yeah, but you get to have fun with all of us. I want to fuck both of you at once.

Me: Ok! (Nervously not sure how I’d feel about it.)

Arrangements made, people contacted, alcohol ready, the adventure begins on a warm Saturday night in the Bay Area. I told Scarlet I would meet up with her since I JUST found out a few hours prior that an old elementary school friend had just gotten back from Afghanistan and was enjoying himself at a weed concert in Berkeley. (Lol, yeah, cliche right?) On my way over the Bay Bridge, I’m pounding a Monster energy drink and wondering how I’m going to react to this. I had, over time, developed a bit of an attachment to Scarlet so I didn’t know what I’d be like seeing Russ fuck Scarlet. I focused on the beautiful night time view of San Francisco. So relaxed to look at.

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The time I arrived was 11PM, the perfect time for people to get there and get situated.

Walking in, I was met by Scarlet and her friend Rose. Rose is Scarlet’s neighbor and partner in crime; a mid 40’s, over weight, married woman who wanted to fuck everything since her relationship is sexless. Needless to say, I wasn’t going to fuck Rose, but she was pleasant to be around. Scarlet gave me a kiss and walked me to the dance floor where I met Russ and Ana for the first time. Russ was tall, late 30’s with a skinny build. Ana, was tall, blonde, late 30’s, more muscle on her than Russ but over all great body.

After some small talk around a stripper pole, I watched Scarlet, wearing a short skirt and tube top, stick her ass into the air while holding the pole. Russ and Ana pulled up her mini skirt showing off her bare ass to the world. Like partners, the Russian couple took turns spanking Scarlet’s ass. Each spank released a nice yelp or moan from the spankee. Rose and I stood by and watched. I suppose you could say I was taking a back seat in this since I had never played with multiple people at once and didn’t know the boundaries of what I should or shouldn’t do. (I learn later on in life that everything is usually a go, if all parties are into it.)

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More chatting, spanking, and drinks happened for the next hour before we all decided to go to the back to change and get ready to fuck. In my head I’m telling myself, “Confidence J, confidence. You got this.” And, with a big breath of air, I head to the back with the group. Stripping down to my birthday suit, I saw Ana, Scarlet, Rose, and the two other girls with us change into lingerie, all different but none of them wore panties. (Gee, I wonder why…)

The next part is a bit hazy, I don’t remember if I was in the room or watching from the outside.

There is a room that plays porn on a big screen and have sofa’s lining the walls in the back area. I remember walking toward it and saw in the window Scarlet laying at the corner with her legs spread open. Ana was holding her legs back and eating away at Scarlet’s pussy. Up, down, and sucking on it. Ana’s eye’s were locked on Scarlet’s; both eye’s had lust written all over them.

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Russ chimed in after a few minutes and slammed his cock in Scarlet, pumping away. Scarlet is now holding her legs back, giving Russ the freedom to pound harder. Ana, sitting to the side, eye’s locked on Scarlet, was fiercely playing with her own pussy. Ana, it turns out, really gets off on watching Russ fuck other women. Why can’t I find a girl like that? They suddenly stop when Scarlet see’s myself and the rest of the group watching. Getting up, they exit the room and we all decide to go upstairs. Walking upstairs, Scarlet, sensing my discomfort, grabs my hand and pulls me behind the group.

Scarlet: Listen, we don’t have to do this. I don’t have to fuck anyone but you.

Me: No no, it’s fine, let’s do this. (I’m lying but I didn’t know how to be honest at that point.)

Scarlet: Are you sure? Really it’s fine.

Me: Oh come on, we’re already here!

We get upstairs and I find Russ fucking Ana and Rose. We go right next to them and lay down. While Scarlet decides to undo my towel and start sucking my cock, I observe the open area. Across from us is another orgy going on, a few couples fucking away, and to my immediate right is another Asian cougar with a guy who, no shit, is about 70. She’s naked, but he’s fully clothed.

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Scarlet is sucking me off the way she usually does, (slurpy, wet, and aggressive) while I check the room out. Seeing this, Ana pulls away from Russ and walks over to me. I’m laying down, Scarlet is on my left, bent over and blowing me. Ana, lays to my right and begins to blow me as well.

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TOTAL DREAM COME TRUE!

Right in front of my, I have two gorgeous women, Japanese and Russian, going to town on my cock. They took turns trying to out do each other. When Scarlet pushed my cock to Ana’s lips, Ana would take over while her counterpart was working on my balls. While Ana is sucking on me, her ass is close to my face, so I take the initiative and start feeling each cheek. My hand worked its way around each cheek until I got to her pussy. At this point, for some strange reason, Ana got up and said she had to go downstairs real fast.

Me: uhh, ok?

Scarlet: Get on your knees J!

Me: lol yes ma’am.

I’m on my knees and Scarlet goes back down on me. Here is where things got intense for me, but not in a sexy way. Behind Scarlet, Russ had been fucking his other friend and Rose. He was doing it WITHOUT a condom. I didn’t pay too much attention to it until he came over to Scarlet, mounted her from behind, and started fucking away. I couldn’t believe it. In addition to always being open, Scarlet and I agree to be protected outside of the bedroom since we were playing without protection. Seeing Russ fuck all these women without a condom then fuck Scarlet was a shock and, well, I kinda was hurt. My trust in her was breaking.

