The Nerd Strikes Back [fmmmmmmm] [straight] [voyeur] [fiction]

*Featuring bittybytebaby as Ruby Warner.*

 

It begins with a late transfer to the 11th grade class of Urstwyn High School.

“Please introduce yourself to us, Ms. Warner,” says Mrs. Prior.

The alt girl with pale skin, tattoos, blue hair, and dark blue eyes rises from her seat to address the class. “Hi. I’m Ruby. I’m originally from Dalton. I was attending Dalton High School before I transferred here.”

Before the girl can sit down, Mrs. Prior asks, “And how did you come to move to Urstwyn, Ruby?”

“My dad got a new job here after he was fired for blowing up the laboratory he used to work at. It was an accident but he was fired anyway. Two people died in the explosion.”

A murmur goes up from the class, but it dies down quickly when Ruby adds, “I’m more into computers than chemicals, which is what my father is into. He’s a chemist. I hope to be a web designer someday.”

That first day for Ruby goes by quickly and before the final bell rings, she has a boyfriend named Quentin from 12th (final) grade and has given him a blowjob in the library.

The Night When [M]y [F]riend Told Me The Group Wanted to Hang Out

This all happened around 2008 to 2009 so my memory of how things unfolded may be hazy. Some details might be missing so please bear with me.

[Me and my girlfriend of 2 years broke up](https://www.reddit.com/r/gonewildstories/comments/e9jh89/i_m_decided_to_help_my_ex_f_with_her_thesis/). What’s worse is that due to the recession that year, I was demoted and transferred to a different department. I tried to make best of the situation by making new friends in the department and I was somewhat successful. The circle of friends I found were:

* **Con:** The oldest among us. She’s half Caucasian and around 5’7” in height. A single mom with 2 kids.
* **Danna:** We’re the closest. She’s around my age, full Asian, petite, and around 5’7”. She’s the one who’ll always message me to make sure I’ll go with them. She’s sensible to talk to so that’s probably why we were close. Danna’s married with 1 kid.
* **Heidy:** She’s also around my age and is close with Danna. She’s also half Caucasian but unlike Con, you won’t figure out that she has Asian in her just by her looks alone. Petite, around 5’8”, and the most beautiful among the girls. She also has a kid but is unmarried.
* **Chie and Ernest:** The two men included in this circle of friends. These two are inseparable, like brotherly close.
* **About Me:** 5’9” in height, 167 lbs., and I’ve always saw myself as looking average. I own a car during those times which was probably the reason why they always made sure I came to hang out with them.

Wine pong, with a little extra[FFM] Part 1

Laura moved her hand forwards. A small white ball rolled up to the end of her fingertips. With a final flick, the ball left her hand and soared across the table. She heard a click as she, Anna and John watched the ball start to fall. It moved down towards a red cup. It looked like a perfect throw. It dropped down and with a little bump on the back of the cup, it fell into clear liquid.

“Dammit, you’re winning again!” Anna complained. There were two cups left on either end of the table. Laura put her hands on her hips and grinned from ear to ear. She stood there in a matching blue bra and thong. She heard another click that almost had her look over to John. But she did not want to look away from Anna. The game was close, and Anna sunk her last three shots. Now though it was her turn to have another drink. This game however was not just a drinking game. And Laura was not going to let Anna off easy. It was her idea after all.

Mom set [M]e up with her best [F]riend

I was 18 and still living at home when my mom told me during a conversation that her friend Maria had been having sexual dreams about me. At the time I didn’t think much of it, but was flattered and surprised she would see me that way. My mom at the time was 40 and Maria was only 29. They had grown to be friends because of mom’s friendship with Maria’s long-time boyfriend Jose. Jose and I would hang out and get high while the ladies would catch up and talk for hours. He was close to 50 and had a million stories that would easily pass the time. So not long after I was told about Maria’s dreams, Jose and Maria broke up (they were on and off for years honestly) because he’d been cheating on her.

The Set Up: My mom was heading out of town for a weekend with my grandparents and suggested I hang out with Maria to keep her company since she was depressed about the breakup. I told her I would probably be hanging with friends and that Maria likely had plans with her family or something. Mom didn’t accept any excuses and called Maria. She told her that she’d be gone and that I’d love to hang out with her. She threw the phone at me and said “Just help her get over all the bullshit he caused”. I got on the phone and we agreed she would come over the first night Mom would be gone.

[M]y very quick co[F]fee date become a Reddit success story

I’m a long time male lurker but this is my first post here. I would use my main account but too many people know me on there. This happened a couple of months ago, I hope you all enjoy.

Even though I’m well into my 20’s, I only have moderate sexual experience. Before this encounter I’d had less than 5 sexual partners. I didn’t think there was anything wrong with that but I wanted to explore a bit more to see what’s out there. I did know what’s what in the bedroom though as I’ve had nothing but good reviews so far. I already knew dating apps haven’t worked for me so a friend of mine mentioned to try Reddit instead, I figured why not give it a try. I found some R4R subreddits to post in, advertising I wanted to find someone to have some fun with and making it clear it was about the women first. I put my post up more in hope than expectation (if you’ve been on an NSFW R4R sub before you’ll know why) but I still tried to make my ad stand out as best as possible. After a day or two I had 2 girls messaging me and even met one of them for a drink but things didn’t go any further.

