Tag: Girlfriend

Home Wrecker 2 [FF-M] [Cuckqueen] [Betawoman]

Her lips parted. I felt them brush against mine. Our tongues met. Softly. Timidly.

Well, she was timid. I was enjoying drawing it out. I tried to look her in the eyes, but she refused to look at me.

I slid my hand up her inner thigh, my fingers gently caressing barely an inch from her pussy. I let my tongue rub lightly over her lip.

Oh, I wanted to kiss her, meek, innocent Olivia. But I wanted her to kiss me more. I wanted her to make the choice.

Quiet Olivia, who’d never kissed another woman. Olivia who loved her boyfriend so much, and wanted to spend the rest of her life with him. Olivia, who’d just admitted that if I went into her bedroom right then, her boyfriend would fuck me – even while knowing she sat in the next room.

Yeah, I was a little drunk on wine. But I was mostly drunk on the sense of power. Knowing that her boyfriend would rather have me was such a thrill. I was high on the ego boost. Read more »

I came on my Gf ass at the beach while a stranger watched near us [FM]

A few weeks ago my girlfriend [F25] and I [M21] went to a nudist cove to take a bath on a wonderful sunny day.

We were sunbathing when things got hot, we kissed passionately and she got horny, she grabbed my cock to which I replied fingering her, she was lying on her stomach and she began to moan loudly and lift her big ass while fingering until she got on top of me and started riding me like a whore.

There were few people in the cove, three guys that were camping on the other side of the cove and a boat in the sea could see us from that view, but I think they didn’t, and on our side of the cove there were another three persons but they couldn’t see us.

After she cummed 3 times, she turned face down and I started masturbating near her ass and groping her all over, when a guy from our side of the cove appeared out of nowhere behind me. It seemed that he was leaving the beach, I stopped touching me until he moved away a bit, even though he had already caught us. The boy knew what we were doing and sat down approximately 10 meters to watch us behind a rock, even so, I kept touching myself until I covered all his buttocks with cum and took a photo of her ass with cum. Read more »

How I Turned Myself Into A Perfect Sissy Part V [M23/F26/M36] [Anal] [Deep Throat]

*I really advice you to read the previous parts first. They are* [*over there*](https://www.reddit.com/r/dirty_boy96/comments/xuwfq0/how_i_turned_myself_into_a_perfect_sissy/?utm_source=share&utm_medium=web2x&context=3) *and* [*over there*](https://www.reddit.com/r/dirty_boy96/comments/102bdix/how_i_turned_myself_into_a_perfect_sissy_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

Time flies by. Especially when you look back onto your own past from a future point. After my roommate and I had produced our first more than just decent porn video together, the thing really got viral and made us a lot of money, my feminiziation kept on going. I kept on training my voice, I improved my posture, my movement with every week and I was planning of getting myself a nice pair of tits. And maybe some new fuller lips.

But surgeries like that don’t come for free. Or for cheap, when you want to make sure that you get the best, most qualified surgeons that are available. So I needed to make more money. My roommate, well, from that point on more my girlfriend, and I kept on producing content. Content that on average did more than just well. Our audience was growing. Not exploding, but the numbers went upwards not downwards. Read more »

I [F] masturbate over my hot neighbour [M]

I guess you could say that I’ve always had a crush on my neighbor Ryan. Well, to be honest it was a bit more than a crush but who could blame me? Ryan was the kind of guy that women wanted to be with. To put it simply, he was a man’s man. The kind of guy who was not only strong and successful, but also outgoing and charismatic. I loved his athletic build and the strong features that told everyone around him that he was the “alpha” dog in the pack.

It took me a while to admit that I had a crush on my neighbor, mostly because I was in a relationship and there was a strong part of me that felt guilty about having an interest like that outside of my boyfriend.. When Ryan moved in, he also had an incredibly beautiful girlfriend and it was a bit intimidating to have a certain interest in someone who was part of such an amazing couple. Quite honestly, I was a bit jealous of what they had because my own boyfriend lacked many of the qualities that stood out with Ryan, and I sometimes wondered what I was missing. Read more »

My girlfriend (21f) started experimenting with exhibitionism by going on a hike with only her jacket and nothing else underneath. I’m starting to really like the idea of her showing off nude when outdoors!

The other day my girlfriend (21f) and I (22m) was on a road trip and hiking near a waterfall was one of our pitstops. While hiking, we ended up going into the bushes and trees to fuck and long story short, a group of guys walked passed us and caught us completely naked. They were staring at my girlfriend as she was laying down and spread eagle on the ground and was commenting amongst themselves about how hot she was as they continued walking. This ended up turning my girlfriend on and now she wants to try a little bit of exhibitionism. What turns me on is the fact she’d like to show off and finding it amazing hearing other guys talk about my sexy naked girlfriend!