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Embarrassingly enough, I lost all interest in fucking so I got soft. Scarlet was puzzled by this but was focused on getting fucked. I took a step back and said I needed a break. Sitting down, I looked around and saw that Asian cougar and her REALLY old husband watching me. I smiled and motioned for her to come over. She looked at her husband and he smiled and nodded his head in approval. Completely needing a break from what I just saw, I welcomed this. The cougar was pretty hot. They both sit right next to me but are obvious that they didn’t know what to do next. I took her hand and placed it on my cock, guiding it up and down. She smiled and kept going. The old guy looked at me and smiled. That was pretty weird, I can’t say I was comfortable with a 70 year old man smiling at me while a woman is stroking my cock. Ugh. Scarlet comes over to blow me but as soon as she comes over, I get soft again. Resulting in the old man laughing at me. Really dude? I’m getting laughed at by a guy who NEEDS Viagra to stay up.

Fuck you guy.

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Anyway, I ended up excusing myself to the restroom. Walking down the stairs, I passed an orgy to my right, two couples performing fellatio to my left and an empty dancing floor to my 12 o’clock. I get to the bathroom and, like Mark Wallberg in Boogie Nights, I stand in front of the mirror, staring at myself, breathing heavily and trying to give myself the will power to get it up and perform for the evening.

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Nothing.

I was just done.

I headed back upstairs where the entire group I was with was relaxing and chatting on the side. The orgy across from us was finishing up as well, guys giving women money shots on their face and other couples just cuddling. I told Scarlet and Ana that I had a great time but needed to head off since I wasn’t feeling so well. Scarlet took one look at me and knew I was lying, she knew what was up. Driving home, all I felt was pain and confusion. Did I really have any right to be feeling that way?

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The next day, Scarlet and I ended up having an argument over text. We settled it for the time being, but that was the beginning of our demise. She had told me that she gives guys three chances and I was two deep.

Fuck.

Daisy’s Dominatrix Booty Call

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On a nice, lovely Sunday I’m texting away with my favorite married gal. She’s telling me that she’s especially lonely that day and would like for me to come over and spend some time with her. I look at my schedule and see that there really is nothing going on, so I tell her, SURE! I’m told to be there at exactly 1 hour after when we chatted. I figure that’s kinda odd since she’s never this demanding but I go with it.

I finish up a few games on Battlefield 3 and take a quick shower. Making sure that my area around my cock is neatly trimmed/shaved. On my drive to her place, I find the nice Fall air cool, and sun lightly warm on my skin. Something about the day just felt amazing, like everything was ok. So I arrive at her place and park down the road She didn’t want people asking questions about some strange car in front of her place, she was married so it made sense. I walk up to her door and ring the bell. Daisy answers in just a robe and a soft smile.

Dasiy: Hiiiiii! Come in!

Me: Hey there, thanks for inviting me ov….

As I finish that sentence, the door shuts and she drops her robe. Under is a one piece lacie lingerie with straps for her thigh high stockings. At this site, I could feel my pants shrinking…

Daisy: (Pointing to the bedroom nearest us) Go. Now.

She had the most serious face. I wasn’t going to argue.

I slowly walk to the bedroom, looking back at her after every third step. She just stood there watching me. Arriving at the door way, I see straps for each end of the bed and a blindfold. Holy shit, Daisy was going 50 Shades of Grey on me. Next to the bed were some toys. This was going to get REALLY interesting.

Daisy: Put the blindfold on and secure yourself in those straps. AFTER YOU GET NAKED.

Me: Ok Daisy.

Daisy: MASTER. YOU WILL CALL ME MASTER!

And without hesitation, she reveals a small whip. What the fuck? This is so hot.

I follow her instructions and de-cloth. She’s watching my every move without emotion. Strapping myself in, with my free hand, I place the blind fold over my eyes while Daisy secures my last restraint.

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Total darkness. All I was relying on was sound, touch, and at some points…taste. I could hear her walking around the bed, observing her subject (me). Using her fingertips, she runs them down my chest to my hips. Back and forth I can hear her walking around as if trying to decide what to do to me. Her high heels clicking on the hardwood floor. Then I feel her mouth on my cock, licking it from my balls to the tip. As she moves slowly to the top, I jerk my cock up. With that, Daisy move back and I feel the whip slam against my stomach hard and fast.

Daisy: Don’t move anything on your body. You will be a good slave or I will punish you harder.

Me: Ok.

Daisy: YES MASTER!

Me: Yes master.

Holy fuck this is getting hot.

Grabbing my cock, she starts jerking me hard while letting off a small moan. I’m enjoying how soft yet hard her jerking is when, out of nowhere, she shoves her three fingers in my mouth for me to suck. Her fingers were wet with her pussy juice. She was fingering herself while jerking my cock. I let off a moan as I enjoy her taste. I enjoy wrapping my tongue around each finger. Suddenly her jerking stops and I feel her crawling on the bed. Daisy positions herself over my chest. Grabbing the back of my head, she jerks me up to her bald pussy.

