Tag: Girlfriend

[M]y [F]irst story. Broke the only two rules with my GF.

LONG STORY

So my girlfriend, let’s call her Sarah, I have known each other for 7 years but only have been dating for 2. During that 7 years we had an ongoing FWB relationship and often would bring in other women for threesomes. She also likes watching women suck me off or ride me while she just masturbated. We had an amazing sex life.

I finally asked her to be my girlfriend and she said yes, and that I could continue to fuck other women, with only two exceptions. The first girl I wasn’t allowed to fuck was her best friend, who we’re going to call Brittany, a 5’5″ 130 lb mixed race knockout with a big ass and DD tits. She’s a kinky and flirty girl but I never had trouble swerving that shit. The second was my longtime best friend who’s 6’3″ 180ish, massive tits and a pretty nice ass, and for the sake of confusion I’m gonna call her Jennifer. I’ve never had a shot with my best friend because she likes men taller than her and I’m 5’9″. My girlfriend felt insecure about these two women because of how close we all were. Read more »

Fucked my girlfriend’s sister behind her back. (M / F / Straight)

This all started on Thursday morning. I had just arrived at my girlfriend Meghan’s house, I usually just walk right in as I know where their spare key is at. I walked into the house and the first thing I see is her sister Charlotte sitting at the kitchen table in a tight long shirt that spelled the word pink across it. Though her shirt was long, as she was sitting the shirt rested above her knees and i could see her cute black lace thong peaking at me from inbetween her legs. Then Meghan came down stairs.

“Hey baby” Meghan said to me before kissing me. Turned on and sorta getting a semi from seeing her sisters thong I started to make out with Meghan, grabbing her ass and slipping my hands closer to her pussy when..

“Meghan!” Her mom interupted “your gonna be late for class”. We immediately got up and headed out the door.

The following day that I came over it was almost the same thing as the previous day however this time Charlotte was wearing a blue lace thong instead of black, and I could tell she wasn’t wearing a bra because her nipples were poking out really hard. Read more »

[MF] Sex on the kitchen counter while roommate was home (kind of long)

I’ve been reading this subreddit for years so I think it’s time I give back. This happened a few years ago with my then girlfriend. For background I’m 27 and about 6’1″ and 180lbs with a muscular build. I go to the gym a fair bit. She was about 5’4″ and curvy in all the right places with huge boobs (E cup or a bit bigger). Think Ashley Graham but a little shorter.

I was renting a two bedroom townhouse with one of my friends from school while working and living life. I found myself lucky to have scored a very hot girl. This night we had gone out for dinner and she had worn a nice tight dress which I loved. Hugged her curves and showed off her amazing tits just the right amount. We loved teasing each other and all through dinner she was leaning forward so I’d see down her dress or lifting it up so I got just a peek of the lacy underwear she had on. Read more »

Her best friend’s boyfriend [FM][Cheating]

Alex had a problem, a fucking huge problem in the form of her best friend’s boyfriend’s cum all over her stomach and no idea how she had allowed that to happen. Not that she regretted the past half hour or whatever, but as amazing as she had felt as horrible did the decision seem in retrospect.

She could tell Nate was feeling the same way, could see the same conflicting emotions in his eyes.

“What did we do?”, he asked, resting his chin on his palm.

“We fucked up and fucked. Liz can never know about this, never ever.”

He nodded. “Absolutely not. I’m sorry, it felt great when we were doing it, really did, but…”

“…I know what you mean. Know what really feels bad?”

“Hm?”

“It hasn’t gone away, I still want to fuck you. Like again, right now even though I already feel horrible.”

He smiled and his eyes on her naked body made her feel more insecure than she had felt since her first boyfriend.

“Well, I can’t deny that I feel similar, but…” Read more »

Her best friend’s boyfriend [FM][Cheating]

Alex had a problem, a fucking huge problem in the form of her best friend’s boyfriend’s cum all over her stomach and no idea how she had allowed that to happen. Not that she regretted the past half hour or whatever, but as amazing as she had felt as horrible did the decision seem in retrospect.

She could tell Nate was feeling the same way, could see the same conflicting emotions in his eyes.

“What did we do?”, he asked, resting his chin on his palm.

“We fucked up and fucked. Liz can never know about this, never ever.”

He nodded. “Absolutely not. I’m sorry, it felt great when we were doing it, really did, but…”

“…I know what you mean. Know what really feels bad?”

“Hm?”

“It hasn’t gone away, I still want to fuck you. Like again, right now even though I already feel horrible.”

He smiled and his eyes on her naked body made her feel more insecure than she had felt since her first boyfriend.

“Well, I can’t deny that I feel similar, but…” Read more »

Fucking Kristy in her Bed – Pt.2 [MF] [affair] [cum] [piss] [anal] [oral] [mast]

A week after Derek cheated on his long term girlfriend, Heather, with his gym friend, Kristy, he felt horrible angst. Would she tell? Would he be able to live with himself?

Derek and Heather frequently ran into Kristy at the gym and they continued to run into her for weeks and weeks. Kristy and Heather always got along and his worse fear is they’d bond and Kristy wouldn’t be able to hide the truth from her new friend a moment longer.

