Summer and the Sex Starved Cougars

 

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Summer was an amazing woman. I met her at one of Scarlet’s birthday parties in which I was suppose to be the stripper for all of her girlfriends. It was a joke by all of them but I thought they were serious. At the party (all of cougars by the way), I was talking with Summer and a few other women just to be friendly. Nothing exciting came from that night except for months later when Scarlet and I decided not to be playmates anymore.

Scarlet had called me over to her place so that we can talk more about our sex life. In the long discussion she told me that though she loved the sex, she wanted to play with others instead of me.

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Of course when she told me this I was hurt. I did come to have something special with this woman after all the sexual parties and moments we’ve had. But of course, there was a silver lining to this.

Scarlet: I know you must be down but do you remember my friend Summer?
Me: Yeah, from your birthday?
Scarlet: Yup! She is looking for a dedicated friends with benefits and I told her that she should start fucking you.
Me: Whoa wait, did you just pass me off to your friend?
Scarlet: Of course dear! I only want the best for you! Here’s her number, hit her up and see if you guys can get started soon.
Me: ….

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So naturally, I contacted Summer for a hike and a coffee date after. Over the course of the hike I learned a few things:

  1. She’s married but in a sexless marriage where her husband finds girls to play with.
  2. She forty-three and LOVES to fuck younger men.
  3. Her ass looks AMAZING in yoga pants

We were a match made in heaven. Summer had explained to me how she had hooked up with a younger guy at a party during the same summer I met her. She explained that during the party, with her friends, family friends, and so on, there was one guy. He was about 23 and just finishing college. She told me that while everyone was distracted she whispered into his ear,

“upstairs bedroom, ten minutes.”

When he entered the room, she locked the door behind him, threw down his pants and started to blow him. No words muttered. Apparently the blowjob was good enough to make the guy bite his hand to keep himself quiet. Summer explained that she herself had to keep things quiet so the people at the party wouldn’t have any suspicion. Throwing him on the bed, cock hard as the statue of liberty, Summer slammed her pussy down and reverse cowgirled him. She wanted dick…and obviously, he had no problem obliging. Grinding away, she made this poor guy cum a mere 5 minutes into the deed.

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No words said. He pulls up his pants, she cleans herself up in the bathroom and they both casually return to the party.

This is what I was going to be dealing with. After learning about her sexcapades, Summer tells me what she really wants.

Summer: I have a lot of fun, but it really comes down to someone being dedicated. I want someone I can fuck whenever I’m free.
Me: So when do we start?
Summer: Soon 😉

Ok I know what you’re thinking. She’s married. Why would you fuck with a married woman? I feel you. That amount of judgment is palpable. What convinced me was that their marriage was basically where they fucked other people in a outta-site-outta-mind type thing, and we only contacted each other when we wanted to fuck. So I figure, in my younger rational, that I could have some fun with this. I did want someone to fuck and her pussy and ass offered itself to me. Why not?

Well after a few times of us fucking back at my place, I start to learn that Summer has a following of friends. Summer tells me that she’s been bragging to her three closest girlfriends about me and now they all want to start finding their own young man meat. It didn’t stop at just desire. I’m not kidding you, there was talk of renting an apartment with some of their extra money so they could bring guys back to fuck…and I would be the “on call” dick.

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I am excited by the thrill of this. I mean, there are four women, all of which are sex deprived and want dick in their lives. I would love to provide this but the reality of THEY WERE MARRIED! I didn’t want a group of married men knocking on my door. That kind of paranoia is something I don’t want to mess with.

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Well, there was a culminating event for all of this to unfold. A party. A hotel party. With the cougars and myself. Yeah, I was the meat for the women. Summer told me she was able to get all the girls a night off so they could party in an upscale hotel a few towns over. Their plan was to get drunk and be silly. They also planned for me to come over and be their entertainment.

Their entertainment.

This upcoming Saturday evening I was to show up after getting a text from Summer. So I wait patiently, making sure that I’m good and relaxed for the event. I canceled all my plans with my friends, worked out in the morning and hydrated all day. For something this epic, you need to clear your mind and soul of everything. This night is definitely one for the record books!

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11:04 Summer: Hey, come over. The girls are drunk and wet.
11:05 Me: I am on my way! Should I just come in naked? Lol
11:10 Summer: hehe, if you want to.
11:11 Me: See you soon.