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Daisy: Be a good slave and eat your masters pussy. Eat me now bitch!

Me: mmmmmmmm

Can you believe it? I’m writing this and still in disbelief.

Moving her hips in a circular fashion, the master is getting into my sucking, tongue action on her clit. With a sudden jerk and exhaling of air, she throws my head back and gives me a light slap on the face.

Daisy: Good boy.

Placing both of her hands by my head, she places her pussy on my chest and slowly grinds down to my erect cock. Getting closer to the tip, I feel her lips touch mine and we share a passionate kiss as she forces my cock into her. Whoa, she’s wetter than I’ve ever experienced. Moving back, I feel her grinding on me fast and hard in a back and forth motion.

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Moving back and forth, I can only imagine what she looks like or is doing. My arms and feet restrained, I had no control over the whole thing. To be perfectly honest, I was having fun. I’d never done this before so it was a completely new thing for me, and a complete turn on. With the exception of Scarlet, it was nice to have a woman who took charge.

Daisy slows down and then proceeds to get off me. I don’t know what she’s doing but I could hear her rustle through one of the drawers. When she finds what she wants, I hear her approach the bed. My mind is wild with ideas of what she’s doing. I feel her grab my cock and slip something on it. I can feel it being tight around the base of my shaft but I’m still not sure what it is. Getting on top of me again, I feel her grab my cock to ease it in her, but just then I figure out what she put on me was. My cock started vibrating. Daisy had bought a cock ring vibrator. Placing her clit over the vibrating egg, hands on my chest, she starts grinding HARD. Her moans start getting heavier, weight placed more on my chest, I can tell now that she’s REALLY getting into it. After what felt like an amazing few minutes, she gets off and loosens my restraints. I take off my blindfold and see Daisy breathing heavily with sweat on her forehead. She was working my cock hard.

Me: haha you ok?

Daisy: Yes, but we’re not done. (leaning back and spreading her legs) Come fuck me until I cum.

Moving forward into a modified missionary position, I insert myself, only to have Daisy start rubbing her clit. At first slow, but after a few minutes of pumping, faster.

Daisy: Go faster! Faster! Yes! Make me cum!

I start going faster and faster, really pumping her. The kind of pumping that shakes her entire body. With just a few minutes of pumping Daisy’s tight pussy, she throws herself back against the bed and lets out a nice scream.

I see that she’s exhausted so I pull out to rest, but before I even reposition myself on the bed, she gets on all fours and tells me to fuck her until I cum. Done fucking deal. The look of Daisy’s ass is nothing short of hot.

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Inserting my cock, I place one hand under her hip, the other grabs her left arm and holds it behind her back. With this position and Daisy screaming, “Cum baby! Cum on my face bitch,” I don’t last long. I feel the building up explosion. When it gets to the point of no return, I throw her on her back and move fast to her face. Without any guidance from me, she grabs my cock and starts milking me as I explode all over her face. Makeup and all, all covered.

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For the record, I’ve only done that once so doing it again was adding to the experience. After which, Daisy grabbed her phone and went to the bathroom. I lay on the bed and process what just happened. Two minutes later, Daisy comes back and just giggles.

Me: Did you take a picture of that?

Daisy: Yup! It’s for my collection.

Me: Wait what?

Daisy: be right back!

“For my collection?” What the hell is going on? At this point in our relationship, I’m beginning to actually like her. Hard to believe since she’s a married woman, but there were some feelings. I assumed that I was the only guy she was playing around with but now I’m beginning to think otherwise. That made me think back to some advice from a friend when I was dating a girl who had a boyfriend overseas. If she’s doing this with you, how do you know she isn’t doing this to you? Curiosity will get the best of me later in life, but for now, I just had one of the best sexual experiences of my life. Gotta at least enjoy the moment.

Daisy comes back in just panties and a bra and we cuddle for a bit and chat about the day. I end up leaving an hour later. Just wow.

The Gangbang Group

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I had been exploring for other groups in the swingers scene ever since finding the first one I went to with Scarlet. Turns out, in the Bay Area, there are a ton. Many are there to give you an experience but it’s also for profit. Of the three I found: one required you to submit pictures of you and your partner to gain acceptance into their world of lust, the second involved a massage therapist who had numerous sex slaves and loved getting them involved in gangbangs, and the third just had women who loved fucking numerous men. The first and last required a picture first, but the second and third allowed for single men. I’ve been to both, and THIS is about the second group.

I emailed the group moderator with a  picture of myself and told him that I wanted to check out the upcoming weekends bangfest. Yes, BANGFEST. How could I pass that up? The pictures of the girls attending on his site were pretty fucking hot. He emails back and tells me the rules:

  1. Be respectful, no means no.
  2. Be clean and smelling nice.

(uh, I thought that was common sense?)

  1. Bring protection

(Fucking serious dude? Common sense?)

