gonewildstories Archives — Page 3750 of 5640 — NSFW story

Losing My Virginity to A Hung Friend [FM] [Long]

Ok. I’m a long-time lurker and now I am finally having stories of my own to share! This is very long, so if you don’t care about background, then I encourage you to skip to the paragraph with asterisks!

So way back so long ago in April I was an 18 year old high school senior. I was also a virgin with a sincere and burning desire to no longer be one. The problem? I’m a total nerd. Like weekly D&D, have 5 real MTG commander decks, wannabe computer programmer nerd. All my friends were equally as nerdy, with the exception of a very few people that I talked to off and on. I had only dated two guys very briefly, and my ability to be flirtatious and sexy was nonexistent.

I did have it working for me that I’m not bad looking. I got lucky in the genetic lottery, and that’s helped by the fact that I take good care of myself. I have long, straight brown hair, a thin frame, and 34C boobs. I don’t dress particularly sexy but instead rather simply. I sometimes wear glasses, but I usually choose contacts instead. Read more »

[MF] BDSM some of the best role play out there – another top 5 story (part 1)

Okay since you guys enjoyed my last post I’ll tell you about another one of my top 5 experiences. But it’s just part 1. Lemme know if you want part 2 after you read.

This one occurred this year actually, back in January. About 3 months before that I met a FWB on tumblr. She was sexy. She was black, big titties, fat ass, a lil chubby, but the perfect body proportions. She also had this tattoo right in between her tits…it was pretty sexy. When I originally reached out to her she seemed very timid, but as I soo. Found out she was a closet nympho. I usually don’t post my face on pics b/c of my career being very public. It just so happened that she responded to a dick pic lol (when does that ever happen?).

Anyways we talked for a while on tumblr, and it finally came to us meeting up. Before we met up she did not give me a lot of details about her, so she was very mysterious in a way. Read more »

Hooking up with a Hawaiian goddess [MF] (Part 1/3)

This story starts off 7 years ago in August of 2012 when I was just shy of turning 22,

I was going to be spending the next 5 and half months studying abroad for a semester at the University of Hawaii. I had an apartment leased out for the duration I’ll be here not too far from campus and I ready to take on what was next for me. After spending a day resting in my leased apartment I decide to step out and explore the area for a bit. I knew there were some places to eat around here but didn’t know which one to pick.

I found myself wandering aimlessly for a bit from block to block until I get to a street corner and look around like a typical confused newcomer to the area, definitely felt like a fish out of water. “You lost?” I hear someone say behind me. Read more »

[M]y first time [roleplaying] with my adorable theater geek G[F] during our lakeside cabin getaway

You can find my previous stories in my post history. My last two may not have been as popular as the first ones but I still love writing these. Enjoy.

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As the month of May expires down so does the school year, and I was expecting a long time away from Rocky. However unbeknownst to me, Rocky and three of her theater friends decided upon renting a townhouse together just a few blocks away from my apartment. She briefly went home until mid June when she loved back in town. I helped her move her stuff in alongside her parents and have dinner with them before they drove back home. For the first few weeks it was an absolute paradise with her just a short walk away. We were deeply in love then and we still are right now, and thus summer was shaping up to be the best one ever. Read more »

[M]y [F]irst love was a stripper

This story is from my early 20s, so it’s not recent, but it is something I wanted to share the story of. This is about my ex-girlfriend Cindy, or we can call her by her stripper name, Cinnamon. Cindy and I were high school sweet hearts. We met when we were 16 and had a mostly normal teenage relationship, except that we grew up Hollywood adjacent and were into the club scene a bit. We had a good time exploring sex and new desires together. She always had that stripper’s body, and would give clumsy, but well intentioned lap dances as she treated 18 year old me to a special occasion.

But then it all came crashing down. We had our problems, I didn’t know how to really treat a woman yet and she was a bit of a wild child I couldn’t fully tame. She had been acting weird, being hard to get a hold of and I confronted her. Some club promoter she met in Hollywood had seen her dancing in a club and offered her a chance to move to Vegas and work at his club. Yes…a strip club. But he supposedly had a lot of connections in the dance industry and he was going to make her a star. It was something out of a bad 80s movie and she was falling for it hook, line, and sinker. The more I tried to convince her he was a sleaze, the more I seemed like a jealous immature thing she needed to get away from. And one day…she was gone. Read more »

[MF] 8-month sexual buildup release while high as a kite

I met Sean when both of us had some time off and were crashing at a friend’s house in Boston. Both of us were gonna be there for 2 weeks in February and we overlapped that one week in between. Our friend went to bed early during the week and we stayed up and watched random movies, drank and talked and eventually passed out till noon.

The night before he left I wished we had more time to get closer because I liked him. We were sitting on the couch I slept on and he was telling me about his brother and nephew so he started to show me some pictures on his phone. I pretended to not be able to see properly from where I was sitting and moved as close to him as I could that I could feel
his breath on my ear. He took the hint and put his arm around me. I rested my head a little on his shoulder and we continued to talk like nothing was happening and like our hearts weren’t pounding out of our chests. Read more »

How I [18F] ended up cuddling naked with my cute friend [FF]

There’s this girl I’ve always had a crush on for about a half a year now. She has the prettiest smile and bluest eyes. Wavy, light brown, shoulder length hair with long bangs. Freckles spread across her face. Very petite with the cutest tits I’ve ever seen. Plus, we have so much in common it’s crazy. It’s like I’m talking to my kindred spirit. We just click extremely well and I absolutely adore her. I knew she was bi, but I never thought I had a chance.

We’ve gotten really close over the course of a couple months, but her first time at my house was just days ago. We spent it playing video games, listening to music, walking in my neighborhood, watching funny videos, and laughing at our own dumb jokes. The day was so great for the both of us that she wanted to spend the night. My dad was out of town, so I happily agreed to let her stay.

I let her wear one of my shirts to sleep in. She changed into it right in front of me. I decided to just take off my jeans and bra, leaving me in an oversized band shirt and panties just like her. Read more »

Panty Fetish leads to Cum Snack [FM]

Hookups aren’t unusual to me, but lately most of them have been boring. Some have left me with bruises, but I’m saving those stories for another day.

Tonight I met someone else. He was handsome and charming, but I was intrigued that he said he had a few fetishes. One of them was eating pussy. He mentioned that he often fantisizes about going down on pretty girls and that others have said he was good. I know he wanted me to test him. So I did.

Slow at first, he lowered his face down between my legs. I was already wet from making out while on top of him earlier. Now he was below me, mouth open and eyes looking for my reaction. I could feel his hot breath on me. His tongue slid around my lips, teasing and exploring the entrance. Then he went deeper. I felt him rub his tongue on all sides of me. Gasping and moaning, I spread my pussy lips with my hands. He ate me even more furiously. His tongue vibrated against me as I gushed. He dug deep into my dripping wet pussy and I felt my juices trickle down my ass. I was making a mess on the bed but it was only the beginning. Read more »