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30M, 28F - Some lesbians just need cock (pretty long story, scroll to the bottom for the short version). | 2016
Disclaimer: Ok, so I saw the post(s) about people being sick of fake stories, so if you don't plan on taking my word to be true than no need to waste your time reading my story here, because I can assure you this story will sound pretty fake and made up. It's a fantasy come true, my few friends that I've told reacted like, "I only believe you because I know you!". Ok, still with me? Of course some details and names are changed because we do work together and this would not be an ideal rumor to get out. And I made a throwaway account so it's not like I'm making up a story to be a karma whore.
Slight back story, I'm a very open minded guy experienced with all sorts of fun/kink play. I'm reasonably attractive (lucky for me some girls think I'm drop dead sexy). She is a happily married lesbian that everyone in our company knows she is a hardcore lesbian and would never want to mess with a guy. Ok, now for the story:
So I work at a small-ish startup in SF, with a staff of about 100 people. A few months back I meet this beautiful girl. She stopped by my office to ask for something, I had heard of her before and seen photos in random friends FB feeds but never saw her in person. I was immediately attracted, then she introduced me to her wife, which was with her at the office because they were just about to take off on vacation. I of course realize that my attraction will only stay fantasy since she is happily married and has been for years.
Months pass, I see her just a small handful of times because we generally do not work together. I've given a couple presentations that she has been at, but that's all. Now, we have a company retreat in Miami. We end up on the same flight there, and pretty much hang out the entire night, with other random people sprinkling in. But her and I get to know each other really well, in just a few hours we start asking each other personal questions and it seems pretty natural and comfortable. This entire time, I'm thinking "If she wasn't gay, I might break my 'no sleeping with co workers' rule" because we just really hit it off.
This lasts a few days, her and I are pretty inseparable, turns out we agree pretty consistently on all sorts of professional and personal levels. I don't even remotely see this as a dating/sexual opportunity because she's been happily married (and gay) for years. Then, the very last night of the retreat, I ask her if she wants to go grab a drink (something we've been doing every night), and her response is, "I'm kinda sick of getting drinks with you, I would much rather have your cock in my mouth". Somehow in my tipsy state I played it cool and thanked her for the offer, even though in my mind I'm thinking "WTF, DOES THIS FUCKING SEXY LESBIAN WANT MY COCK?!".
She confessed that ever since that day she came into my office with her wife, she wanted me. I confessed the same thing back (which is completely true). She played it cool and said, "ok so I don't NEED your cock, I just really want it, I'd be down to just kiss, oral, whatever you're comfortable with". I initially said no because of the wife, but she started showing me texts about how she's on vacation, "go fuck that guy you've been fantasizing about from your office!" and such. I was pretty damn flattered. She admitted she hadn't been with a guy in over years and years. We started to walk back to the hotel and discuss more, it was like closing a deal, it felt, because we kept going back and forth like, "well you know we can't tell anyone, right?" and "ok what is our alibi", etc.. Until we finally both agreed that we're good to go, that sex wasn't expected, but she really wanted it.
I tested the waters a little bit as we were walking and started touching her, she responded positively and it was on. I'm a pretty dominant guy, although I don't have to be, so I was curious and I spanked her a little bit when nobody was around, turns out she really liked that... Perfect.
Now we're up in my hotel room, we immediately grab each other and start kissing. I'm quite positive I was a terrible kisser at first because I was still in shock that it was happening. She immediately took off her shirt and pants and I followed suit. She put her hand on my throbbing cock through my boxers and said, "thank god you're huge, I was really hoping you're bigger than my wifes strap on"... Apparently the strap on is thin and about 6", luckily I'm a fairly thick 8"+. I threw her down on the bed, jumped on top and began kissing her neck... ears... collar bone, and making my way slowly down to her clit, trying to find what really drives her wild... Lucky for me it seemed like every little place I touched was getting her panties soaked as she moaned lightly... she reaches down to push my head into her clit a little more, and to test out her comfort level with being submissive, I grab her wrists and pin her down, whispering in her ear, "I'll decide what's next, you be patient and if you're a good girl you just might get my cock"... Luckily she melted, "Yes, I'll be a good girl, anything you want!"