  1. Bring alcohol
  2. Bring $100

Given the fact that it involved some HOT women, I could go with the price. Oh! I never mentioned the cost of the sex club I went to: $100 for couples, $10 single women . NO SINGLE MEN. So here couples and single women are free, and single men are $100. Whatever, I’ll pay for this experience. You wouldn’t?

So, the night arrives and I grab a 6 pack of Sierra Nevada for the event. However, I’m nervous because I arrive at an upscale Apartment hotel. Sitting behind the wheel, I decide to pound a beer outside before going in. I knew this party was legit but I was nervous going by myself. After feeling the effect of one beer, I meander my way up the stairs to the correct room.

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*knock knock*

The moderator, James, opens up with a big smile and looks me up and down, “J? ….HEY! Welcome man!” With a handshake, he pulls me in and quickly shuts the door. There I was, in the living room of this two bedroom apartment hotel, lights were dim and the mood was relaxed. There were eight people sitting or standing just chit chatting as if it was a cocktail party.  The average age was easily around forty. In front of me there were two couples talking to a very sexy, Latin cougar who, to my excitement, was wearing a backless dress. Everyone was dressed to impress and I was glad that I got dressed up for the occasion. I was wearing wingtip Aldo shoes, skinny jeans and a button down J. Crew shirt. I felt like I dressed for the occasion well.

James: Hey John! $100 please!

Me: Oh yeah, sorry about that. Is this everyone?

James: Oh no no, we’re doing a class on how to eat pussy in 30 minutes.

Me: Cool, who are all the hostesses?

(His sex slaves or girls were called Hostesses)

James: (Pointing to the latin cougar) Her and Sarah. Go, sit down and enjoy yourself.

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(Imagine this but black. Yeah, hot.)

I proceed to stand next to one of the two couches and talk with a guy who was easily in his late 50’s. In our conversation, he tells me that the latin cougar is actually his wife and he loves watching her fuck guys. It’s an awesome show for him as he tells me. As I’m talking with him, his wife seductively walks from the other bedroom in nothing at all except heels toward me. Her eyes were locked on mine the entire 15 feet. When she gets within arm’s reach, she grabs my shirt and pulls me in to kiss her. “Wanna have some fun? I looooove cock.” And with that, all my willpower to resist is gone and I’m lead, in full view of everyone, into the bedroom on my left.

The door is left open by the way.

She tells me her name is Anna and then proceeds to shove me on the bed. Lay there with my arms up, she craws on me, naked of course, and starts undoing my pants.

Seriously? Can I at least take off my cloths before you rape the shit out of me?

Obviously I didn’t mind what she was doing. Mind you, Anna and I only said two sentences to each other before this happened. At least at the first club you had to actively engage people. But then again, would you complain if a hot ass latin cougar was massive fake tits wanted to fuck your brains out? I didn’t think so.

Pants off, arms still up, she grabs a condom and slips it on me then slowly lowers herself on me. Right then she starts grinding in a back and forth manor that really was grinding on my pelvic bone. Pain? Yeah lots of it! Did I care? Noooooope!!! While she’s grinding away, I didn’t notice it but the party had all gathered to watch the show of Anna fucking the young guy (me).

Guest one: Oh I could watch her fuck all day.

Guest two: Poor guy didn’t even get his cloths off!

Group: *hahahahahhahaa*

Me: *one hand on her tit and the other raising to give them a thumbs up*

Group: hahahaha!

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Anna’s grinding slows down and she leans to whisper in my ear that she wants to be fucked from behind. Then, without hesitation, dismounts and does a special doggy style where her ass cheeks spread apart and you get a full view of her ass hole and pussy.

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God. Hot.  So I get up, fully take off my shoes and pants, leaving my button up shirt on because, well, fuck it why not? Standing at the edge of the bed, in full view of the new crowd, I start pounding away.

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She moans louder that she wants it harder. I keep going and when no one is looking, since I’m really into it, I give her a light spank. This is where shit got a bit weird. She immediately pushed me off and looks at me with the sternest look.

Anna: Don’t do that. Don’t do that. Don’t do that.

I freeze in horror.

Me: Ok, won’t happen again.

She lightens up and gets back on all fours. Whew. Close one. So, semi hard, I stick my cock back in her and pump away. While in this position, she places her face down on the bed, REALLY sticking her ass in the air. I’m loving this and take both of her arms and pin them behind her which she loves even more.

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Completely unbeknownst to me, her husband was watching from the couch. But it was just creepy. The guy was in his fucking 60’s and had that look that screamed, “Yeah man, you fuck my wife. Fuck her hard.” What the fuck man!

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I feel it building up. That build up that I described with Daisy. But no point trying to prolong this since I knew Anna was gonna be fucking a lot tonight. So I tell Anna I’m about to let loose and she grabs my ass from behind and forces me to stop fucking as my cock furious lets loose everything it’s been holding back.

