[MF] Fucking my friend and breaking months of sexual tension.

This just happened last night and I figured I’d make it my first story on here while it’s fresh on my mind. Please excuse typos and formatting I’m typing this on my phone.

Dan and I have been colleagues and then close friends for several months. We’re both college students and became interns at the same firm. I’ve always found him to be extremely attractive: he’s 6ft and quite fit, with dirty blonde hair, a sexy 5 day old well groomed beard, and the most gorgeous light eyes and lashes. People compliment his eyes on a daily basis. I suspected he thought I was attractive, mostly because mutual friends would mention it was clear, and I caught him glancing at my ass. I’m 5ft6 and thin with small perky boobs and what I’ve been told is a very nice butt.

We hung out platonically, mostly in group settings, but whenever we would hangout alone there was definitely some tension. Sometimes we’d be sitting a bit too closely for friends, barely allowing our legs to touch, but nothing would ever happen. He had a girlfriend when we’d first met and I didn’t want to get in the way of that. So we just became good friends, talking about everything and anything. Over a month ago his girlfriend and him broke up, but at this point we were such good friends I was trying to put my attraction to him out of my mind.

[FM] My best Blowjob yet…

We were curled up on the couch, just relaxing watching TV. Nothing exciting to mention. I was bored though. I was just running my hand up his leg, touching my fingertips against him. Massaging gently. He was sitting next to me. I touched my fingertips into his jeans, the seam in the denim rough. I intentionally caught my fingernails in the seam, just to make the pants move a little. Just a tease.

I teased him for about half an hour, running my fingers over his cock, his pants tight. His pants were tight to start with, and I knew they were getting uncomfortable. He unzipped his pants, allowing his hard cock to push through, the fabric of his boxers tight. I stroked him through the fabric. His boxers were cotton, the one’s I loved to steal off of him because they were so comfy.

I allowed my index finger to slip through the hole in the front of his boxers, lightly brushing his shaft, then the head of his hard cock. I kept stroking him through the fabric of his boxer shorts. I looked up, my head was rested against his chest. He had his eyes closed. The television was playing for its own sake.

[MF] Roommate couldn’t pay her rent (part 2)

I watched as she crossed the room. Her tight ass bouncing a little with each stride. Then she disappeared around the corner. My cock gave another throb as I caught a glimpse of her tits when she turned. I sat in my chair basking in the afterglow of my orgasm. My brain was slowly returning and putting a hand on the wheel. As logic returned I started to wonder what I had just done. Had I really just agreed to let her live here for nothing more than free use? Sure, it would be great for awhile. Who wouldn’t want a live-in fuck toy. But, what happens when the novelty wears off? What happens in a few months when I’ve had her every way I’ve wanted and I’m bored of her? What if I meet someone? Am I really going to continue to let her stay if I can’t or don’t want to fuck her anymore? Maybe I could still back out. I should go in there and tell her that this isn’t going to work out. I’ll let her slide on the rent for this month because of the blowjob I already got, but she’ll have to pay with cash next time. That’s when my cock gave my logic a big slap in the face. The image of her naked between my legs with my cock in her mouth flooded my mind. I realized that I could still feel her saliva around the length of my cock. Usually, it takes a little while for me to recover after I cum. But, not this time. It had never really softened. It went down a bit, but the thought of her, sitting naked in her room, waiting for me to come in and take her brought me right back to life. My cock was telling me that a blowjob wasn’t worth the $500 she owed me but maybe a blowjob and a good fuck would be. Maybe after you’ve pounded her and unloaded on those perky tits you can tell her she’ll have to pay next month. My cock was firmly back behind the wheel as I got up. I pulled my shirt off and headed to her room.

Kylie’s first double vaginal penetration with me and my roommate. [MFM]

Near the end of my 2011 spring semester of college, I engaged in what I believe is one of the most pleasurable sex act I have ever had. Bear with me, as this story is long, but so sexy it will be worth it. It took place in June after me, my best friend Jay and our friend-with-benefits Kylie were all done with finals the last week of school. From my previous stories, you would remember that Kylie was this amazingly cute and sexy girl of which Jay and I had a threesome with, after a college party early that year. In fact, I lost my virginity that amazing and passionate night. Anyway, both Jay and I shared our dorm room, and became friends. Once we met Kylie, we pretty much became blood brothers. That entire semester was filled with a ridiculous amount of sex with her, and we were thrilled. Though we never pursued romantic relationships with her to keep things casual; we were quite the trio, and still keep in touch (non-sexually) today. Jay and I are definitely straight, but were super okay with our situation, and actually found it super arousing to both sexually please a girl together. We definitely have a different type of connection, given that we have seen each other at some of the most intimate and vulnerable times.