I start now at her sexy I'd say B or C cup breasts, her nipples are rock hard, and extremely sensitive in the best of ways, I begin to suck on one as I slide my fingers down to her clit to learn wither she likes her clit played with more or if she prefers penetration. I give both of her tits some good attention then begin to slowly make my way back down to her clit. I start on her inner thighs, slowly moving my way back into her pussy that is clearly completely soaked at this point. I pull her panties to the side and start to give her clit a lot of attention, I feel her pussy pulsing and soaking even more, and she's being so vocal, "fuck yes, fuck yes, right there, fuck!" which I think is sexy as fuck.
Given that she's been with women for years, I am pretty intimidated at my oral skills, but I still attempt at getting her off, which I ALMOST did as I slid my fingers in to find her g spot while I was licking her clit, I started rocking in and out with my fingers curved, harder and harder, but my fucking arm got too tired before I could make her cum...
I sit up, wipe my face off a little, and she jumps on top and starts kissing my lips that are soaked in her wetness, so fucking hot. Then she immediately goes down to my cock. This is when I start to question the whole "haven't been with a man in 10 years" thing, she took my cock like A PRO, basically face fucked her without even having to grab her, she just gripped my ass and forced her face on my cock, deep and hard, over and over, I was wildly impressed! I wasn't sure she was trying to make me cum or not, but I wasn't sure if I had 2 rounds in me so I pulled her off before I came.
This went back and forth in various positions for all & all about 3 hours, licking, sucking, teasing, all sorts of fun. Every moment she got more and more begging for my cock, she wanted me to fuck her so bad, it was the sexiest fucking thing ever. I teased my cock against her clit and had her lick her wetness off of my cock... BUT we didn't have condoms yet.
We head out to grab condoms, and I decided we should stop and grab a drink, she begged to just head back up to the room and fuck. But I wanted to wait a minute, get out of the sexy scene, and make sure that she actually wants to fuck me. In the heat of things, of course she wants to fuck, but I wanted to give her the chance to change her mind. After all, the first guy she's had in 10 years? That's a lot of pressure! I needed another drink! haha
We end up heading up to the room after about an hour of hanging out, talking about work and other stuff, great time. The second we get in the room her clothes are GONE! Not entirely sure how she managed to strip that fast, but it was on. Here's when we started to get a little kinky. I bent her over on the bed and started turning her sexy little ass nice and red, spanking her as I pulled her hair back. Whispering in her ear, "are you going to be a good little slut and take my cock like a good girl?" "Yes, fuck I'm going to be such a good little girl, you can take me however you want, please! Just fuck me!" I pushed her back down on the bed and started to lick her clit again (she had a really sexy, clean and tasty clit, what can I say). I went back up, kissing her and teasing her nipples as I sat up and started stroking my cock over her while I grabbed a condom with another hand... The whole time, taunting me, "fuck me with that big cock, you better fuck me so hard"..
At this point I'm throbbing hard, I slowly slide the head of my cock in, and the look on her face just about made me cum, the "Oh my god that is a real fucking cock sliding in me" eye rolling look, after years of being fucked by a small dildo for years..
I slowly pushed in, inch by inch, and she screamed out, "Fuck me like the little slut I am, fuck me, fuck me!"... At that point I grab her and just begin to fuck the hell out of her, pushing my cock as deep as her tight little pussy can handle, pulling her hair while I fuck the hell out of her.. Taking small breaks and slowly sliding in and out, while I lick her sexy little nipples and tease her perfectly tone body.. Holding her hips and pushing my cock as deep as possible, I feel like she's just barely able to take my entire cock...
This whole second round of play lasts about 2 hours, I'm AMAZED I didn't end up getting whiskey dick, somehow I managed to just keep fucking her and teasing her until she came really, really hard, completely soaking my cock and my bed. I just kept pushing my cock in deeper as I watch her have a full body orgasm, and right at the peak of it I came really, really, really hard..
We caught our breath, went outside and had a cigarette, and she went back to her room. The next day, we're both pretty sober, and she couldn't stop thanking me for the night, and of course I thanked her right back. We agreed that it might happen every once in a while, but neither of us should expect it....
SHORT VERSION: I work with a sexy lesbian that I'd had a crush on for months (but of course didn't even remotely persue since she's gay). She hadn't had cock in years and years, somehow she chose me to fuck. Foreplay and fucking lasted hours and hours. She was perfectly submissive and took my cock like a pro. We both came at the same time, it was completely fucking hot.
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