Tag: Girlfriend

[MF] How the affair with a girl I managed at work started [cheating]

Other than one brief comment reply, I’ve never shared this story with anyone. Due to the cheating I tried to bury the events of this story deep inside me but in private these have been some of the best sexual moments in my life, they’ve certainly fueled many wanks, and I finally feel like anonymously sharing.

To set the scene I’m the guy and was 25 at the time. I was the manager of a small company, real family run type of place – I was in better shape then than I am now 5 years later. I was reasonably slim but naturally toned, had a stronger jaw line and was really doing well in my role. I was tasked with interviewing and hiring a new member of staff and a tall, slender blonde of 23 came in to interview. At the time I could see she was objectively very attractive but based the decision to hire her on her good experience and general confidence during the meeting. Read more »

[MF] The time I fuckedmy brother’s ex

Disclaimer: I’ve never written one of these but have been reading for a long while and jacking off to these stories. Thought I’d give one of my more recent situations a go. Its pretty long and might make you bored but if nothing else writing this in my mind helps me rehash some good memories

When I was young about 10 years old, my brother had a girlfriend(lets call her Sarah). They were together a few years – not sure how long but long enough for me to hit puberty and develop a crush on Sarah. I’m 30 years old now so my memory is hazy on details of his and her relationship. She is probably late 30’s now or maybe even 40. These encounters happened this year maybe 2 months ago or so. I think about it everyday. Never plan on telling my brother or any of my family, as I believe my brother has moved on but my family never liked this girl.(and even though I love my parents they tend to be judgmental and hold grudges) My brother is now married to someone completely different and has 2 kids.(so he shouldnt care right? IDK – dont plan on finding out LOL) Read more »

The first bull of my life. He [M] took the virginity of my girlfriend [F].

I was young and had this girlfriend that I loved. Let’s call her Carolina. She wasn’t the prettiest, but she wasn’t ugly either, let’s say she was “a very normal girl” thin, brown skin, black hair, she practically had no tits, she didn’t have a big ass, she had a small but round but well-shaped ass. We have been almost 1 year. She knew about my cuck fantasies.

Cell phones began to have a camera. One day checking her cell phone without her noticing I found pictures of a friend’s ass. No nudes, photos of him training basketball. He was a stallion. Tall, blond, muscular, very handsome. He had admirers in even upper semesters.

I asked her about the pictures and she laughed hysterically and nervously. I started to bring it up and she avoided me, but she ended up admitting that he was “a dream man”.The possibility was there and that drove me crazy. But I had to be careful, she would never accept, I had to push the line.

There was also the question of him accepting. She as I said had a nice ass, but nothing more, he had many girls to choose from. Read more »

She wanted his father instead (mf) (fingering) (anal)

I’d been with Steve for a little over a year, we met the first day of College and just kind of slipped into a relationship, neither of us actually asking the other. The first 6 months were hot and heavy then he left for Christmas break and came back more reserved, his fanatic religious mother had bleated on and on that what we were doing was a soul damning sin. He’d come back after only a week, “I’ve strayed from my path since coming here, I need to try to be pure again.” in truth I’d seen it as a challenge, but we’d only fucked 4 times in the last 6 months and I swear to God I think my hymen has grown back.

Hopefully the trip back to his home town today to see his father will change his mind again, because I don’t know how long I can go without sex. The slightest friction between my legs had me aching for relief.

His parents got divorced when Steve was only a few years old, her religious beliefs had gotten too much for Steven Sr to handle apparently. This would be our first meeting. I was a little nervous, I’d seen photos of him on Social media and to say he was a DILF would be an understatement. Read more »

[FFM] I fucked my gf and her squirter best friend and fed them my cum, while on vacation

My girlfriend (E) and I discovered that we had a sexual fantasy involving another woman having sex with us. E always came immediately after thinking about her sucking my cock with another girl or fucking them both doggy style. The thing is that we weren’t so sure how to find another female willing to participate in such act. We don’t live in the most sexually liberal society. Our primal victim was G. G was our best common friend. She went to the same university as us, she was very cool, open-minded and witty, and as soon as she broke up with her ex, we immediately started throwing hints at her, which she was always considering as jokes, but deep inside we knew it wasn’t entirely true.