Eventually, Derek caved and texted Kristy.

“I’m such a hot mess,” he wrote. “I am so nervous that you will tell Heather. I believe you when you say you won’t, but I just need to hear it again.”

“Why don’t you come over and I’ll tell you to your face,” Kristy responded.

Derek knew what this meant — they were going to fuck again. And honestly, he couldn’t wait. He’d been thinking about fucking Kristy for almost a month. He’d become a little obsessed with her, jerking off to those slightly revealing Facebook photos of Kristy in bikinis or low cut dresses. Read more »

Inexperienced college freshman seduced by Lizzie [MF]

This is a bit long. Skip ahead to “FOREPLAY BEGINS!” if you’re not into the background and buildup.

In a college humanities class, I found myself in a group with Lizzie and two other people. I was a freshman and Lizzie was a junior. She was about 5′-5″, lean and fit with dirty blonde hair and blue eyes – your prototypical sorority girl type. The unique thing about her is that she had lots of freckles which I found super cute.

Sexually, I am a late bloomer and I was a virgin at the time. I was ok looking but lacked game; dates were few and far between. I was about 5′-10″ and reasonably fit. I had dark brown hair and brown eyes.

I took the lead on organizing our group and talking about who was responsible for what. I assumed the lion’s share of the work because I didn’t want to leave the project to chance. The night before the project was due, Lizzie had to drop off a thumb drive with her part. We met at the courtyard outside my dorm. She looked so hot in a white tank top with big arm holes that dropped below the sides of her black sports bra. Her midriff was showing and she was wearing black yoga pants. I was completely turned on but smart enough to know that I’d probably choke on anything I said. In my awkward manner I took the thumb drive from her hand and hastily said “Thank you,” and turned around. Read more »

[MF] Went to get my first massage, tried to keep it legit. You be the judge!

If you’re looking for the hard stuff, this isn’t it. No, “My hips and glutes are really tight, can you massage my dick too?” story here.

I had been through the ringer at work for over two weeks. I had wrecked a few important safety systems (only to fix them later) and was more stressed than I had ever been.

This manifested in me getting a killer back spasm that made me limp around and generally feel crummy and tense.

My girlfriend mentioned that a massage might be what I needed. So she started doing research.

We’re in Texas, so happy ending parlors are illegal, but not unheard of. Now both of us are world wise, and did not want to get into anything sketchy. So after some checking she recommended a place and I made sure it was licensed, and had good reviews.

So I arrive for my first ever massage and get only good vibes. Clean, professional storefront, posted licenses, and modest dress.

My therapist is very sweet and polite (a 5’4″ Chinese lady, mid 40’s, slim with a polo and dressy capri pants). I tell her it’s my first massage and she’s cool with it and says to undress and relax a bit under the blanket face down. I ask her, everything off? Read more »

Fucking Kristy on her roof deck [MF] [cheat] [anal] [mast] [oral] [creampie] [voy]

Derek wasn’t the type to cheat, but when he saw Kristy’s instagram post, he knew he couldn’t fight the urge much longer. He needed to be inside of her. There she was, the girl from the gym, topless on the beach, her left hand covering her gigantic breasts, her right hand over her mouth giving a little “shush” expression.

He yanked his pants off, jerked off to the photo and then clicked on the little heart.

How could he pull this off? She knew his girlfriend, they all worked out at the same time every evening. He’d have to be careful.

“Love the photo,” he said in a DM.

An hour later, she responded with a “thanks.”

Well, this wasn’t going well. He was hoping for a little rope, something to keep the conversation going.

“Do you have a pool?” He asked.

“Roof deck,” she responded.

Kristy wasn’t bending. He imagined she knew what he was after and she wasn’t the cheating type, so he gave up after writing back with one word: “Nice.” Read more »

Seduced by Andrea (part 1) [MF]

Not sure what happened to this the first time I posted, so here is part 1 of my seduction:

I was 18 and still a virgin, but that all changed the summer after high school. Yeah, I’d had a few girlfriends in high school, but nothing ever went past third base. Some make out sessions, dry humping, a hand job, and some furtive fingering under a blanket on the couch. My last serious girlfriend was a “good Catholic girl” and didn’t put out. She was a year ahead of me in school and broke up with me when she went off to college.

Andrea was one of the cashiers at work. She was a few years older than me, 25. She had gone to high school with my older brother. I had known her since I was about 10 years old. That summer we started hanging out after work together. We introduced two of our mutual friends Andy and Karen together. Andy and Karen were both pretty shy, so we went on a “double date” with them to help break the ice and get them together. At the time, Andrea and I were just friends, I’m not gonna lie, she was a big girl. She was a few inches taller than me maybe 5’10”, with long dark hair, hazel eyes, and pouty lips. She was curvy, 38DD tits, and a big round ass. She looked a bit like Ashley Graham, but with longer hair. https://www.maxim.com/.image/t_share/MTM3NTcxNjcxOTg3OTg3ODg2/ashleyg01jpg.jpg Read more »