Girlfriend Archives — Page 52 of 1305 — NSFW story

[M]y First [F} Girlfriend [M} Cheated on Me

In nearly every relationship I’ve had for the past 37 years, from my first girlfriend to my current, they’ve had sex with other men, often with my encouragement. I’ve told very few people about this and the small handful who know anything, know only the smallest sliver. A few years ago I started reading true stories from Reddit groups which focus on hotwives, cheaters, cuckolds, etc. After becoming a bit obsessed with the stories, I decided to share a few of my own. I found myself excited telling the stories and hearing back from others with similar experiences. I’ve decided to write about the more memorable experiences, starting from the beginning, right up to today. I imagine it’ll take months to complete the series but I plan on staying at it until it’s complete.

I’ll start here, with the first girl I had sex with, who was my first “official” girlfriend and the girl to whom I lost my virginity. Her name is Chrissy and she was well-developed for her age. A bit tall, super tight body with big tits and a face and ass which made you want to take her on the spot. She always dressed in a way that showed off her goods. In school, she made it very obvious that she liked me and of course I took the bait. Read more »

Edging Session Leads to me Wearing Panties for my Girlfriend! [MF]

Per my girlfriend’s request I was spending my work from home day edging while she was at work. As I usually do during these sessions I was having some chats online, and part of our rules is that if someone in chatting with had a request or dare I’m to do it and send proof to them and her (as long as it’s within my limits of course).

Well, this one guy asks if I ever use her panties to stroke with, and when I tell him no he says it’s time to start. I picked out an older pair of silky panties, wrap them around my cock, and take a few pics while stroking.

I sent them to both of them, very nervous as I’d hinted towards me playing with panties before with her and it didn’t seem like something she’d be into. I was very pleasantly surprised when she reacted with a heart emoji… And then elated when she said “you can go further with those”. Read more »

Pencil Skirt [F20sM30s] [dubcon, bdsm, kink, toys, public, office, humil]

I sit down at my small desk, open my laptop, plug it in, and get signed on. Another day in hell. Two months ago I graduated undergrad and got offered an internship at the highest paying law firm in the city; Mortson and Co. So lucky! Unfortunately, the job was unpaid. They did not inform me of this. They just told me it was an in, and my favorite professor put in a great word for me. In a few years, I could come back here with the great memory of how hard of a worker I was, and get the best law job in the city! I just had to be their office bitch a little longer.

Not just the office bitch, HIS office bitch.

Ryan Mortson is the head of the office, and I’m his “interning assistant.” He pitched the job as a chance to get up close and personal with cases, look at legal documents, and even help him analyze cases. Of course, I jumped at the chance, especially after Professor Stephens put in a good word. I thought she was saving my ass! Turns out the “interning assistant” is just the girl at the tiny desk outside his office, who gets coffee and makes memorandums for the staff on big case wins. I haven’t seen a single case file since I got here. Read more »

[MF] My wife’s girlfriend jerked me off in a crowded bar.

My wife’s girlfriend and coworker Paula would flirt with me every chance she got. Once, at a party, I asked her to pour me a beer from the keg. She gave me a sexy look and started sliding her hand up and down the handle like she was jerking it off. Paula is attractive but she’s a pretty big girl, in a solid kinda way. Paula went to a concert with my wife and I, the place had a stage at one end and a bar at the other, we just stood at the bar drinking. Facing the band, my wife couldn’t really see us, Paula turned in a way that one of her tits brushed against my hand, the look in her eyes let me know it wasn’t an accident. It was dark and crowded and I was pretty drunk so I began casually groping her ass as she looked up towards the stage. A moment later I feel her rubbing my crotch. I pulled out my cock and she casually took it in her hand and started massaging. I was so fucking hard, standing in the middle of this crowd, my wife just feet away while her girlfriend stroked my cock. When I was close to cumming I squeezed her arm and she increased her efforts, making me cum. Paula turned and looked at me and put 2 of her fingers in her mouth, cleaning the cum from them.

Zoe’s bartending training Part 2. [MM/F]

As she walked home that night Zoe was thinking to herself that she wasn’t sure if she could take another caning and she was also worried what Tom would say when he saw the marks on her back side. When Zoe was working at the Bar, Tom would go to the bowling alley with friends and always came home in the mood for a fuck. Normally, this was something Zoe looked forward to, but tonight was different.