[MF] Roommate couldn’t pay her rent. (Part 1) (first post, wouldn’t mind critique)

I had been looking for a roommate for a few months. I could easily afford the large 2 bedroom place myself but I thought it’d be nice to have someone around and the extra money would be great for my next vacation. I’d posted an ad asking for a female roommate. I figured I wouldn’t get a lot of bites but I’ve always gotten along better with women. All of my closest friends were women. I got a few calls and even met with a few women but no one I felt like I could get along with very well. I was beginning to think it wasn’t going to happen. That is, until she showed up.
She responded to the ad and we met up at a coffee shop. She seemed well adjusted. Like she had her shit together. So, I invited her over to see the apartment. We chatted a bit more and I felt good about her, so I offered her the room. She moved in the following week with 2 month’s rent in hand. I was confident I had found a good match. She had been good about picking up after herself and we often watched movies together. Not to mention she was extremely good looking. She seemed to make herself right at home pretty quickly. I’d usually see her sitting around in these tight little shorts and a tank top, very obviously, without a bra.
I started to get concerned in the third month. It seemed like she was off early or off work completely far too often. I wasn’t shocked when she asked for an extension on her share of the rent. She swore it would be the only time. Things had just been slow and she needed a little more time. I was okay with that but didn’t want it to become a habit. The following week she paid her share and things were back to normal. A couple days later I had taken the day off work. Since I had the apartment I lived in the larger bedroom with an attached bathroom. She had to use the bathroom that was down the hall from her room and had to cross in front of my room to get there. She must not have known that I had stayed home that day because after she got out of the shower she returned to her room without covering up. For the brief moment that she passed in front of my open door I got to see her completely naked. The image burned itself into my mind. It was all I could think about. I found myself masturbating to it constantly.
A few weeks later I had to ask her for her share of the rent again. This time there was no explanation, no asking for an extension. She just said she didn’t have it. I asked her when she thought she would have it and she said she didn’t know. A few days later I asked her if she had figured out when she might have the rent and she said she’d give it to me when she had it. That night she went out to the club with some friends and I was livid. How’s she have the money to party with her friends and couldn’t even give me a straight answer when I asked her for the rent. The next day I decided to be firm with her. I told her that she wasn’t ever on the lease and I could kick her out any time I wanted. I told her she had until the end of the week to pay her share or she was out on her ass. I went back to my room and fumed for a couple hours.
She came into my room a little while later. Same short shorts, same tank top. She asked if I was still upset with her and I said that I was. She said that she couldn’t afford the rent but I couldn’t just throw her out. She said she didn’t have anywhere to go. Then she said that maybe she could pay me for the room another way. She took a few steps toward me and pulled her top off over her head. As she continued to cross the room she slid her thumbs into the waistband of those shorts and pushed them down revealing the thin landing strip of pubic hair over her perfect looking pussy. This was the first time I’d had a really good full-frontal view of her naked. Before I could even think of whether or not to accept her offer she was standing directly in front of me. A full-time fuck buddy seemed like a fair trade. She dropped to her knees and pulled at the waistband of my shorts. As she slid them down my cock sprang free, already hard. She gasped slightly at the sight. I’m not an overly huge guy but she seemed to be impressed with the 8” I had. She slowly started stroking the length, running her fingers gently up and down the full length of my cock. It was driving me wild. If she had kept it up for much longer I would have busted all over her face. I think she knew that and pulled back to let me calm down a bit before she wrapped her lips around the head. She lightly teased the head of my throbbing cock while running her fingers up and down the shaft. It was amazing how well she could read my body and reactions. Every time I felt like I was about to fall over the edge and cum in her mouth she’d ease up and tease until I settled back down enough for her to work me back up to the edge again. It had been months since anyone else had even touched my cock and every caress of her tongue and every stroke of her finger was intoxicating. I wanted to last. I wanted to hold back just so I could continue to feel her mouth wrapped around me. She was on the floor in front of me completely naked and as much as I wanted to pull her up and bend her over my bed I didn’t want to give up this incredible blowjob. Every time I thought she was going to push me too far and make me bust in her mouth, she’d back off and ease me back down again. There were quite a few times where one more stroke would have sent me past the point of no return but she’d stop just in time. I wanted to fuck her so badly. I wanted to take out how angry I was with her on her tight little pussy but every time she’d get me so close to cumming I wanted to force her head down on my cock so I could just make her swallow every drop of cum I fed to her. I figured, if this was how she intended to pay her rent, then I could fuck her any way I wanted to any time I wanted to. Why not just let her finish this blowjob and save her pussy for later that day? But, I had to get in there. I had to feel her pussy wrapped around my cock.
She drove me to edge a few more times and on the last one it seemed like she was finally going to make me finish. I was giving all the signs that if she kept going I’d cum. The moaning, the hips grinding into her mouth I finally said that if she didn’t stop I’d cum. And she let out a muffled “mmhmm” as she started going faster. With one hand working my cock in her mouth she reached up with her free hand to gently play with my nipples. I was so close that I was sure she was already getting a mouthful of my Pre-cum. Every part of me wanted to let go and fill her mouth. I tried to hold back, tried to find a way to stop her so I could fuck her but I let her go too long. There was no stopping it. I felt the first ropes of cum shoot the back of her throat. I gave up and let go. Rope after rope up of cum shot out filling her mouth. She swallowed every drop. I was in ecstacy. Waves of orgasm passing over me. She didn’t let my cock out of her mouth until every last wave had passed and every last drop was down her throat.
She stood up and asked if we had a deal. I replied that we did. Any time I want it, I get it. No questions asked. No act turned down. I owned her body. As she turned to return to her room she bent down to grab her clothes. I told her not to bother getting dressed. I’d be in in a few minutes to finish what we had started.