My wife [F] had some group experiences before we met

My wife enjoyed a couple of groups sex experiences before we got together

My wife has a very intriguing sexual past (she is now 27). About a month before we got together she was on a night out celebrating her 19th birthday and she met up with a guy she had been having a casual relationship with.

He said that if she wanted she could go back to his place and get a ‘present’ from him and 2 of his friends. Pretty interested, a little drunk and very curious she went back in a taxi with them. She said they got her straight into the living room and stripped her off before taking her in different positions for a good hour to two hours before all finishing on her breasts and stomach.

However it didn’t finish there as the next day she told her guy friend that she enjoyed it and he said she could go over tonight if she wanted round 2. She said she would come over for a few drinks and see how it went. Sure enough after a few drinks she ended up losing her clothes again and this time in the bedroom with the same 3 guys plus 2 more. They took her in turns for several hours and tag teamed her before again finishing on her body.

[FFM] [rape] She lured me to him

I see her in the gym all the time. She’s tall and really cut. Gorgeous body, long hair, and blue eyes. I’m straight and married but I find myself occasionally looking at beautiful women and wondering what it would be like to be with one. With my husband, I tend to be the dominate but sometimes craved being used.
After weeks of small talk, Samantha asks if I would like to come back to her house for coffee. She said she had a repair man coming over and needed to be there in case he showed up early. My husband and son were out of town for the weekend so I figure, what the heck.
I followed her home to a sprawling farm. Her house was huge and beautifully decorated. We went to the kitchen and she made us some coffee. We chatted a bit and then she asked if I wanted to see the house.
We started in the basement, then the main floor, and finally upstairs. She showed me all of the bedrooms and we approached the last room. She called it her “relaxation room”. A place she has all to herself to meditate and have alone time.
The minute we walked into the room, I realized our idea of relaxing was very different. The room was huge with a king bed. At all four corners of the bed were straps. On the night stand was a tray of every sex toy you can image and hanging from the ceiling in the corner was a swing.
I immediately turned around to leave but she caught me by the arm, turned the key in the deadbolt, and threw it across the room. Before I knew it, I was on the bed. She was sitting on top of me, pulling my shirt and sports bra off before putting the wrist cuffs on. I was freaking out. She wasn’t talking. Just focused on getting me secure. She pulled my pants down and cuffed my ankles.
I was completely immobile. I asked over and over why she was doing this. She said “because I know you want it. I see you looking at me.”
After she undressed, my vision of a demur housewife went out the window. She started violently attacking my breasts with her hands and mouth. Sucking my nipples, squeezing my tits, biting, pulling. I arched my back to try and get away but the more I arched, the harder she pulled my nipples.
After what felt like forever, she moved one hand down my body and started rubbing my pussy. She said over and over, “see bitch, you know you like it. You’re soaking wet.” She was right, I was. I couldn’t believe how my body was betraying me.
She started with one finger, then two, then three. All the while she had a firm hold of my tit. The more I struggled, the more she pulled.
She released me for a minute and I thought it was over. I began to breathe normally and tried to think of how to get away. Then I heard a sound come from the tray next to the bed. She grabbed a shiny object. I had never seen anything like it before. It looked like a spade on a playing card. She climbed back on the bed, squirted lube on what I now realized was a butt plug, and slowly started to rub it against my asshole. I begged her to stop. I had never had anything in my ass and I had heard horror stories about how much it hurt. She said she didn’t care and that she needed to get me ready for what was coming next.
She pushed the plug in and I screamed. As quickly as it went in, she pulled it back out. I don’t know what hurt more, it going in or coming out. She did it again and again, finally leaving it in as she licked my pussy and sucked my clit.
Then there was a sound at the door. I thought I was imaging things until it opened and a man appeared. He had to be 6’5” or taller. Extremely muscular. He was completely naked and asked Samantha if I was ready. That was when I noticed his cock. Holy fuck it was huge. Not just long but thick. Thicker than I had ever seen. My husband was average sized and in certain positions he felt huge. I was terrified.
While Samantha took off the wrist cuffs, he removed the ankle cuffs. He picked me up and carried me over to the swing. In one motion, he had me face down and she cuffed my hands to a bar on the wall. He put my feet in straps and she crawled under to position her self in front of me between my bound arms. I beg them to stop. I told them I would never tell anyone if they would just let me go.
I could only see Samantha and she was smiling. She looked up at the man she called Eric and asked him if he was ready to play. At that moment, he pulled the plug out and slammed his huge cock in my pussy. My body shot forward. The swing had a spring where it attaches to the ceiling, I bounced a few times before Samantha caught my shoulders. She sat down on a stool in front of me, shoved her huge tits in my face and told me to start sucking. As Eric pushed his cock in and pulled it out, my face was being guided by Samantha. She had ahold of my hair and kept whispering “suck them bitch or I’ll make him slam you harder”.
My pussy was burning. I had never been stretched like that. After a few minutes, he stopped. I thought it was over but then I realized he hadn’t cum. My mind raced. What could possibly happen next that they hadn’t already done to me? Then a flash ran through my head. Samantha had said the plug was to get me ready for what was coming next. I started screaming. There was no way his cock would fit in my ass. The plug hurt so much and his dick was twice the size. I head a squirting sound and something cold on my ass. He pushed a finger into, then another, then a third just like she had done with my pussy. I heard him moaning and telling Samantha to lean over me and get me ready.
I felt her hands on my ass, spreading my ass cheeks and giggling. Then it happened. A pain I had never experienced before. It started and stopped. Then I felt it deeper. In and out, deeper each time until I felt a pop. OMG his cock was in my ass.
I couldn’t breathe. I couldn’t think. Samantha’s pussy was in my face, Eric’s cock was in my ass. He went slowly at first, but eventually picked up speed. His moans got louder, her commanded to pound me increased. I was their fuck toy. The more I struggled, the more it hurt. I tried to calm myself down, willing myself to like it in the hopes it would make it easier. Eric let out a primal yell and came inside of me. After he pulled out, he smacked my ass hard and told me what a good fuck I was. Samantha leaned down, kissed me softly and caressed my face.
They unhooked me from the wall and swing and left the room. They went into the master bedroom and lock the door. I heard Eric say that I was the best fuck Samantha had ever brought him and that she was going to get her reward now.
I grabbed my clothes and ran downstairs. Cum was dripping out of my ass as I pulled my pants on. I threw my shirt on without the bra and ran to my car. Once I got down the road out of sight from the house, I pulled over to get my bearings. I could not believe what had just happened.
For days after, my ass burned. I had flashbacks, remembering every detail. The problem was, the more I remembered, the more I got turned on. I even masturbated to the moment he walked in and I saw his cock. This went on for days and the desire to feel all of it again got stronger. I would see Samantha at the gym and my pussy would get wet. I could feel her tits in my mouth and his cock in my ass.
About three weeks later, I saw her walking across the parking lot, looking in the car windows watching me. She got in her car and I got in mine and I followed her home.
It turns out, being their fuck toy was my dream come true.