E and G are very different. E is 1.55m, 51kg, with golden skin, very big and perky breasts, small waist, big ass, juicy lips and crazy eyes. Her hourglass figure never seizes to amaze me. G is very petite. 1.44m, 37kg, darker skin, more nerdy look, small cute ass and small very perky breasts, although they look big on her small frame. He is as petite that we wanted to check if my dick would fit well inside her. This made E very hot. We’re all in our 20s. Read more »

“One day Chloe asked if I could drive her home…” [MF]

One day Chloe asked if I could drive her home. She went to the office and phoned her mom. I heard her say, “He’s not a boyfriend, Mom!” and then a few seconds later, “Yes, him.”

Her house was like a picture. It was surrounded on three sides by rolling hills covered in yellow crops bending in the passing breeze. It was as quiet as a church. She said her parents won’t be home til after 5.

“Want to come upstairs?” she asked, as though that’s what we do now, even though her house had no bullying siblings, no overbearing parents. “I can show you around,” she said. Chloe was 18, had short fluffy blonde hair and big round brown eyes. She was short, not too slim, and smiled as cute as a toy.

We went to her bedroom. She asked me to wait a minute. She came back wearing a pressed sharp red dress. “I wanted to show you this,” she said. I was waiting for her to tell me what the occasion was. She said, “You don’t like it.”

I said, “It looks incredible.” Read more »

[FM] I fantasized about my GF cheating on me again How I made it happen and how I got way more then I bargained for

wont post every detail as it would be long, but ill try to give a good rundown. If your going to be offended by this dont bother reading. Its for those who are not going to judge We were in a relationship for 4 years, she was really my first true GF and shes very attractive and nice full curved lips, nice round ass, medium, nicely round breasts.

As someone whos always been bad with getting women (incapable for the most part) it was like a dream come true. Before that I would have been lucky to date anyone. I dont know why but she was drawn to me. The fact she was hot just made me fall in love so hard. Read more »

Short story on how [M]y girl[F]riend gave me one of my best orgasms quickly

My girlfriend and I were being lazy in bed cuddling, but she had other plans for us. She began to kiss me with an increasing passion that let me know what she needed. I sat up and put her on her back. I told her to undress and she did so with haste while I enjoyed the view of her sexy body. She left her bra on to tease me, I knew I’d have to do more before it ended up on my floor.

I start to finger her wet pussy slowly and deliberately, taking my time, watching her writhe in pleasure. I play it cool, calm, and collected this time and draw it out a little. Making her wait to cum I would speed and slow my tempo on her clit while she keeps telling me how close she is to cumming. When I finally make her cum I have to cover her mouth to keep her quiet, her sexy moans barely contained. She recovers from her orgasm and with a devilish look in her eyes she pushes me back. Read more »

In which the slutty bi male takes on a bit of a role [MMF]

Hey folks! So, I’ve had a couple people ask me about some experiences with threesomes, so here’s one I remember from about a year ago. As you may know if you’ve read my stories, I’m married, but my wife often let’s people have some fun with me. This story starts with me chatting with a dude at a bar. We were both a little tipsy, and my wife was enjoying watching us flirt a little, touch each other a little. At some point (I’d love to explain how, but I can’t quite remember through the alcohol) this dude starts talking about fantasy his girlfriend has of hiring a male escort and having two guys fuck her. I quickly turn to my wife, and of course, she approves.

Now, I think I’m pretty good-looking, but male escort good-looking? Probably not. Still, that doesn’t seem to be an issue. Let’s skip all the planning stuff, where I met the girlfriend, where they were hesitant at first and I set their minds at ease, all the boring stuff. Let’s fastforward to me showing up at their door dressed in a suit, because that was the girl’s fantasy. Read more »

War and mum’s friend [MF]

In 2011 I was 18, I had split up with my then girlfriend of 2 years and was being deployed to Afghanistan for a 6 month tour with the Royal Air Force, attached to a NATO operations as a bomb disposal technician.

3 days before I went out for a few drinks with my family & friends. One of my mum’s friends joined us, she had only known my mum about 18 months, quite a tubby (morbidly obese) lady, with small tits and a huge arse with 35 years age difference. But she was nice enough and was a good laugh.

After about 4 hours of people coming up to me and saying ‘give them wankers what for’ and ‘shoot first and ask questions later’ ; I got a bit fed up and sat down in the corner to one side to just have a bit of space.

After about 15 minutes my mum’s friend came and sat next to me, she chatted to me as if nothing was happening and telling me her woes and I told her mine. After about 2 hours of us chatting I look up to notice most people had now left or where asleep on various pieces of furniture at my mum’s house. Read more »