*NSFW* A Tinder date, with an unexpected twist [FMM]

She was a dirty girl with an insatiable sexual appetite. Men, women, didn’t matter. All were welcome to the bed (or kitchen table, sofa, floor…..), as long as they were ready to get pleasured.

One night, lonely in the hotel room where she had been staying the past few nights, she opened up the dreaded app – Tinder! Flipping through the numerous faces, she found herself a match! After a quick chat, it turned out he was staying at the hotel a few streets down, also away from home on business.

Chatting continued late into the night, and they agreed to meet the next day. A few hours before the meeting time, he sent her a message indicating he’d be bringing a friend. She wasn’t sure what that meant: did he have second thoughts about hooking up? Was he afraid of her and needing backup? She debated not showing up to the rendez-vous.

As 8pm rolled around, she threw caution to the wind, and they met in-person for the first time at her hotel’s bar lounge. The two men were wearing dress shirts and jeans that were just tight enough to show off what’s important. They were both well-groomed and looking damn good!! She arrived in skinny jeans and a semi-sheer blouse, showing just enough braline to draw the eye to her wonderful D-cups!

[MF] My first real blowjob.

By the time I was in my early 20’s I had been with a few girls and received a fair amount of blowjobs but for the life of me I couldn’t figure out why I didn’t seem to enjoy them as much as everyone else did. They were painful, I could always feel teeth and most of the time they just focused on the head which would get extremely sensitive after a few minutes. I had never reached orgasm from one. I thought there was something wrong with me, well that is until I met Tamara.

We met through a mutual friend who worked with Tamara. She was in her early thirties and little overweight which she carried very well, a very pretty face and just had this sense of confidence about her that I found attractive. One night we were all drinking and the conversation turned sexual and I mentioned that I didn’t enjoy getting blowjobs and she began questioning me about my previous encounters. The night ended and we all went our separate ways but not before exchanging phone numbers.

[MF] “I’ll give you head on tap.” – a story about sexual encounter with an ex

This is a story about an encounter I had with an ex, who I shall call for this story “Vikki”.

Vikki was white, long brown hair, brown eyes, and a little on the bigger side, not that I minded though. She also genuinely loved sucking cock. Even after we had split up, every couple of months we would chat online and ending up meeting for secret blowjob sessions.

One particular time was different though. “Let’s go to a hotel. I’ll give you head on tap.

“On tap?” I replied, “what does that mean?”

“It means anytime you ask for it, I’ll give you head, as many times as you want.” My dick felt a jolt from reading the direct reply. I was staying with parents at the time, which was always an unpleasant experience for me. To get out of the house AND get my cock sucked? Sign me up.

I agreed to her idea, ending my text message with a “p.s. don’t wear any panties”. I thought it was a cute, sexy tag line to end with.

[FM] “I want to see it.”

It was a hazy night. There was a lot of smoke and a lot of booze. She was drinking me under the table, and I was smoking her under the rug.

This woman just oozed sexuality and confidence. We had a movie playing, but soon I was watching her massive, DD breasts bounce around. Jennifer was a little chubby for my taste and I was more of an ass man; however, her personality, that sexual energy, and those gorgeous tits bouncing around every time she laughed had me mesmerized. Every time she spoke, my eyes were glued to her plump lips. Not to mention the piercings I could see poking through her top, marking her nipples through her clothing. I could feel my dick growing in my pants and the lust growing in my brain. I already knew how I wanted this night to end.

At some point the conversation turned sexual. We started talking about past experience and I, not so subtly, mentioned how I had gotten compliments about my dick in the past. These compliments had more to do with girth than length, and I had learned before that it is always better to act confident about your package. I could see that her eyes kind of light up and something changed in her visage.
Jennifer was giving me this sultry look, a look that made me hope I’d be balls deep in Jennifer’s soaking pussy within the hour.

Fucking the Irish girl at work – long [MF]

Its been awhile since I posted my last story. So insanely busy, but I wanted to keep documenting and sharing some of my experiences. Some are probably wilder/better than others, but I can get to them.

This one was a lot of fun though. It happened a couple of years ago. I was 26, she was 23. I had taken a job over the summer period at a bank during the semester break. It was a really dull job, pure data entry. Take loan applications in paper form, transfer all the data onto the system, and repeat. It was the sort of job that after awhile you could just stick headphones in and listen to music and do it on auto pilot. Not challenging, but perfect for something over the break. Because of the nature of the job it seemed to attract a lot of travelers, people on short term contract. The office, or at least the department, was filled with a pretty big mix of all sorts .. which was nice hearing all these different accents.