gonewildstories Archives — Page 1869 of 5640 — NSFW story

College Sexcapades: Part 4, Pegged by college feminist II [MF]

Pegged by college feminist round 2 [MF].

So a little more about Taylor before I dive in deeper. She was a 5 foot 10 inch tall redhead petite college feminist. She had perky C cup breast with a great ass. She was very toned with tattoos on her forearms and thighs. She was very innocent in public and a tendon queen when the bedroom doors were shut, Now onto the story.

After my first session with Taylor I felt a bit shameful. I had never though about receiving ass play or in that fact being fucked with a rubber penis. As the days went on I was feeling better about the situation and decided I enjoyed what we did and that was that. I wasn’t going to put labels on the act other that it was pleasurable. But I caught myself thinking about her pretty frequently. I decided I would ring her up but behold within an hour I received a snap from her. Read more »

College Sexcapades: Part 3, Pegged by college feminist [MF]

College Sexcapades: Part 3, Pegged by college feminist

This is taken from another account I had that I lost the password for

After my fling with Jay we were really close. My other roommate Ross found out I had sex with Jay and she thought it was funny I banged both of them. I hooked up with them throughout the year but never officially dated either, just more of a fwb when I or they hit a dry spell.

One day Jay introduced me to her friend Taylor. Taylor was my height at 5 foot 10 and was a sexy petite redhead. She had tattoos up and down her legs, full arm sleeves and also an under rest tattoo.

The first night I hung around her she gave me her whole life story and how she was a strong feminist. I was raised very conservative but her allure drew me in. I asked Jay about her and she said she was single but was a bit crazy and but a fun time. I could agree. Read more »

College Sexcapades: Part 2, Pounding my chubby roommate [MF]

College Sexcapades: Part 2, Pounding my chubby roommate

I’m my last entry I told about my hookup after the bad with my roommate Ross. We booked up and turns out my other roommate Jay saw and heard us, she asked me about it and this is where we cut back in.

Jay was a cute girl. She was around five five with pale skin. She was a brunette with huge tits and a chubby ass. She had come onto me before in the dorms but I never accepted her advances. This time was different.

Jay said to me in the living room, “ O saw you and Ross last night, might want to close the door next time.” With a grin on her face. She pasted me a joint and I took a hit and said you must have been curious because you have to go up stairs to get to the actual room.

She said she was and asked me about the experience. I was vague but said I enjoyed it. She asked me more detailed questions but I shrugged them off. Jay was cute but was a little too needy and forward, so she hadn’t been with anyone in a while. Read more »

College Sexcapades: Part 1, hooking up with my college roommate [MF]

College Sexcapades: Part 1, hooking up with my college roommate [MF]

This will be the first part of my stories about my hookups and crazy sexcapades through college. For a little background info, I did ok in high school but really gained confidence and started to get good with girls freshman year of college. This happened sophomore year.

At the time I was 20 years old. I was beginning my sophomore year of university and this year was great because I had my own place. I was living with one other guy and two girls that we were pretty close with.

My one roommate who this story is about, let’s call her Ross. She was a five six brunette with the fattest ass and perkiest tits. Her and I were neighbors in the dorm and this is where we met.

Her and I were pretty close friends all throughout my first year at school. We partied studied and hung out quite frequently. There was always a bit of flirty ness and sexual tension between us but I never pursued it. Read more »

The girl in the hotel window [MF]

This is an extension from my previous post, for those who didnt read here is a summary: Met a Swedish girl at a local event, went back to her hotel room with her and her friend, got a blowjob in front of the friend, and then fucked in the shower. It was bliss. Have a read if you want some expansion on that story!