After I finish, she gets up, looks me in the eye and says, “see me when you recover” and walks into the next room butt naked with only heels on looking for her next piece of meat. Which, really only took a couple minutes. The room we fucked in had a bathroom so I walked in there with my cloths and look at myself with accomplishment and shame. The usual look after having fucked a complete stranger. After getting dressed, I walked out and found the new guy eating Anna out. I chuckle to myself and think, “you’re the sloppy second bro, my dick was there not three minutes ago.” I guess some guys just don’t care, but then again, should I care? I was at a FUCKING GANGBANG PARTY.

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I move to the next room and grab a beer. Chatting with James and another guy with hair like Bill Paxton from Terminator, I learn more about the party and how it works. James is actually pretty well known in the swinging community and enjoys putting these events on. We chat more and find out the Pussy Eating Class was about to start since the rest of the hostesses showed up.

James: Hey all! Let’s head over for Sarah to show us what to do when eating pussy.

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Watching the class happen, I was looking around at everyone. There was a fair amount of couples there which was a bit weird since I thought it was a gangbang party. The age range was really varied from late 20’s to early 60’s. Hot women though. During Sarah’s instructional, you could tell who was getting into it because the men were holding their women which fingering them. Me, by myself, I was just sitting there twiddling my thumbs. More single men started to come into the party, but they all had this nervous look to them. I could tell that a lot of them were taken (cheating on their spouse) because every time the door opened, they looked with anxious anticipation that it’d be someone they knew. I should care, but not really. I felt bad for their spouses. Seriously guys, go back to your girlfriend or wife, this isn’t for you. I guess it’s common when you allow single men to show up, but still, it’s unfortunate.

Anyway, the party was to move on and the crowd kept getting bigger. Since I had already spent my load, I wasn’t in the mood just yet to play so I kept to the side. I was amazed at how respectful all the people were to each other, I felt that given it was a gangbang, guys would run trains on the women without permission. (My thoughts on what gangbang’s were like). But no, everyone was cool and calm. With all the couples there, I was slightly disappointed; no Asian women there.

About the time things were heating up, I got a text from a girl I had the biggest crush on in the city.

Kathy: Hey! What are you up to tonight?

Me: Howdy stranger 😉 Idk, what do you have in mind?

Kathy: Let’s spend the evening together J

I pause and look around at my choices of women to fuck. All I see were middle age white women, and those girls under forty were being surrounded by men. So do I stick around and sword fight to get a second lay, or do I go to the city with a gorgeous girl that wanted to see me?

Me: J see you in an hour!

Now I can understand given how my blog is that you’d expect a round two with Kathy. Nope. During our evening of drinks, she informs me that she’s seeing someone and wants to be stead with him. I get to spend the night but we don’t do anything at all, even cuddling was forbidden. So as I lie in her bed and think about the evenings events, I feel that, I should have stayed at the gangbang party. Naturally, I thought about Anna…

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Scarlet and My First Sex Club Experience

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This is the beginning of my real sexual adventures.

Previously, I had been in back-to-back relationships for just about ten years. At the tail end of my last relationship, I swore to myself, “I have always wanted to be a slut and explore. I think I owe it to myself and see what’s out there.” I began with a swinging website that matches you with others like on OkCupid. Same concept but you’re more honest and you don’t have to worry about pointless mind games. You’re there to fuck. Plain. Simple.

I went on and immediately start chatting with this 33 year old Filipina woman (Sarah). After a couple days of talking she tells me that she has a kid and is too busy for relationships so she’s in need of cock regularly. So FWB? I’m beyond down for this. Now we plan to meet at a Starbucks and decide if we can connect. The one hour conversation turns into a walk, and eventually we’re at her place. We basically go up and make up aggressively but I don’t sleep with her. Regardless of YOUR rules when meeting someone, I have a few lifesaving rules and I was already breaking one, but the main rule is: don’t sleep with someone on the first date. Even if it is for a fuck, don’t do it. It weeds out the crazy’s.

Fast forward, after a few fuck sessions later. I’m still on this website and I see this GORGEOUS Japanese woman. I tell myself that she’s WAY out of my league but I think, “Fuck it, why not?” So I type a good morning message in Japanese and give her a good email about myself. To my complete surprise, SHE EMAILED ME BACK!

Scarlet is a gorgeous 37 year old single mother with her own very successful business. Her and I chat on Yahoo messenger for the next couple weeks. Let me tell you, that woman has kinkiness to her and a willingness to explore. In those talks she confronts me about something.

Scarlet: Hey I wanted to ask, are you the guy who Sarah is fucking?

Me: Lol what? Who’s Sarah?

Scarlet: She’s 33 and a single mother, she told me she was fucking a guy with your name and same build.

God fucking damn it. Are you serious now???

Me: Uhhh I do believe that is me.

Scarlet: Ohh, well we can’t fuck now.

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Well she was pretty upset to be honest and it took another week for me to calm her down and get her on my side again.

In our conversations that follow, she tells me she’s always been curious about sex clubs and I tell her I was as well! We find out that there is one that allows for only single women and couples. Genius. Slowly, we plan to trick Sarah into coming with us to the club. Scarlet will bring two other female friends and I’ll come with Sarah. We both decide we’re not going to fuck because, unbeknownst to me until then, Sarah is starting to like me. Mind you I’m 24 and NOOOOOT wanting to get into another relationship. I wanted to fuck!!! Plans get set into motion and Sarah agrees.