I pull up to the hotel and make my way to the front door. Already I can hear drunken laughter from all the women. At the front of the door, I pause before I knock. Take a deep breath in, and tell myself, “ok, this is what you’ve always wanted. You can do this.”

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Knock Knock.

A giggling hush falls upon the room behind the door. The door opens from behind, with no one in sight. I take a step in and look to my right. Behind the door is Summer, and on the floor are her two friends Roxy and Sherri. Her other friend May is standing at the kitchen bar with a drink in hand, looking at me with a smile. The hotel is a large studio apartment with a kitchen, one massive bed, and a bathroom with a rather large mirror for vanity stuff. Roxy and Sherri laugh on the ground and tell me to join them in their game. After giving a hug to Summer, and shutting the door, I obey.

These girls are in the middle of playing a card game where the loser has to take shots. But to make it interesting, the loser has to have her mouth filled with whip cream, and I will suck the cream from her tongue.

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Now we are starting to have fun. A couple games in and I’ve made out with Roxy and Sherri, but I wanted to make it more interesting. Both women were wearing lower cut tops and pj bottoms. Summer and May were relaxing in jeans and a tshirt. I want to make out with these women, but I will up the ante for them. We play again, after I take two shots for fun sake, and roxy loses. Summer and May laugh as Sherri sprays whip cream in Roxy’s mouth. With her head arched up in a submissive look, I come fro above and lock lips, but I squeeze a bit of cream out of the side of her mouth. With my lips locked on hers, I take my free hand and wipe the cream away to her cleavage. My left hand is moving from the side of her head to now the back where I get a firm grab of the hair roots and, with a grip, pull her head back. Her tits are mine now. My right hand free, I free one breast from her top and begin to suck on it. In plain view of all the girls. This act brought gasps of surprise.

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I had to stop there to give them a bit of a tease for the night. Sherri was married but wasn’t 100% sure about doing anything more than making out so I had to walk a different path with her. Then again, the whole room is filled with married women. Eh. Live your dreams I suppose.

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What surprised me about all this was how comfortable Summer was with me making out and fondling her friends. She truly was serving me up on a platter for these women. The night continues with more fun including a makeshift strip dance for Roxy and Sherri. Yeah, I went the full monte!

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You would think this was the first time these women had seen penis. They blushed and laughed heartily as I made my move on the two excited victims. Straddling Roxy, cock fully erect, I slowly grind on her while I used my right hand to caress her face and throw her head back in one solid motion. My left hand grabs her free hands and place them on my cock, ready for them to jerk like crazy. Roxy is in pure ecstasy. Hands on my cock, my left hand on her now exposed breast, right hand firmly grasping her hair and my tongue down her throat. SHE was loving this. I went to move to Sherri but she laughed and ran out of the seat. I guess the dance was too intense?

The two victims are now up and laughing with May. Summer comes over to me and gives me a kiss.

Summer: Hey, Roxy has a man coming over later that she’s going to fuck.
Me: Ohhh this is a group activity now?
Summer: Oh no, Sherri and I are going to get some food. But you should fuck Roxy.
Me: What? Wait! No no no nooooo, I only want to fuck you, I don’t want to cause any issues with your friends!
Summer: No seriously, it’s fine, we all discussed this. There are condoms in that desk. Fuck her for me.

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Note: This really happened. I have to emphasize that something like this, I couldn’t make up.

 

And like that, Summer, Sherri, and May all took off to get some food. I’m standing near the door, in complete surprise. I could feel Roxy staring at my soul. I slowly turn around, I find her with a giant smile and looking at my body with pure lust. Was that all I was? Just a piece of meat? I’m a human being damn it! I have more standards than this!

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You know me. I was down for this.

I didn’t think twice. I rushed up, took off her top and ripped off her bra right off her. Throwing my cloths off as fast as I could, I grabbed a condom from the desk and, guiding her by her waist, lead her to the giant vanity room for her to watch me fuck her from behind.

She wants dick, she’s getting it.

Me: Put your hands on the counter and stick your ass out.

No words, just compliance.

I stare at her in the mirror, eyes locked, my right hand on her exposed back, workings its way down to her ass. I slide my hand into her pants, into her panties, and with one nice motion, drop them to her ankles. Roxy needs no persuasion now, she removes them with her feet. Bent over, ass exposed and a face that BEGGED for me to give it to her, I threw my right hand back and with a swift motion, spanked her. I spanked each cheek, making sure to rub out the spank and make her FEEL my presence. Each slap brought a deeper moan followed by, “oh please just fuck me.”

