Girlfriend Archives — Page 719 of 1305 — NSFW story

I spent my early 20s having a secret relationship with a man twice my age! [FM]

LONG STORY..

When I was 21 I had just started this job at a cafe. There was this guy, a man really as he was 45. He was a regular customer before I had started. When I first met him I was kind of in awe. He was very good looking for his age and in great shape as well. It was almost as if he had this golden aura glowing around him that drew me in. He was kind and funny and flirty. We eventually started texting which quickly led to sexting. Before I knew it, I was going over to his house to hang out. He would often grill steaks for dinner and we would get high and fuck. I remember the first time we had sex, I was super nervous. I didn’t know what to expect from an older man but he was incredible. I got attached rather fast. At the time, he was fresh into a divorce from a marriage of 25 years and I knew that he had been on an online dating site but he totally lived in a bachelor pad. A couple of other guys from work stayed there too but he had the master bedroom with a huge bathroom and it’s own fireplace with the huge flatscreen above it and a California king bed. Two French doors leading to the outside patio, so it had its own privacy. It became a habit of mine to visit him and even stay the night and be the last to leave the next morning. After a couple of months he invited me on a weekend trip to Orlando. We stayed in a beautiful Grand Hyatt hotel and spent the entire weekend eating at the most incredible restaurants and devouring each other’s bodies back in our room. After about a year of fun he moved away with an older woman he had met online. I was crushed. I tried to convince him that he didn’t need a relationship at that time, especially not one as serious as living with each other. I claimed that I didn’t want to be his girlfriend or anything but what we had was fun and we could keep it going while he figured out his life. Things were still messy with his divorce. He moved anyway. Read more »

First time at the club (MM)

To this day I consider myself a relatively straight guy (questionable?) except there is something about being a bottom to another guy feeling him cum in me during some passionate sex. Married now but I still have that urge for a guy to come onto me and get on top.

That urge started several years ago back in college on a Tuesday night. Tuesday nights were gay nights in a club next town over, so I’d always go with my roommates, one of their friends and my girlfriend. Often times as the DD since I didn’t like getting too drunk outside of my town. We all arrive at the club and it’s already packed. The check out IDs, got our wrist bands and head upstairs.

Once we get to the dance floor, you usually feel only the music. However when I got on the floor I felt odd or out of place. We all made our way to the bar and I slid by this guy (looking back he was cute and I would have gone home with him), he looked right at me and said “hey sexy” while caressing my chin. I swear he eye fucked me right there in front of everyone and I didn’t even care. I’ve never had the feeling of being sexually needed by another person before. I’m a pretty nice looking guy I think, brown short hair, brown eyes, 6’1, 215lbs working out twice a day in college and he was built and fit like a collegiate swimmer. Blonde hair, blue eyes and a smile that gave me butterflies. Read more »

I [M] have cheated on my gf with two latina sisters. No regrets. It was so good I want to do it again.

First of all, let me introduce myself to you — my name is J., you can call me JP. If you just imagine a classy dressed, 25-year-old French-American man with blue eyes and dark brown hair, 6’1″, who has a serious but really pretty face, you’d have a very good picture of me. I can tell you I’m no foreigner to female attention, and there are still a lot about I could say, but you’ll know what matters after reading my whole confession.

I’m currently dating a white girl, as I’ve mostly been doing since my teenage years. I’m in a 10-month relationship with my college sweetheart, a cute 23-year-old blonde girl, V. My girlfriend Vicki loves to invite me to social events, parties and other such alleged causes for celebration like the social butterfly she is. She takes to these occasions like a moth to a candle flame and, as her boyfriend, I’m pressed into service as her plus one. Read more »

THE ROOMMATE

Foreword: This entry is a direct continuation from my previous stories. Basically I’m just telling all of the most interesting and exciting sexual stories of my life in chronological order. I will try and include enough back story for a new reader to be able to jump right in, however I apologize if I fail to provide enough. In short, if you want to get the full effect, you may want to read the entire thing from the beginning. Thanks and enjoy.