Since then, I have been texting on and off with Anna (said Swedish girl). From our texts (incl. sexting) it was pretty clear that we both have a high sex drive and are sexually attracted to each other. Unfortunately for me Anna lives in the next state so the chances of hookups are low. However that was until Anna text me saying that the following week (this week) she would be in my state for work, albeit a different city that is 3 hours away. We come to the agreement that I would 100% drive there to have another sex session with her, excitedly she agreed. She was arriving Sunday afternoon, so we arranged that I would meet her and stay Sunday night in the hotel she had booked. In the days leading up, the sexual tension was palpable and the sexting very heavy. Sunday eventually arrived and I made the 3 hour drive up the in morning and met her around 4pm at a cafe. We quickly had a coffee then headed straight to the hotel room. Read more »

I provided a young intern with valuable experience! [FM]

A few weeks ago, I was entering the office behind a hot Asian guy who held the door open for me. He was very extroverted and we made conversation as we walked: turns out he was an intern here, on summer vacation during college. He picked up on my very slight accent, and it turns out that although he’s Chinese-American, he can speak Mandarin too. I may or may not have flirted with him a little in Mandarin ;) He added me on LinkedIn later that night.

I didn’t think much of it again, until last Thursday at the office, we bumped into each other at the parking lot and had another conversation. Damn, he looked good in his suit. I asked him how the internship was going and he said that the next day (Friday) would be his final day, and he probably wasn’t going to stay on with our company. He said that it was a shame that we never got to chat more often.

The cogs were spinning in my head. This was my last and only chance to see this hottie. I took the risk. “Well nothing’s stopping us. I was just going to cook at home tonight, want to join me?” Read more »

[M] How to approach women who grew up in conservative environment

I’m a bit concerned cuz i have seen few incidents on how violent women react to love proposal & i like a girl in singing club i am worried how she may react

I tried few dating apps(6-7) no one uses them here in my town(people use dating apps mostly in metropolitan cities because they are far from parents/relatives doing a job & people in cities are a bit modern)

Case-1:

In my school my best friend used to put a big bar chocolate in her crush bag for few days then one day he put both chocolate & letter then got surrounded by her & her friends then one girl pushed him down & warned him for few minutes & also verbally said some nasty things (he is top 3 muscular guy in our class won many wrestling matches he could have taken them all down but gentlemen never hurts women)

Case -2:
Other friend had a crush one a girl one year younger than him. We like idiots forced him to confess his feelings to her. He confessed to her in front of us “he said: i like you & i want to be spend most of my time with you ” she said: i am not interested, then we went to our class Read more »

My second Doordash delivery dare [F]

For all those following my little delivery dare series, this is the story to go with our second Doordash delivery dare. I wore a red plunging playsuit. It’s probably more a beach coverup and exposes my boobs as I walk or with the slightest bend. There’s a picture of me wearing it on our page if anyone needs a visual.

As always, I was both nervous and excited for the dare. All I had on was the playsuit, no bra or panties. The playsuit it a bit small on me, or my ass is now too big because about half my cheeks are visible and a lot of cleavage.

“Ok, he’s coming, get ready babe”, my husband said as he peeked out from behind the blinds. I quickly set up the camera to capture the video and waited patiently until I heard him walk on the pebbles outside out front door. Knowing he was close, I looked down to make sure I was “appropriate”…one boob pretty much out, both nipples out…perfect. Read more »

I [40F] Had Sex With My Brother-In-Law’s Divorced Brother In His Hotel Room [M32] . [FM]

[Scroll down to *** if you want to skip to sexy times]

My sister “Josie” and her husband “Michael” were having a bunch of people over to their house for a pool party to celebrate Josie’s birthday, and they invited me.

“It’s just going to be people from the neighborhood, some family, and a few friends.” Josie told me.

She’s my sister, so of course I was going.

“Don’t forget to bring a swim suit!” Josie said.

During the week, I bought a new bikini that flattered my form, and even got a Brazilian wax afterward. It’s been a while since I’ve been swimming in anything but a one piece.

By the time that I got to the party, it was already in full swing. Michael and Josie were already pleasantly buzzed, and the rest of the party was closing in fast.

My sister, Josie, who is gorgeous by the way, was wearing a bright pink bikini. When she saw me, she gave me a big hug.

She introduced me to a lot of people before introducing me to Michael’s brother “Morgan.” Read more »