Sarah: Hey my friend Scarlet wants to go to a sex club tonight. Idk how you feel about that stuff, would you be down?

Me: Umm I guess, yeah I should be free.

LOL too easy.

I go and pick her up, she’s wearing a sex dress with a garter belt and stockings and 5 inch heels. God damn, I’m actually ready to fuck her right then. (I’m a huge fan of stockings. It’s my vice.) On our way there, we discuss what to expect and out of respect for her, I tell her that I’ll only fuck her and no one else. (I’ll regret that later, you’ll find out why.)

We park and walk inside. The place is located in the city, has NO sign and has blacked out windows. After pushing the buzzer, the door clicks open and we’re escorted to a concierge who asks for the payment and if someone can take our coats. Sarah and I walk in and find that the place is large and has a mezzanine. Well in the main floor we see about 40 couples sitting around, talking, dancing or making out. Up walks Scarlet and her two friends. They’re wearing dresses that show off the bottom of their ass and pussy. (PIcture below, imagine tighter and higher up)

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I IMMEDIATELY REGRET MY EARLIER DECISION TO ONLY FUCK SARAH. 

Scarlet’s friend Linda gives, me a hug and whispers in my ear, “You’re a little player you know that?” Then smiles and walks away. I chuckle to myself, our plan had worked. We danced and sipped on wine for the next 45 minutes chatting away and notice people were slowly moving to the back behind the curtain where the lockers are located for you to change. Our group goes to back to find men getting naked and the women getting into lingerie. Turns out, to go up to the Mezzanine, men have to be naked and women in lingerie or naked. So all of us decide to get into it. Before going upstairs, we see a room with couches on all the walls and a circular couch in the middle. The room is packed except for a small part of the middle. We all go there and sit down. I’m not down more than a minute before Scarlet, located to my immediate left is looking at this guy and starts masturbating. Random guy #1 isn’t the most attractive at all. He’s mid 40’s with grey spots on his head and not that much of a build. He wastes no time, walks up to her and starts eating her pussy. I’m blown away by this because, THEY DIDN’T EVEN TALK! I turn to Sarah and Linda to mention what I see and before my sentence is done, I feel Scarlet bump into me back and forth. I look back and this dude is fucking her, with everyone drooling over the prospect of a gorgeous Asian woman slamming anyone.

Whoa.

I think I’m gonna enjoy this place J

The group decides to leave Scarlet alone to fuck and we go upstairs. Lesson for going to a sex club, what you see, YOU CAN’T UNSEE! Both awesome and horrible. For my first time though, it was amazing. We went around Halloween and most of the couples were pretty hot. Linda immediately spots a foursome to our left and asks if she could join. When they say yes, she throws off her panties and starts going down on a woman while the husband mounts Linda from behind and begins pumping doggy style. Wow. My mind is completely blown away at this. All around are orgies, foursomes, threesomes with just women and strap-ons…and I’m stuck fucking Sarah. I can imagine some of you are thinking, “well at least you go to fuck someone!” True, I should be grateful, but fuck off, you don’t understand. When you see all that shit you masturbate to as a teenager and dream about as a college student, YOU WANT IT ALL. Sarah and I find a corner to ourselves and start having some fun. I did enjoy fucking Sarah, don’t get me wrong. She was a hottie and Filipina women are very passionate during sex…at least that’s my experience.

After the second time of fucking, Sarah and I sit back and watch the scene.

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Yes, you can sit back and watch.

Scarlet is now blowing a new guy and being fucked from behind by another. Linda had joined the group of women with strap-ons and is now being dominated by them. One of holding her legs back while the other is violently fucking her missionary style.

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God damn that’s hot.

I get a bit hard again watching this and Sarah gets the hint. Problem is, the only way I’m stay up is watch Scarlet and Linda fuck. Sarah notices….and we take another break.

Crazy things I see while we’re cooling down:

Indian guy and white woman to my right (mid-50’s) doing a master/slave scenario. (I couldn’t help but laugh a bit at the shit they were saying).

Him: You’re going to be a good slut for me? Say it bitch.

Her: Yes master. Whatever master wants.

6’3, 250lbs all muscle black football player looking guy laying down with a 110lbs Asian girl ridding the shit out of his cock. I swear, she was far on the other side but her screams drowned everyone out. I’d high five the guy, but figured that’d be weird.

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Lol, weird at a swingers club. That statement is awkward, I know.

The group makes our way back to the lockers. By now it’s 3AM and most of the people at the club have left. We joke and talk about our experience for the next 20 minutes before Sarah and I decide to take off. On the way back, I could tell it was a bit awkward for Sarah since she saw me eye fucking Scarlet. Needless to say, a couple days later, she tells me she’s met someone and wants to see them. I don’t care. Means I have a chance for more fun. Little did I know, something big was coming for me, her name was Scarlet.

Scarlet: Hey, you should spend the night with me.

Me: Oh? I thought you didn’t want anything to happen.