Chapter 1: How The Fling w/ My [F] Professor [M] Began While I was Studying Abroad in Europe. [Teasing] [Long]

# *I kept a journal throughout this entire time period, so all the details are accurate & true.*

**So, for context, when I was 21-22 I had a fling with a professor in his mid-late 30s while I was studying abroad in Europe**. This prof was from the university I was attending, but was going on the trip because he was potentially taking it over. We had started the class(es) about a month before departure & all the profs & students going on the trip attended ea. meeting. We even had a cookout at one of the profs houses the week before we left. This was to help everyone get to know each other, so with this in mind, I already knew him a bit before we even got to Europe.

While in Europe, everyone became close knit as we would have dinner together as a group, watch films together, go to pubs, go on “field trips”, many of these things the profs also did with us. All of us even lived in the same building, only being separated by a floor or two. All of this helped set a very laid back tone for the whole trip and everything felt a bit removed from typical academia.

My first [MFM], a night of getting used like a slut [F28]

This one has been on my list for a while now: a proper MFM. Last week I visited the Young Amsterdam Munch. Not with the intention to meet anyone, just to have a fun night. At the end of the night I met a nice guy though, and we had a chill conversation. He is a dark haired good looking Italian. Let’s call him ‘Marco’ [31] for the sake of my story. I don’t know what it is, but dark haired/Southern European guys really float my boat and lucky me Nick [32] is exactly that. I could definitely picture Marco, me and Nick having some fun.

Marco and I talked some more on fetlife and he told me he would very much love to join us. Nick really encouraged me to bring my inner slut out and we set a date for later that week. I WAS SO EXCITED. Nick asked me for my MFM fantasies and how I wanted the night to go. They had some brief contact together.

[MFM] My wife and I enjoyed our trip to Spain pt.3

The last part of my wife’s and my fun in Madrid, here is the [link to part 1](https://reddit.com/r/gonewildstories/comments/de8tk7/mfm_my_wife_and_i_enjoyed_our_trip_to_spain/) and [part 2](https://www.reddit.com/r/gonewildstories/comments/e13qlq/mfm_my_wife_and_i_enjoyed_our_trip_to_spain_pt_2/):

We crossed the lobby of the hotel heading straight for the elevator. Once inside, Pedro and my wife began making out, his arms wrapped around her, one hand squeezing her plump ass cheek. My cock twitched watching my wife’s moment with a man who only yesterday was a total stranger. The elevator door opened at our floor ending their moment as we all headed quickly towards our room.

I opened the door, and headed in to take off my shoes and settle in. As the door closed behind them, they were back at it. Pedro had my wife pushed against the now closed door and they were kissing again. He had her dress lifted up, and was running his hands in and around her panties as they kissed.

Watching them out of the corner of my eye, I kicked off my shoes, and started to undress. My cock was fully hard as they continued to play inside the entryway, it was as if they had forgotten I was there. I sat down and started to very slowly stroke my cock as I watched them.