Anyways, we’re at the cottage now and had the idea of her walking in the near by hiking trail around the area, wearing only but her winter jacket and boots since its a little bit colder here. She wore her cute brown beanie, her mittens, her winter coat, sock and winter boots. Her winter coat isn’t very long and only just barely covers her vagina, while the bottom of her ass peaks a little bit at the bottom of the jacket. Read more »

We [24F, 25M] tried swinging while on vacations [FM]

She was really, really attractive.

We had discussed opening our relationship before. But the truth is that neither of us really wanted the other to go “looking around.” We deeply loved each together and were committed to one another. We had been dating since high school, for instance. He was my first, and my only one, and same for him.

But that woman was simply gorgeous. I had had that kind of fantasy before. To watch your partner have sex with someone else. Be a third party. Just… observe. Watch him have some fun, watch him do with her what he only did with you.

It was all those feeling, I suppose. To be there and watch it happen. Live, under your eyes. It was terribly, terribly arousing.

And if Josh had one flaw – and he didn’t have many – it was that he was not into domination at all. Sometimes, I fantasized about it. A coworker from work, with big shoulders and big hands, pinning me down, making me do… stuff. I don’t even know how to describe it. I don’t know how to describe it because I have never done it before. As I said, Josh wasn’t into that. He was into oral, great oral of course, and vanilla sex. He could use a toy from time to time, but that’s it. Read more »

[M] Hooking up with my Lesbian co-worker

I was 20 when I met K. I’d taken a seasonal gig at some shitty big box store over the holidays in a pinch. After sweating through my first couple days, she’d spotted me and been more or less the only one who backed me up when I inevitably needed help. We were fast friends and she ended up introducing me to some other people she hung out with from the store, namely her girlfriend G and their other friend, A. Despite being a shamelessly horny 20 year old, finding out that K was a Lesbian instantly shut my mind off to the possibility of trying to sleep with her. I’d never knowingly met anyone who was gay to that point, but in my mind a relationship was a relationship. And seeing as I wasn’t attracted to A, we instead formed a neat little friend group. Read more »

My Gf fuck me two times at the beach with people around and they saw us [FM]

In our first year together my girlfriend [F25] and I [M21] went to a nudist beach. At that time we were very horny with each other so at the slightest touch we were excited.

Towards a spectacular day and the beach was so crowded with people, both nudist and with textiles. We put ourselves in a tiny area between two cliffs where we were alone, we could only be seen by the people who were bathing or if someone passed in front of us.

We undressed, took a bath, and she turned on her stomach for me to put sunscreen on her. I started to put it on and grope her all over, I got hard and she grabbed it tight, I kept groping all her ass and opening her cheeks to see her pussy well and I began to finger her, she moaned softly, until she surprised me going on top of me and riding me like a slut, she was so horny and she came quickly while there were some people bathing and some boats who could have seen it, then she gave me a good blowjob ending up filling her mouth. Read more »

[F] Sugar daddy treated me

I’m currently studying full time and needed some extra income, so O recently start talking to an older guy who previously was a sugar daddy for a girlfriend of mine. She passed on his details to me and we were texting for a couple weeks.

He ended up inviting me over for dinner at his place, he suggested I got shopping and buy a nice outfit which he would pay for. So I went shopping and picked out a really nice and expensive tight black dress and some high heels. I arrived and he lived in a real nice 4 bedrooms apart with amazing views over the city. He offer me some wine when I arrived, I was a little nervous so I drank it very quickly.

We ate dinner then when we finished we sat on his lounge together to look at the view. He rested his hand in my leg and complimented my outfit, he offered to take me shopping whenever I liked if I was willing to have dinner with him once each month. I agreed, as he seemed really nice and was fairly attractive for his age. We continued to drink and he continued to stroke my thigh, shortly after his hand was up my dress but I was kind of horny so I slide my panties to the side and let hun finger me. Read more »

My girlfriend won’t have sex with me [M23 / F25] [cunnilingus] [teasing] [orgasm denial]

“Just so you know,” Tilly says, “I’m a good girl, I’m not going to have sex until I’m married.”

I’m holding the car door open for her to get in, and she’s just agreed to come back to my place with me. It’s our fifth date — fifth time hanging out — and I really don’t know what I’m doing. Inviting her to my place was a whim. The evening had been going so well, it seemed like the thing to do. I hadn’t intended the implication, though, I hadn’t thought about what it would sound like I was asking.

“Yeah, no,” I say, “That’s great. I just wanted to keep talking, really.”

“Great,” she says, sitting down, pulling the seatbelt on, “I’m so glad we’re on the same page, there’s so many jerks out there who’re just interested in only one thing, you know?”

“Uh, I guess.” I don’t actually know. Read more »