Girlfriend Archives — Page 437 of 1305 — NSFW story

[MF] My chaste high school girlfriend is now a swimwear model living a wild life. I jerk off to her pics imagining what it’s like to be one of her boyfriends now.

I think I got most of it in the title, but a little more detail.

We dated our senior year, went to prom, the whole bit. She was an awesome girlfriend and I didn’t mind that we didn’t have sex because I knew her faith was important to her. We broke up for college. She didn’t touch alcohol in high school but within the first few months of her freshman year her social media was full of pics of her drinking and partying with random guys. Her body was always amazing—I’ve honestly never seen better natural breasts—but in HS she dressed pretty modestly and I didn’t get to touch much of her. But now she was flaunting it, wearing tight outfits and a ”narrow” white one-piece swimsuit that shows a phenomenal amount of her ample sideboob.

Her IG began to blow up and by the end of her freshman year she’d started modeling. Now she gets flown overseas for photo shoots, makes a ton of money doing promotions, parties on yachts, hangs out with millionaires and other models. Last I heard she was dating a famous youtube celebrity and he was only like one of five guys she’s seeing. Read more »

My aunt did porn?! [MF] [FF]

My dad’s brother, my uncle, got divorced 4 years ago and just got married to his new wife last year. He is 54, she is 36.

Her name is Tiffany, my uncle met her tending bar at a strip club. He went back every shift for 2 weeks until she agreed to go out with him.

2 months after that she quit her job and moved in with him in his McMansion.

Tiffany (I doubt that’s even her real name) was the classic failed Hollywood story. She moved from Indiana at 18 to pursue her dream of becoming a movie star like her favorite actress, Reece Witherspoon.

She had tried for 8 years to make it, but only getting background work and one speaking role in a fast food commercial that was dubbed, so she didn’t get a full acting credit for it.

Her only success in the industry was being a “ho” in music videos. Girls would get paid an extra $50 a day if they were willing to wear bikinis in the videos, so that gave her steady work for a few years, until she “aged out” at 30. Read more »

How we spent our Valentine’s Day [FM] [FF] [FFM]

My wife and I got into the lifestyle a few years ago. We don’t go too wild with it – maybe a few experiences a year, at most. We have one female friend who introduced us to going to clubs. She and my wife hooked up a few times, and it was nice. This friend had been single at the time, but she recently started dating a man who was just as horny as she was and became very interested in the lifestyle. We’d all visited clubs together, but nothing much happened outside of some making out.

So, we decided that it would be fun to have a double date for Valentine’s Day. The other couple, who had not had any lifestyle experiences together outside of the few club visits with us, we’re totally on board.

When Valentine’s Day came, the other couple visited our house. We ordered some dinner, watched some TV, and listened to some music together. At one point, my wife went into the kitchen to get a drink. Since she had been talking to the other man, he followed her to continue her conversation. Read more »

Three Little Virgins (Pt 3) [ff]

Meanwhile, in James’ house:
Alex and Peta cuddled on the couch, comfortable with each other, still semi-dressed, kissing occasionally. They talked about their feelings, without pretense, without judging each other, or themselves. Alex happy that someone else now knew she was a lesbian, just not interested in men at all, Peta a bi-sexual girl, who had experienced both a man and now a girl. She wanted more, she knew, she wanted a woman, someone who knew what she was doing. For some reason, her mother jumped into her mind, a picture of her, naked, inviting, sensual, really sexual and Peta’s nipples hardened.

WTF? Where did that come from? She thought, surprised at the workings of her inner mind. Why would I even consider such a thing? Better leave that one alone.

They heard the bathroom being used, but Alex didn’t move. She looked at Peta and said, “I think she had better know.”

“We’ve not always been full open with each other,” Peta replied, “But, I don’t think we’ve ever deliberately lied to each other either.” Alex nodded. “You’re right, she needs to know.” Read more »

Relevant experiences of last months.

In the last times here in Italy we repurchased a little more of “ freedom “, and our lifestyle went on really well. Now I write you some of our most relevant experiences.

A really intense situation happened during a week of May; she stayed from May 17th to May 21 at her bull’s friend beach house, and there he presented her to all his friends like his new girlfriend.

I was at home alone, and once a day I received from him a sexy censored pic of her, and I had to sent them back a video of me coming ruined in lees then 1 minute since I had received the pic. If I failed my “ job “ he would post her uncensored pic online in some of his socials.

