Girlfriend Archives — Page 1018 of 1305 — NSFW story

Younger girl from work – Morning after / Part 2 [MF][Open]

I have been asked to describe the morning after the events I shared in this [post](https://www.reddit.com/r/gonewildstories/comments/9mlciq/younger_girl_from_work_mfopen/). Well here goes.

After being fucked to exhaustion by Cassie I slept like a log. I was awakened however by her kissing me. We still were in a state of undress from the evening before. I was only in my boxers and Cassie was wearing nothing but an old t-shirt of mine, as I had torn her panties the night before. It took me a few moments to fully awaken. But when my mind registered the barely clothed girl rubbing herself all over me and sticking her tongue down my throat, my mind started working and remembering what had happened the night before.

I had taken advantage of my new open relationship with my girlfriend, Ivy. I had invited the pretty, young blonde from the front desk at work for drinks. Cassie had turned out to be a hard drinking, heavily tattooed and horny rocker chick, who liked to play a little rough. With that thought back in my head, Cassie rubbing herself all over me had the foreseeable effect. Read more »

Should have Gotten it in Writing! (Noncon)(MMMFF) (lesbian)

**I would just like to take the time to preface this and let you all know that this is a rape FANTASY story. I do not condone actual rape in any way, these are just fantasies I write for myself and clients. That said, I hope you enjoy!**

It had been a good day, Jennifer had made it to work bright and early coffee in hand and everything was coming together for her. A partnership had become available at her firm, and, if office gossip was to be believed, she was the favorite pick for the new position. All she had to do was bring down Jimmy “The Duke” Pezinski, an Italian Mob boss. The tall blonde had always been popular in school, and working at the law firm was no different, her small waist gave her hips a great curve, and natural blonde hair made her stand out in the crowd. She worked hard to overcome the stereotype that “blonde women” are bimbos, and she had earned her reputation as a great lawyer but taking down the Duke would make her career. She had spent the day gathering up evidence for her case on Monday and decided to head home so she could work in peace. She waved goodbye to her coworkers and headed out the door, eager to get out of the tight fitting pencil skirt she had worn. Read more »

Watched girlfriend lose virginity [MMF]

I have a beautiful girlfriend. We used to be classmates and got together a few months ago, and our relationship is fantastic in every way. She is smart, witty, kind and loving. I have everything a guy could ask for, but still her past is very hard to get over.

A few years ago we were friends, and I brough her over to the house of my family one evening. As we sat in the sofa in the living room, she had a very personal conversation with my mother and father. About her hopes and dreams, and her wanting to go to medical school, something she now is well on her way of doing now. It got out that she’d never had sex before, and that she wanted to do it just to get it over with. My parents told us they had an open relationship, and offered her that my father could simply help her with the ordeal. I didn’t even know my parents had such an arrangement, but she accepted, and after that it was just a matter of negotiating the details. She hadn’t prepared in any way, but wanted to go through with it. My father told her she didn’t have to worry about STDs this way, and she just needed to get the pill after. So yeah, they were going to have sex. Read more »

Younger girl from work [MF][Open]

As mentioned before my girlfriend Ivy and I decided to try an open relationship. Ivy is out of town for work. And according to the do’s and don’ts we agreed on I decided to go for it. It is a lot easier for women to find a man to be with than the other way round. Maybe that is part of why I went for low hanging fruit. Though to my shame, I have to confess I broke some of the agreed upon rules.

Cassandra, or Cassie as everyone calls her, is in her early twenties and works at the front desk of my office building. She is much younger than me. I don’t know if it is daddy issues or something else, but she is hitting on me in regular intervals. I am guilty of flirting back before, but it never went further than that. I did take advantage of the fact. It is a good stroke for one’s ego though when a pretty young girl is flirting with you. And not just for tips or something like that. Read more »

Barely legal fuck buddy [MF]

Around age 24 I was single, and on a sexual rampage.

One of my best friends has a girlfriend who’s super hot, and all of her friends are super hot. (You know how hot girls run in packs.)

His gf was a bit younger than us, but not by much, and I didn’t really care at the time.

She had one friend who I always saw with some guy at functions they’d have. Her name was Britni, and she was super tiny. Like 5’1” and maybe 100lbs. She had perky little tits, and a nice little ass atop her short little legs. Her hair was brown, and she had big blue eyes, always enhanced by her makeup, and a pierced nose.

She was cute, and wore skimpy clothing. I found out she was single, and mentioned to my friend that I wanted to hang out with her.

Fast forward to a month later, and we’ve got a day planned to all hang out. Britni gets my number from my friend, and instantly starts texting me. After a few back and fourth formalities, she goes right to:

“Would it be weird if I stayed the night tonight?” Read more »

That time [M]y internet date was a little [F]orward, and asked to see my cock.

Internet dating is always rough, sometimes it’s just boring meet and greats over a drink, where they feel more like an interview than any sort of date, and you just become numb to the possible romantic aspects of them.