Scarlet: Come over.

Scarlet and I become amazing fuck buddies for the next two years. But THAT will be in different posts. My first sex club experience down, a new sex relationship beginning, life is fucking awesome.

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The Devil’s Threeway

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I was bored one night and took a cruise through Craigslist Casual Encounters MF4M (Male, Female looking for Male). I saw one post about taming an Asian cougar slut and IMMEDIATELY got my attention. Opened up the link and found a pretty decent picture of the woman, a little older than what I’m used to, but I’ll deal with it for a chance at fucking her. In the description the guy wanted to tag team her since it’s been her fantasy to have two guys at once. I decided to go for it 😉 But with all craigslist ads you respond to, there is a huge chance that they won’t respond. To my surprise, they did an hour later.

Hey! Love your pictures! Wanna chat today or tomorrow, we’re certainly interested.

                -Donatello

Holy shit.  Game on.

So I begin to text on Sunday to get the details with Don. He tells me that she’s his slave and recently out of a divorce, hence why she needs some taming. I will not lie, I was nervous as hell about this. I mean, I’ve done a MMF threesome before, but this time was going to be with a couple I didn’t know. (The other couple will be a story on a different day). He tells me that if she gets out of line, he’ll tie her up for me to fuck her.

Don: I’ve trained her in deep throating and anal.

Me: Seriously? How did you do that?

Don: She was inexperienced because of her marriage and wanted to be trained in how to do stuff. So I turned her into my little slut slave.

Me: I’m impressed, perhaps I’ll see this soon?

Don: How does Wednesday sound?

Me: Game on brother.

Wednesday. All day I’m thinking about if I should go or not. Their hotel is located an hour from where my work is so I’m apprehensive to go in case they bail. Really, I’m just being a bitch and thinking about everything. “What if they aren’t real and want to rob me?” “What if the dude is gay and wants to rape me????” Yeah, I was seriously thinking all of that.  He sends me a text later to confirm that I’m going, I say yes and decide to go for it. I remember reading Swingland by Daniel Stern and he mentioned how it’s very rude to bail on a couple that wants to play, especially if they aren’t a real couple since finding time is hard. While in the city, we agreed to meet for drinks at a Spanish bar, I text my two friends (guy and girl) who happen to be hanging out together for a pep talk. On my way to the bar…

I get in there and I find Suzie and Don sitting in the corner of the restaurant/bar. Suzie is wearing a bright red dress, red lipstick, and fishnet stockings. For a woman who looks in her late 40’s she’s quite the hottie. Don, as I found out, is from Madrid and is here working in the tech industry while Suzie is a well-known doctor. The conversation is about me and getting to know who I am, really it was more of a polite interrogation. The more Suzie drank, the more she became more direct and a little harsh with questions. Don keeps apologizing to me but I didn’t care, I knew what I was there for. Come to find out, Don is currently seeing someone, a very hot Korean girl, and we can’t use his place for our fun since his roommates will get suspicious. I won’t judge, people live how they want. Don suddenly gets up from the table and uses the restroom, leaving the sex craved cougar and her prey (me) alone. She looks at me:

Suzie: What do you want to do with me?

Me: (nervous but taking some courage) I want to take you back to your place and fuck you in ways you only dreamed of.

Suzie: You should get my number so we can play without Don sometime.

Whoa. I’m stealing the slave??

After an hour and a couple sangria’s later, Suzie says, “Ok boys, it’s time we go back to my place.”

While on the way back, Suzie is still interrogating me. With each question, she grabs my beard and pulls very hard demanding that I answer her. I have no problem with pain but Jesus Christ that hurt. Don keep apologizing but whatever, I’m about to get laid.

We get back to her hotel and inside the room I begin to pour champagne while Don puts on music. Armin Van Buuren. This guy knows some good music! And just like that, it begins…

He starts by kissing her and removing her dress. Under is no bra, garter belt, and stockings. Dear lord. He lays her on the bed and starts going down on her. I decide to take initiative, and I kneel next to her head and shove my cock in her mouth. She sucks really hard but I can deal with it. She doesn’t use her hands at all, just lips and mouth to give me a fun blowjob. I make it interesting by grabbing the back of her head and slowly thrust into her mouth. I’m face fucking her. Don, on the other hand is enjoying the sight of this!

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Don: Do you like his big cock in your mouth?!

Suzie: mmmhmmmm (my cock still in her mouth)

Not that it matters in a devils threeway, but I did happen to see his package (hard NOT to notice when she’s taking turns deep throating us). I’m easily bigger than him by an inch and a half or two inches. Once again, not that it matters, but it’s a nice ego boost when you’re the biggest package in the room.

Don, grabs Suzie by her ass and throws her around to be on her fours. Now I’m kneeling and leaning back against the headrest of the bed and Don is fucking her from behind as she is violently sucking on my cock. After about 15 minutes of this, my turn.

