Megan and the Six Month Fling

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Megan

Megan is a woman that gets me hard thinking about her. Not many women have done that in my life where I think back to our experience together and go, “God, that was hot.” Her and I were…I guess you can say FWB (Friends With Benefits) for about six months. Normal time for a FWB situation, and though towards the end, we met only once every three weeks, the passion never fizzled out.

I met Megan when I was working as a barista for a popular coffee shop in the area. She had come in with her mom and we all got to talking. Megan, is 42, born and raised in Beijing, and divorced as of two years before we met. Her and her mother came to the US to escape their controlling (ex) husbands. Her mom spoke little English so we were forced to speak broken Mandarin when her daughter (megan) wasn’t present. Long story short, I ended up getting Megan’s number and we decided to meet for drinks the following day at a bar not too far away from the café.

Our meeting at the bar was filled with the usual banter of small talk. You want to know about me and I you, but what struck me as odd wasn’t the bar itself, it was after when we were chatting in my car. As we were talking about the next time we’d meet, I leaned over for a kiss. A kiss turned into a makeout but I stopped suddenly when she looked at me in a trance and started shaking her head violently. I backed off and looked at her.

Me: Uhh…did you want me to stop?
Megan: No no (breaths heavily), I do that when I’m turned on.
Me: Soooo, more kissing?

I’m all for fun and unusual situations but I was NOT comfortable with someone who kept shaking their head when we made out the first night. I decided to end the meet and promised we’d chat in a couple days to plan our next meet, which, she was very much for.

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Me: Hey! Where do you want to meet today?
Megan: Oh I don’t care, I’m up for whatever.
Me: Ok, do you want to get coffee or a drink?
Megan: Just tell me what to do. I will do it.

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Me: Meet at my place at 6 and we’ll go for a walk.

Megan shows up in nothing sexy, just yoga pants, tank top and running shoes. I suppose she was ready for a work out 😉

We walk and chat around the area for about 20 minutes before I tell her we should continue this in my place. As we walk in, my heart starts racing. I know she was into the kissing but there was always the chance that she would be against anything more. Everyone hates rejection so you understand right?

Well. After we got into my place, I escorted her to my room. Two seconds into me shutting the door, she turns around and lays her arms around me ready for a kiss. My hands fall perfectly on her small hips and slowly I direct her to lean against my bed. Slipping my hands into the back of her yoga pants I can tell she’s wearing a Lacie thong. Grabbing each cheek, I get a firm grasp of her tight ass.

Good lord. She is hot in all regards.

Looking at me, with lust in her eyes, she starts to slip off her pants. Angled behind her is a mirror for my closest and I’m able to see what her ass REALLY looks like.

I’m hard.

I don’t wait. I start to take her shirt and bra off. She doesn’t have big boobs, but they’re nice and dainty. Her body is tight, not an ounce of fat on her. Thighs, stomach, ass…perfect.

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I turn her around and have her lean against my bed. I start to kiss her neck, my hands firmly grasp her hips and bring her naked ass against my erect cock. Pushing in my waist to her ass, my hands move up her sides to her perky tits. Grabbing her tits firmly, she lets out a sigh of pleasure, grabs my hands and pushes her ass against my cock.

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I continue this for another minute before I turn her around and throw her on her back. Now, with her legs dangling, I’m able to see her beautiful pussy. What really turned me on was that there were no hairs, no stuble, nothing. She had literally either shaved right before coming over or got waxed the night before. She was smooth, and with the light coming through my window, her dripping wet pussy glistened.

What was I to do? Just start fucking her? No. Not at all. This was something I needed to enjoy.

Getting on my knees and grabbing behind her thighs, I press her legs back as I drag my tongue from each leg down. I wanted to drag it out in anticipation of what was to come next. I wanted her to beg for my tongue. (Hint, didn’t happen….this time)

Dragging my tongue down slowly, I make it to her mound. Oh sweetness, it’s so bald. My cock is erect and wanting to fuck her, but I want to wait so I can enjoy the taste. Moving down her slit, her body reacts by squirming. Her hands grasping her tits and my tongue makes its way back up to her clit. Sealing my mouth around her clit, I begin to suck on it, massaging it up and down with my tongue. Her body is now moving rapidly.

Up and down, left to right. She is going crazy. On occasion she would brace herself up and stare at me with her lustful eyes. Rarely do I ever see those eyes on women where they just want to ravage. She had it.

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This goes on for 10 minutes. Enough time for her pussy to be gushing and her body ready for my cock. I stand up and take off my pants.

Her: Please, wear condom.
Me: *jokingly* Well what if I want you now?
Her: *intense stare*

(I was going for a condom anyway. I never play unsafe with someone I don’t know. You shouldn’t either, don’t be dumb.)

Slipping the condom on, I grab her legs and open her up for me to enter. Slowly moving in, making her feel every inch, she looks away with her mouth open in pure ecstasy. It’s on now. Slowly thrusting I can feel how unbelievably tight she is.  Each thrust makes her move more and more, she’s loving this.

Considering her eyes as she gazes into mine it’s unremarkably apparent how we’re looking at each other: with pure lust. She’s watching me as I fuck her wet pussy, as I watch her react to every thrust. Tits moving back and forth, eyes rolling, breathing intensifying. Her reaction is getting me off. Completely.

I notice that she looks behind me to watch as I fuck her from the mirror. Taking her queue, I pick her up and have her stare at herself in the mirror as we fuck. Standing up she doesn’t even look at me in front of her, she’s getting off watching herself bounce off my cock. She gets to the point of almost jumping because her bounce is so hard.

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I calm her down with a passionate kiss, then put my arms behind her legs, forcing her legs to be vertical with my body. Hands on her ass, thighs vertical with my body, I slowly begin to slam her pussy against my cock. She lets out a squeal as she watches me fuck her in the mirror. As a complete first time, I’m watching a girl get off watching herself in the mirror. Crazy right?

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I love watching her go crazy, but I’m losing some strength by holding her up, it’s time to go back to bed.

Still holding her, I walk back and lay down on the bed. Still connected, she doesn’t lose any momentum and begins to grind. I can see her ass grinding on my cock. Leaning back, she grabs her tits and begins to grind in such a sexual way, I can tell she’s getting really into it.

While she’s fucking me, she looks back at the mirror and begins to grind harder. At this point, she’s truly not fucking me as a person, she’s getting off on watching herself fuck a random guy. This is beyond hot right now.

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This goes on for a good ten minutes. Where she gets the energy to do all this, I don’t know. But do I care? No. By now I’m starting to feel that build up. I know what’s cuming, so I decide to take a bit of charge.

Pulling out, I toss her on her stomach and get a beautiful view of her ass and pussy exposed. Mounting her from behind, I slowly slide my cock inside her.

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Thrusting away, I hold her hands behind her back. I want her to know that I’m in control of her body. One arm bracing my body, the other holding her hands behind her, I fucking away. That build up gets worse to where I can’t contain myself.

Me: Megan, I’m going to cum!
Megan: Oh FUCK YES!!

Pushing my waist against her, I stop, full thrust in, and hold. She feels my cock pulsate as I’m cuming inside her. I hear her moan and smile. She loves this.

Afterwards we lay naked in bed, completely out of breath and sweating. We talk more about ourselves and what we’re looking for. She tells me that she just got out of a marriage in Beijing and wants to just do her. I told her we should meet like this more often.

Megan: hehe, yeah I’d like more of this.

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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.

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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…

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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).

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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.

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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.