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Slipping on the condom, I stand behind her in the perfect position and slowly (as I usually do) insert myself into her dripping wet pussy. Arching her head back, I can tell she’s really feeling my enormous cock stretch her tight pussy. Her hips are now grasped in my firm hands and I start off slowly for the first 30 seconds to gain my composure. This is, after all, a hot experience for me. But I gain myself, grab the back of her hair, jerk her head back, and with a spank across her ass, I’m off. I’m aggressively fucking her now. This woman will REMEMBER my dick and this experience.

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I’m fucking her so hard that with my body against her ass it’s making a slap sound that made me worry might wake the neighbors. It is around 2:30 am at this time. So I had to change position. Roxy, clearly breathing hard, went with my motions. I told her to sit on the counter while I hold both of her legs up. Perfect position for her pussy to get slammed. I know she’s horny because I see how dripping wet she is. Staring at my cock fucking her, Roxy doesn’t break sight. She’s loving this. I begin to slam even harder against her body, I’m into this and I want to enjoy dominating her body. Every inch of me is gliding in and out of her. I’m not kidding, she was wet. When I pulled out, there it came, she squirted over me. Not like a firehose like the porn films, but definitely enough to get my stomach down wet. Her legs are shaking so I want more of this same position.

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As a guy, we love to make someone squirt. LOVE it. It’s almost as great, if not greater than making a woman orgasm. Which, if you fake it, never let the guy know.

I repeat what I was doing before just so I can get her to squirt again. Fast pumping, me grunting, Roxy’s eyes closed in pure enjoyment and hard breathing from her and myself. I pull out and just like before, Roxy’s pussy is squirting out plenty of fluid. She’s still not composed when I pull her off the counter and lead her to the bed. I tell her to get on all fours and be ready for my cock. She complies with no argument.

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I jump on the bed and don’t take any time sliding myself into her. I use my right hand to grab her left hip, then use my hand to slam against her. She’s cum three different times, and now that I’m feeling the build up, I want to finish the deed. Picking up my pace, I start to feel it coming on faster. Roxy is loving this aggression, I’m pounding her abused pussy as hard and fast as I can.

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Roxy: Come on baby, cum in my wet pussy. Make me scream!
Me: ohhhhhh!

Just like that, my whole body erupts. I stop to let her feel my cock pulsating inside of her. Just like that, I was done.

We exchange giggles and start to get dressed. And with good timing too! Just then May kicks the door open with this random guy who is holding her up. She’s belligerent drunk but still laughing. Followed in the door was Summer and Sherri. Both of which laughing and giving us the thumbs up.

Yeah. Thumbs up.

Now that everything was winding down, the time was around 315 and I decided I should take off. I say my good byes and ask Summer to walk me out.

Summer: Did you have fun?
Me: Yeah but you didn’t have to do that.
Summer: Kiss me like you fucked her.
Me: Yeah I can do that.
Summer: Did you go down on her?
Me: No?
Summer: Good, come here.

With that, she grabs my button up shirt and pulls me in for a kiss. She then smiles and wishes me a good drive home. Oh yeah, it’ll be good.

When I get home, I get a text from Roxy.

Roxy: Thanks J

Now that I have her number, perhaps there will be other encounters?

So let’s recap: woman I’m fucking plans a night where I get to make out and fondle her girlfriends, then fuck one of them. She literally passed me off as a piece of meat.

Sounds like a successful evening indeed!

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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.

The Cuckold (Hint: not me)

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MY FIRST DEVILS THREEWAY?

If you remember my second post, I talked about a very fun devils threeway. True, I had a complete blast BUT, that wasn’t the first, nor the last. My first one happened a couple years back with a couple that, not only did I know them, I was involved with their wedding.

Story time.

So Sarah has been a friend of mine since college. We had gotten to know each other during a few group working sessions and hit it off right away. I’m not going to lie, I had the biggest crush on her. Here is the crazy part, she isn’t Asian! She’s white! White with a niiiiiiiice ass. We did a dance class together later on in college and I always strategically placed myself behind her when she wore yoga pants. God damn. I could stare at that thing for days. Now, I never made a move on her since she had a boyfriend of at least 4 years. That sucked but she was just a good person to be around so I didn’t mind just being her friend. (Friendzone, I know). Her boyfriend was a weird but cool guy so I enjoyed my time with them. Their wedding, a few years later, was completely amazing and I couldn’t be happier for the two.