The Roommate

June 2002 Read more »

My Girlfriends Mom; A Week To Never Forget [Part 1]

**Welcome to my very first story!**
For the longest time, I’ve played around with the idea of writing. After running out of excuses, I finally made the decision to just do it.
So enjoy the first part of an upcoming series!

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I have agreed to meet my girlfriend after school. It is a hot summer day and since she has a pool in her backyard, we thought it would be fun to hang around by the pool. Her family is quite wealthy, no one can deny that. It is hard to miss a house that big.

Her father was a successful businessman, but sadly passed away a couple years ago. All his wealth and business were transferred to her and her mother. That means all the money, including her father’s company.

I hang around a lot at my girlfriend’s house, since her mother is always gone for work doing business trips. I have only met her once or twice maybe four times at least in a span of 2 years. But other than that, I did not really have the chance to talk to her properly. Not that I am complaining, I appreciate when I am alone with my girlfriend without constant being watched or questioned by parents like I am up to no good with their daughter. Read more »

Business or Pleasure? [MF | Public | Creampie]

Late night flights like today’s were what made John dread going on business trips overseas. Working for an investment firm provided a lot of opportunities to their young associates, especially those with ambition and a willingness to go to conferences out of Toronto. Today, that happened to be John and his coworker Sarah. The worst part of these types of trips? John always forgot to pack until the day of.

This wasn’t the first time this has happened. Last year, the London trip had him forget half of his clothes from the last minute packing. The year before, New York, arguably less impactful as he only forgot his toiletries. The common theme behind these trips; his associate Sarah mocking him relentlessly.

“If you were this clueless at the office, you’d have been fired a long time ago.” she would joke, even though it was true. John in his professional life was so controlled and focused, but due to the fact his mind was always on work, his personal life suffered. He couldn’t remember the last time he’d gone out for drinks with friends, had a day to relax at home or even gone on a date. Personal life concerns always took a back seat, in order to serve him climbing the corporate ladder. Read more »

[FMMM+, Gangbang, Creampie] Crossed “gangbang in adult theater” off my bucket list today

Denver, CO

I went to a popular adult theater in Denver, Pleasures on West Colfax, to live out a fantasy. Overall a fun, lovely experience. I’ll get to the sexual details in a bit, bear with me a bit as I’m exhausted, sore and had, among other things, an intense quad/glutes workout. Didn’t see that coming, and an awesome side benefit.

I’d assume guys go there to get off, but it was an entirely different experience for me…

I reconnected, as I seem to do every six months or so, with an ex boyfriend that means a lot to me — one of those relationships that’s unequal in emotional attachments, as I’ve always loved him and he just really likes my company. So it’s nice for me to see him, but sad as I know he’ll be around for a month or three until he tries to make a vanilla relationship work. Those always seem to fail as his perv side is, in my opinion, a compulsion.

One of his compulsions is seeing me covered in ejaculate. Good, wholesome, safe fun, so why not? I was a little hesitant about going to an adult theater as I’d never been and didn’t want to get “swamped”. Read more »

My[f] second date with [m]y platoon leader

Bit of a longer into, skip down 2 paragraphs if you want to jump straight to the story

First of all, thanks for all of the (mostly) positive feedback on my first story, you guys are the best!

A little more description on me, for my reviewers who requested to know more. I’m Avery, 5’4, have slightly bushy brown hair down to the middle of my back. I’m on the olive completion side (my mom is Greek). As I said before, ittybittytittiecommittee, B cup breasts and a firm butt that I tone with a lot of cycling in my spare time. And yes, i shave everywhere(;

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Two days after my incredible first experience with my Platoon Leader, my 6’1, muscular hunk that we’ll call Matt, things had been awkward. I couldn’t help but hope that things would progress further, but at the same time, I was aware of the complications of continuing any relationship with him. At work, we continued as normal, he’s my boss’ boss, and I go back to my daily job as a truck driver (88M life). In the evenings, it’s been another story. He’s been texting me and I’ve been longing for more but super hesitant to go for anything, but my god, I want more of him. Read more »