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This is where the story gets interesting. Suzie, in a drunken stupor, lays on her back and starts kicking me in the chest. I stand my ground and flex about every muscle in my body, but God damn, she has some power. Don holds her down and says that she’s fine. Obviously not. Now I’m left with if I should continue or leave since this woman is crazy. Don starts whispering into her ear and Suzie calms down then gets on all fours. I begin to fuck her while she starts blowing Don. After a few minutes of this, Don cums. Which thank God I wasn’t the first, I’m sure it would have been fine if roles were reversed but still, another big ego boost haha.

This is something that, may not seem like much, but I found funny enough to add. While I’m fucking Suzie from behind and she’s blowing Don, I happen to look up at Don. He’s looking at me with a smile. Not a creepy pedophile smile, but one of accomplishment. He holds out he fist to me, while Suzie, completely oblivious to this, keeps blowing him. I recognize the sign he’s giving me. Giggling to myself, I hold my fist up and connect. He laughs and says, “Brooooo.”

Seriously. What the fuck lol.

I last another 20 minutes and finish. After which, Don goes to take a shower.

Suzie: Let me get your number, you are a lot of fun.

Me: Oh really? You seemed like you were enjoying yourself.

Suzie: Yeah, but I’d like to fuck just you sometime.

Score.

After another 15 minutes of chit chat, I politely leave. My conversation with my two friends from earlier is nothing short of a school girl meeting her celebrity crush. Don texts me later with the picture of the girl he’s dating, she’s easily a 9, Korean, and wanting either another guy or a couple. I told him we could plan later. Walking to my car in the city all I could think was, I can’t believe I just did that.

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My first cougar…

I was 22, first time away from the country and I found myself in Beijing. I had been given a chance to come with a friend for her business trip, but since she liked to sleep at 9pm, I wanted to go out and explore this new world.

I asked the hotel staff where to go and was pointed to a bar district called Sanlitun, a hidden area where most people who speak English go. Alone, I ventured to this area that seriously reminded me that I wasn’t in the United States anymore. Walking down I found myself looking at bar after bar. I couldn’t decide, how could I? I was there to have a drink and meet people! I ventured to Butterfly Bar where I walked in a proceeded to ask the bartender for a drink.

Him: What do you want?

Me: (nervous as shit) Uhh…..I…Uhh…TOKYO TEA!

Him: What’s that?

Me: Fuck, this isn’t San Francisco. I’ll have tequila and a Tsing Tao (Chinese Beer)

I walk to the dance floor and scan the crowd for a girl to dance with. I didn’t know it then, but if you’re foreign, you can meet any girl you want in a bar. I see to my right an older woman dancing by herself and I decide then and there that I was going after her. Dancing lead to talking, talking lead to kissing, kissing lead to aggressive making out, which only pissed off the younger girls at the bar. She told me she wanted to come back to my place as long as I paid the cab fare back. As if I’d say no. This was my first REAL sexual encounter since getting out of a 6 1/2 relationship. I was 22, she was 39 and Japanese.

My first cougar.

Getting back to the hotel, she proceeds to take everything off and lay on my bed naked. Her body was nothing short of amazing. 5’3, petite tits, perky ass. She had a bush, but I didn’t think I had room to complain. (I like shaved/waxed pussy). For the sake of story, her name is Yumi. Yumi, sits up and seductively uses her index finger to tell me to come to her. Naked, and slightly nervous, I go. She tells me:

Yumi: you will do what I say. Now check if I’m wet.

Me: uhh…

She grabs my hand and shoves it in her very nicely wet pussy. Her moans in my ear are beyond erotic. We proceed to kiss passionately while I feel the inside of her pussy. After a few minutes…

Yumi: SUCK ON MY CLIT!

No need to tell me more! Here is where I begin to learn some new tricks, tricks that MANY women after her have complimented me on. (Hint hint guys). I suck soft and hard, using my tongue to massage her wet clit. (She continues to direct me on what to do, which I LOVE). What’s notable about her was how she came, she started banging her head against the bed in a way that cause concern for me. Her screeches finally die and pushes my head away. Looking at her, she tells me to grab a condom.

Immediately she gets on all fours and holds her ass cheeks open spreading her pussy and ass for me. Dear God what an amazing site. I proceed to fuck her hard and fast, but given how much noise she was making, and the fact that my boss was in the next room over, I had to go slow and keep her quiet. I don’t learn to gag women until later on in life. (Story for another day).

AFTER sex that things got interesting:

Yumi: You’re pretty good, and very cute. How long are you here for?

Me: Umm, probably another two weeks.

Yumi: Good, I’m here for the rest of the week. When I’m done each day, you will show up to my hotel and you will follow my every order. I want you cock every day.

Me: I think I can do that…

I always thought 69 was a fun position and required the girl to be on top so she won’t choke. Turns out, some girls like to choke on cock…Yumi was one of them. (picture is how she liked it.)

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She required that I stay on top during 69 so she can gag on my dick and squeeze my balls. Periodically I would hear the gag sound and stop to check on her. To my surprise, she’d look at me like I’m crazy and tell me to get back to work. Not complaining at all. That woman drained me, every night I would finish on her face. For that whole week, I was her sex slave. Thanks Yumi, you’re the real teacher.