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Fast forward a couple years past that.

I found myself bored one day and decided to cruise craigslist. I had begun to have a curiosity in threesomes, primarily male-male-female (MMF). I would think to myself, well, why not try it? Don’t knock it until you’ve tried it? On craigslist there are a lot of older couples and some super hot ones, but of course, a lot of them are fake. On that day I decided to check it out, I found a gem. I saw a title that caught my attention: “Fake! Fake! Guy is collecting pictures!” Bored, and without any reason not to, I clicked the ad. Sure enough, there was Sarah and her husband. Apparently, the husband had posted on there looking for pictures. I was in shock! But, I was also a little excited. Could this actually be a chance for me and Sarah to fuck? I had to find out.

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Me: Hey! How have you been?

Sarah: Great! I’m on my way back from Vegas.

Me: That’s cool, ummm, kinda have something I want to tell you.

Sarah: ?????

Me: Some one is posting pictures of you and James saying that he’s collecting pictures of guys.

Sarah: OMG WHAT?! WHY WOULD SOMEONE SAY THAT?!

Fast forward a bit

Sarah: Sooo, I have a confession to make.

Me: ….yeah?

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Sarah: We actually did post on there. We were looking for another guy to fuck.

Me: Whoa, how did this come about?

Sarah: Have a drink with me and I’ll tell you about it.

We meet up the next week for happy hour and she explains the whole thing to me. A few months back, her husband had come out to her as bisexual. This completely destroyed her world and left her in a bit of a depression. A few weeks after that, James had expressed that he wanted to watch Sarah get fucked right in front of him. Total Cuckold situation. She explains to me that it took her a week before she “manned up” and wanted to fuck a new guy. BTW, they had been each others first and hadn’t been with anyone else since. Completely new situation for them. Sarah tells me more about it. She explains that it was weird at first because her husband sat in a chair on the side and just jerked off while watching her get fucked from behind. She was a little surprised since the guy fucking her started talking down to James…AND HE LOVED IT!

Cuckold.

We ended the happy hour with a surprise make out session. She tells me that she was texting for permission to fuck me and he said yes. I’m surprised because I had expected a kiss at least but not fucking. Did I say no though? Lol, noooo. We made our way back to my place where I got the pleasure of undressing her. My Lord, her body was just perfect. Amazing tits after I took off her bra. Slowly taking off her pants, I was fixated on her ass when she turned around. She had the perfect apple shaped ass that most guys crave.

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The sex was great but I want to get into the kinky stuff. Fast forward a few months after a couple pay dates with Sarah. James tells me that he feels left out from the sex and wants us all to play together. In other words, I can’t fuck Sarah unless James is around. This makes me nervous because I had always wanted to try a MMF but seemed to be getting stage fright at the possibility of it. Total guy thing, always willing to try something but gets scared leading up to it. Because James is Bi, I had a legitimate fear: what if he wanted to play with me instead? I’m not that way so I didn’t want to get into “kill mode” if I was going to be harassed. Explaining my hesitation to Sarah, she just laughs and says to come over that night anyway.

Oh fuck here we go.

I find my way to their place in a decently looking apartment complex. The street looks run down and the inside hallway is a bit out of a 70’s horror movie but Sarah answer the door with a big smile. She leans into me and gives me a kiss. “Relax. Come on in.” Obviously, I’m really nervous. The hallway leads to a T intersection where to the left is their bedroom, to the right is the living room. We turn right to reveal James sitting on a sofa chair, beer in hand, smile on face…

James: Hey! Come have a seat.

Me: (nervous laugh) heeh heh, oh boy. How are you James?

James: (laughing) I’m great! Thanks for coming over.

Me: Thanks for having me?

We begin to chat about TV shows like Workaholics. Sarah brings us some beers and we continue to chat. I’m sitting on the couch while she sits on James’s lap. A few episodes of Workaholics later…

Me: Sorry guys, I gotta use the restroom.

I get up and do my thing. After finishing my epic piss from three beers, in front of me stands Sarah, butt naked. She looks at me with a smile and walks back to her room. I immediately look at James, as if I need approval still. He looks at me with a creepy approving smile, and gives me a wink. Fuck, it’s on now.