The thought of seeing her uncensored pics on his social turned me really on, but I was also scared about the possibility of someone who knows us could see the pics and recognize her. So I did my job every time and I managed to keep her pics safe. Read more »

[MF] My girlfriend learned to use her pelvic floor muscles and it makes her pussy unbelievably tight.

She’s a pretty sensitive person and has always experienced a bit of discomfort from sex. It may be exaggerated with me as my dick is on the larger side and I do like to go pretty hard and long sometimes. She’s white, short, blue hair, essentially petite frame with nice hips and ~DD tits. She actually had a breast reduction in high school, so they are rather perky because the surgeon mostly did boob jobs for hot moms 😅. Kinda like cherrrieblossoms, if you’ve seen her.

Last fall she spent the period between thanksgiving and Christmas away with her family, leaving me alone for a while. I used the excuse to buy my first fleshlight (with her encouragement) – I highly recommend it! I got a clear one that doesn’t look like a pussy, which makes it a little less weird. I digress.

We texted a lot about sex. I think some stuff is easier over text. She did a lot of reading and thinking and ended up coming across some stuff online about Pelvic Floor muscle control and kegel exercises. She started doing them every day. Read more »

The Football Bet: Part One [MF] [Interracial] [Busty] [Huge Boobs] [Cheating] [Threesome] [Anal]

“Hurry up,” Johnny shouted up at me.

“I am going as fast as I can,” I shouted down the stairs. “What’s the big deal?”

One of his co-workers was coming to our apartment to watch a football game. I didn’t see why he was in such a frenzied state over such a trivial matter.

“He’s always on time,” Johnny said.

As he looked himself in the mirror for the three-hundredth time, I came down the stairs. Staring at him, I shook my head at him.

“Come here,” I said. I always had to straighten his hair. It was always a mess.

“You’re wearing that?” he asked.

“Yeah,” I said as I looked down at my clothes. “What’s wrong? “I had on a white shirt, black jeans, white sneakers.

“We have a guest, I thought you would… well, you know?” he said and shrugged.

“No, I don’t know,” I said with my hands on my hips.

The doorbell rang, saving him – for now.

“Well?” I asked.

“Oh yeah,” he said and ran to the door. I turned to go into the kitchen.

“Hey, man,” Johnny said. “I see you found the place.” Read more »

I [F25][exh] get to tell my gf [F27] what to do for the next couple of weeks – first thing I had her do was wear a pillowcase to the mall. I didn’t expect to fuck a stranger on top of that. [Stranger F19 gets involved, I am still shocked.]

You read that right. A pillowcase. Sidenote: my girlfriend is here to help me reaccount the events that took place today. Dialogue isn’t word-for-word what we said, but is close enough that it gets the gist across. I still can’t believe we did this – and I’m not exactly talking about the pillowcase.

For completing my girlfriend’s challenge (see my last post on this sub), I get to tell her what kinky shit to do until the end of July! So my first challenge for her was to make her modify a pillowcase so that she could wear it with nothing underneath and not get caught in public!

To give a visual, my girlfriend has a 32 B cup chest, a fairly petite but curvy build overall, and she’s 5’1″. Mind you – the pillowcase we used is a queen size pillowcase, which is 20″ wide (circumference of 40″) by 30″ tall. That is too baggy for her and too short for her; either her nipples would be peeking out or the bottom of her butt cheeks would peek out, no in between. Her solution was quite creative. Read more »

Breeding his first girlfriend!

We had been talking about it for weeks. The day we finally got to meet in person, and how it would feel to release my cum into your soft, beautiful pussy. We had only talked through text and video chat, where you showed me your beautiful boobs for the first time. But we were both eager to take it all the way. You wanted to feel that burst of warmth in your pussy as I squirt my cum into you.

The day is here! The day we finally see each other in person. I have to drive about an hour to get to your home, and Im hard the entire way there. Im enthralled by the thought of emptying myself into you, giving you my life essence!

I arrive, and I text you that Im here. You come outside and I see you for real for the first time! We hug, and I immediately grab both of your butt cheeks! Even though we are in public, I just cant help myself!

You get in my car and we drive to a secluded spot just like we planned. You squeal with excitement as we get ready to fuck each other’s brains out! Read more »