When Zoe got home Tom was as horny as ever, there had been a birthday and someone had arranged a stripper. This combined with Zoe’s schoolgirl outfit meant that he was more than ready to have some fun. After some clumsy foreplay Zoe stripped down to her black lacy underwear and dropped to her knees in front of Tom and tried to slow things down by taking him in her mouth. But despite Zoe swallowing his load, Tom was still hard and he pushed Zoe back onto the bed and shuffled between her legs. He pulled her panties aside and he roughly forced himself inside her. Zoe hoped in this position Tom wouldn’t be able to see her well caned bottom as he vigorously fucked her. But Tom had other plans and he turned her over, pulling her onto her knees so he could do her from behind. Read more »

Road Head – (MF, Oral, True Story)

Ready for a true story? Of course you are.If you know me, I’ve never been into people who you’d call “traditionally” attractive. I don’t like my men to be these tall, strong jawed, muscular, Alpha Men.

I’ve never needed my women to be busty, long legged, supermodels. I can appreciate it, but it’s just not for me.

I prefer their personalities and how they express them. Sounds corny, I know. I’d rather them have their vibe as a person, and I’ll see if we mesh. My longest relationship was with a girl that had the aesthetic of librarian, (Plus her tits were absolutely fantastic.)

Now my favorite man… his name was Cameron.When I lived in Manhattan, I ran into him at a bar. He was a high school History and Philosophy teacher. And he looked the part. When he wasn’t dressed in suits, he was dressed in sweaters, cardigans. He looked straight out of every girl’s fantasy that has a crush on their teacher. He was tall and had a bit of muscle, but his frame was built for hugs and cuddles, not pinning me down. His jaw was sharp, but his face was gentle. His voice was deep, but as sweet as a lullaby. Read more »

The First Day On The Train [M28/F26] [Transgender] [Anal] [Romance]

Trains are my thing. Since I can remember. I have always been fascinated by them. So I spent the bigger part of my free time – no, I wasn’t working for a railway company, I spent my time in a research lab working on ways to safe the environment – on trains, in railway stations or looking at trains in some rail yard.

I was perfectly happy with my job and my life. But it lacked one thing: A significant other. A girlfriend. A woman on my side. It took until I was around twenty eight years old to find a suitable partner. And this here, is the story how I met her, or to be totally honest with you, how I got hooked up with her.

It all took place in the middle of the fall. About six years ago. I was spending my weekend on a steam powered train that was doing a trip through the beautiful autumn colored landscape. I was more than just looking forward to it for months. I even bought some new camera gear to get better shots of the train, the landscape and the people on the train. Read more »

[M]y first bi MMF

I’ve been very fortunate in my short time on this earth to get several opportunities for threesomes and even a foursome. I wouldn’t say I’m hugely attractive, I go on and off the gym, and I’m short. But nevertheless I’ve had some good times.

Skip to ******** for the action.

For some background, I’m 26, from the UK, somewhere between bi and straight (heteromantic bisexual is a phrase that feels right). This is the story of the last time I had a bi MMF threesome. I’m currently in a monogamous relationship so this was possibly my last ever one.

Last year I moved from the countryside in the South to a city centre in the North, and with the move came a completely new dating scene. After a few months I found a girl on Feeld that lived in the building next door and we quickly became non-monogamous FWB. We were both fairly well experienced, but we’re really open to trying new things and exploring, and were a really good match sexually. Read more »

Reassurance [M/f][D/s][Reluc][Soft][Cute]

Amy padded up to the lamp at her bedside, savoring the cozy embrace of her pajamas as her feet whispered across the carpet. She stepped into the pool of golden light, eyes relaxing in the warm glow that illuminated the covers and headboard, while the rest of the world faded into muted tones and soft shadows. This was the moment she had fought through the week to experience – the moment she could reach inside the shade, turn the little knob until it went “click”, and shut it all off. Darkness would embrace her, a void whose comforts were known only to those who had already slain every monster that might be lurking out of sight. Then, she would tuck beneath the sheets, and let the bed envelop her as it stole her consciousness away. After a crisis at work had kept her out of this sanctuary for far too many nights in a row, there was little else she wanted. Read more »