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Keeping the door open, Sarah pins me against the edge of the bed and tells me to take off my cloths. Nervously, I do so. We get to making out. I’m very passionately grabbing her ass and pressing my cock against her stomach. Pushing me back on to the bed, Sarah grabs my cock like a stick shift in a car and sucks like there is no tomorrow.

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She was really into it, I felt my cock was being jerked with each sucking motion. I was holding back as much as possible. Drunk, and getting my cock sucked, I was starting to get into it. Feeling more of that explosion building up, I grab the back of her head and pull her off me. Kissing her passionately, I turn her back to where I was just laying and throw her back. Spreading her legs to expose a nicely shaved pussy. I start going to town on her.

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Using the tricks Yumi taught me, I was making Sarah squirm. Unbeknownst to me, in the dark room with the only light coming in was through the door way, her husband was standing there just rubbing is cock. I was wondering if he was rubbing himself to the naked image of me or that of his wife being pleasured…maybe both?

I HAD NO TIME TO THINK! BACK TO ACTION!

With each squirm, Sarah moved her hips up and down more violently. Keeping the method of sucking on her clit continuous became a challenge. And God damn was it hurting my jaw. I tried keeping her motionless with one hand on her pelvic bone, the other pinching her nipples. This effort proved worthless as she moved more violently and shoved my head off her in a massive squirm and screech. I’m now standing, gathering my composure when Sarah motions with her hips for me to fuck her. Not, wasting a second, I reach into my pants and grab a condom, while putting it on I turn back and look at her husband. I do this for a last chance for him to say no, but, alas, he just smiles at me in a devious way and gives me a nod. Weird? What would you do?

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I take that cue and slowly insert myself into his wife. I could just slam my cock into her but I want her to feel every inch, so, slowly, I move in. I know I’m bigger than her husband because she said she’s never been with a guy as big as me. Normally a huge compliment (pun intended) but she’s only been with three guys including me. Not much to compare, but hey, what guy will turn down a compliment of their penis size?

With her ass at the edge of the bed, I’m able to pull her legs to line up with my chest. She’s basically a 90 degree angle on the bed, just so you know. Hold onto the top of her thighs, I start fucking her hard. The contact between her ass and my hips make a rather loud slapping sound. With each slap, Sarah let’s out another moan. Enjoying myself, I keep fucking away. A few minutes into this, I look back and see Sarah’s husband without pants and still playing with himself. Only now he’s fully erect. He’s not jerking it hard, just more like slow stroke up and down. Given that I was the guest in their house, I wanted to give him a good show. I pulled out and, grabbing a thigh, throw Sarah around on her stomach. She looks back at me puzzled, I respond, “get on all fours and face your husband.” She complies without argument. I figured I should give him a show since he’s a great host.

I mount behind her froggy style and slip my cock into her wet pussy. God though, her ass looked amazing. Just how I love, her has cheeks spread apart naturally showing off her ass hole and pussy. Bracing myself on her hips, I start moving to get a good rhythm. I didn’t want to look direct at him, it’s still weird to have a guy jerking off and looking at you. Focusing on her and building momentum, I grab the back of her head by her hair, jerk it back and fuck her hard. Sarah let out a long yell, arched her back and slammed a hand into the bed. Ohhh yeah, she was into this.

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I feel the burning in my thigh grow to a level that I couldn’t manage, so I moved back to doggy style. Now I get more aggressive and fuck her violently. The momentum is picking up and the explosion is building faster than I expected. No chance for me to avoid this one. Time to let loose! I could feel my body seizing up, from the top of my head, this electric surge shoots through my body in pulsating motions. Sarah, noticing my sudden collapse on her back, smiles and tells me I did an amazing job, gets up and walks into the living room. Her husband, had disappeared.

I lay down and take a few moments to process everything that has happened. Did I really just fuck my friend while her husband beat off to it? Or to me??

I compose myself and walk into the living room with Sarah and her husband talking and laugh.

James: (Looking at his wife) did you have fun dear?

Sarah: Ohh yeah, I enjoyed his cock in me.

Me: (nervous laugh) I had fun as well!

James explains to me that watching his wife get fucked is one of the hottest things in the world. I don’t know if I could do that in my future, but hey, live your dream. We chat for a bit and I learn that he wants this to happen more often. Partched, I grab a glass of water and take my leave. Sarah and James tell me they’re going to go for round 2. Usually, the guy that fucks her is bi and takes his turn fucking James in front of his wife. Once again, not sure how they can do that but whatever.

Another story for the books? Fuck yeah.

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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.