This one was no different. Her name was Marissa, she was 29 years old, an aspiring actress by day and a waitress by night. She’s a caramel colored Mexican girl, with short dark, straight hair, a very cute face and some slight curves. She’s very cute, but not the kind of girl you stare at from across the bar. She was pleasant to talk to, sarcastic and smart, but the whole date felt rushed. She had to get to work at 8pm at a restaurant nearby, so we met for happy hour after I got off work. The conversation wasn’t remarkable and there didn’t seem like there was time for any connection to form. I think we’d both been doing this internet dating thing too long. I think she only agreed to meet because the bar near my house is close to her work. I’m several years older than her, and it’s showing in our conversation..

I 26 [F] slept with a man half a century older than me

And I would do it again. I joined a sugar daddy/baby website a few years ago, looking for extra money, but also some fun. I was feeling a little bored with life. I joined a site that was “pay per date”. Absolutely no sexual expectations. It was men, who wanted to take out a “sugar baby”. They wanted a girlfriend type arrangement where they could spend time with, and spoil a younger woman. It was a win/win for me. I got to be taken out to nice places, admired and complimented, have good conversation, have fun, and make money too.
Well, one day I met a guy who was looking for a long term arrangement. He wanted a sugar baby to spend time with when our schedules allowed. I was 23 at the time, and he was 73. I agreed to the date, knowing his age, but it didnt bother me. I thought “I’ll go get dinner, make my $$, and be on my way.”
But when I met the guy? I was shocked. I couldn’t believe his age, from his vibrant personality. He was very tall and handsome. He was grey but very good looking and in shape. And his personality was incredible. We actually hit it off. We enjoyed the same movies and music and talking about life stories. I ended up drinking quite a few drinks on our first meeting. By the time the date was over, he offered to walk me to my car. When we got to my car, I was having so much fun, and was genuinely attracted to the guy, and feeling horny, so I kissed him! I grabbed his face and kissed him. We got into my car and I undressed myself and got into his lap. For some reason I just felt a spark and I wanted to fuck this guy. I got in his lap and we made out and I tried to get him out of his pants but he stopped me… he told me that I was too drunk and that he didnt want to take advantage of that, and that he wanted me to go home and think about his “arrangement” proposal. Then he ordered me an uber, since I was drunk, and went on my way. I went home and slept on it.
I woke up and felt the same way. I still wanted him. I called him and said I really like him and i would like to go out again. The following weekend, he took me out to dinner and then to a high end club that I’ve never been to. He danced with me. He danced with me and he fist pumped with me haha and he bought me any drink I wanted and at one point when I was dancing with him, he asked to squeeze my ass.. No man has ever asked me if he could touch me. This guy respected me. I said hell yeah squeeze my ass. After the club, we went back to a hotel (he traveled out of state to visit me) [and yes I actually looked at his ID so I know his actual age, address ect]
When we got to the hotel he undressed me and he took his time and kissed every inch of my body. It was such an amazing feeling. Having this man respect and essentially idolize my entire body. He got hard and I was surprised. I honestly didnt know how well “it” would work, considering his age. But he was hard and throbbing and huge. He licked my pussy and I was so wet. I grabbed his head and pulled him toward me. I was aching for him at this point. I wanted to feel him. I told him to fuck me. He grabbed my hips and pulled me down the bed a little, and he started fucking me. It felt incredible and the entire experience was passionate and intense. He was saying things like “God I feel like I’m fucking a porn star” .. “omg your pussy is so fucking tight”.. “god your body is so fucking perfect” he made me feel like a queen and he fucked me so hard..
Finally, I got on top of him and rode him until I came. I was in ecstacy. After I came, he tossed me back over and took the condom off and finished all over my tits and my face. I was licking my lips. I loved this entire experience.
After that night, we continued an arrangement type relationship for the next year until I moved. After I got into a serious relationship, we called it quits. I’m 26 now, and i still think about the (now) 76 year old man that I fucked. I hope hes well. He was an awesome fun dude.

A MILF in the night [MF] [long]

I have never posted a story to reddit. Please feel free to provide feed back.

During my college days I was a very determined person. I had goals for my career I was working hard to fulfill them. Unfortunately that meant that I didn’t have much time for dating and girls. For my first year of college, I was in a bit of a dry spell. I had broken up with my high school girlfriend Abby and with the exception of a couple 1 night stands I had not had any sex.

During the spring semester I had gotten a job in an Emergency Room in a hospital near school. Having almost next to no skills, my job was to transport patients back and forth from the ER. Most of my shifts were from 7 PM to 2AM. When it was busy I just had to stand next to the wall and make sure I don’t take up too much space but at night things were slow and we were usually able to sit and maybe chat with the nurses, doctor and paramedics. Among these nurses, was Beth. In her late 30’s or maybe early 40’s, Beth was one of head nurses that worked at the hospital. To be honest she was not very friendly. Most nurses are insufferable bitches and she was no exception. She was the type that ordered people around and then trash-talked them when they walked away. However, she didn’t see me as a threat because our jobs barely had any overlap. Read more »