My name is Gabriela and this is the story on how I lost my anal virginity to 3 guys.
I was always very pretty, heck i knew it too. maybe that’s what always got me in a lot of trouble. skipping school and smoking pot with the bad boys, hard to say no when its always free. I never did anything with them though I was too young and scared of getting pregnant. farthest i had gotten was giving a blow job, getting my tits sucked on. little foreplay stuff. I had just turned 18 and was a Jr. in high school. I was 5’1 36c breasts, light white skin and a natural blonde although I always dye it jet black.
On one particular morning I was outside waiting for the school bus when my friend Edward came up and said “hey lets go to my buddies house to go smoke” me of course always down to skip school said “sure lets go!” Me and Edward had been friends since grade school and had gotten into tons of adventures together. Although he has had a crush on me for years, he was not my type, A bit on the nerdy and scrawny side. We were great friends.
We walked what felt like forever but probably was only a couple blocks until we reached an old looking house that looked like it had been painted white at one point and had 2 really loud furry black dogs in the yard. We walked into the yard and headed towards the backyard where there was a single stand along room apart from the house. kinda old but a cool room to have I thought.
Edward knocked on the door and a few seconds later a guy I went to school with answered the door. It was John. I had him for a class last year, he was a senior. He was tall with a decent build I always thought of him as kinda cute, except he was kind of a douche sometimes. The room reaked of pot and It was super messy with clothes everywhere, a mattress on the ground, a beat up desk with a computer and some fold old chairs. “I dig the posters” I said. “Thanks” replied John.
I sat on the mattress with my back against the wall and my backpack at my feet. “nice necklace” John said. “Thanks” I replied. rolling my eyes. Secretly though I liked the attention. that’s why I kept my shirts so low cut and always got told to button them up when I was in school. “You got that bud I gave you money to get?” Edward asked John “I didn’t skip school for nothing, as it is I think I’m going to have to go to summer school.” “Yeah D. has it. He went in the house to steal one of my brothers beers.
The door opened and in came who I assumed to be D. Holding a can of beer. I didn’t recognize him. he didn’t go to my school. he was a tall black guy about 6’3 with a build that looked like he could knock down a door. “Hi my names D” He said, looking at me. “Hey” both me and Edward said back.
By the next hour we had smoked so much we all we’re red eyed and giddy. Edward always going in depth about his conspiracies and theories, John talked mostly about his band and things he had gotten into, D. was a bit more quiet mostly just giving feedback on the conversation going on.
The conversation turned to girls they had been with, mostly John and D. talking, as i knew Edward didn’t have much experience in that department. “How bout you Gabriela? you score with any guys?” D. asked me. “No” I replied. “I don’t want to end up pregnant like some of the girls at school” D. took a sip of his 3rd beer. “Those chicks are stupid. you wont get pregnant if you wear protection”
“Don’t get me wrong, I’ve always thought about it hah I am a young girl after all!” Their red eyes widened. “Yeah you should try it. you’ll be hooked” D. told me. “YEAH! you would not regret it” John replied
I guess it was a combination of the weed and my hormones, maybe their pheromones were in the air but at that moment I really really wanted it. “well maybe we could try it sometime.” I replied to no one in particular.
“Who me?” they both replied. I giggled “I don’t care” Hey wait no, I’ve known her the longest so I should get to do it” added Edward. They began arguing about who would get to do me but I didn’t hear most of it. My heart was beating so fast and blood was rushing down to my pussy. I could feel myself getting super wet.
They settled that whoever had the biggest dick would get to fuck me. They unzipped their pants and right away D. won. He got on the bed with me and started kissing my neck and mouth and started undressing me. Right away I instinctively went for his dick and started sucking on it. I felt it grow in my mouth until it was rock hard at about 10 inches.
I could see John and Edward sitting on opposite ends of the room rubbing on their dicks. “Put a condom on so I could try to fit this huge thing inside me” “I don’t have one” He replied. “John give me a condom” “I don’t have any” Edward nodded his head. “Don’t look at me. I don’t have any” I started to slip my shirt back on when D. said “Wait, let me put it in your ass”
Half of me didn’t want to ruin their fun and felt a little pressured to do it and the other half of me was a little curious. “I don’t know, it might hurt” “I’ll go slow I promise. besides you cant get pregnant.” “ok” I told him “I want to start on top though. I want to be able to control it” he laid on the bed while I sucked on his dick and got it super sloppy and wet. “crap” I thought. I picked the guy with the thickest and longest dick to be the first one in my ass. nice going Gabriela.
I got on top of him and started to push my ass down on his cock but all it was doing was pushing up on my asshole. It was not going in. “Hold on I told him” I spit on my finger and slipped it in and out of my hole a few times. I got back on top of him and pushed down on his thick cock. I could feel the head starting to slide in a little bit I had about half of it in when i felt the other half just pop right in.
“Ahh hold it there!” I told him. I waited a few seconds until the small sting of pain went away and I started to rock back and forth on it. The first few thrusts were just the head but slowly each time i went up and down i felt me swallowing more and more of his cock. it felt AMAZING. After a while I sat down on his cock taking the whole thing. He pulled me down to him and kissed me while he trusted his dick in and out of me.
I could see John and Edward with their dicks out jacking off furiously. “I think we should give them a better view” I said as I got off his dick and repositioned myself bent over in the doggy position. Right away D. got on his knees behind me and pointed his dick back to my asshole. I felt every inch slide back in until he got back into his rhythm.
This position felt so good. I could feel him so deep inside me and he was stretching me so much. He began fucking me really fast. I started to rub my clit as my felt my orgasm approaching. Fuck me! I shouted! yesss. I’m gonna cummm.. ahh. As the waves of orgasm hit me I felt him grab my legs and push himself all the way inside me. I could feel his cock twitching over and over inside me until finally he pulled out and stood up.
I was still in the bed bent over I looked over to John and Edward and said “get over here, both of you!” without hesitation they both went over to the bed. John got behind me and Edward put his dick at my mouth. I started to suck on Edward and I felt John slide in me no problem. If he was concerned about a messy second fuck he had nothing to worry about because his dick was getting nowhere near where D. had left his cum.
Even though his dick wasn’t as big it felt amazing inside of me and I started rocking back and forth on it. my asshole practically begging for it, devouring it all the way with each thrust. I must of been good at sucking dick because I felt Edward start to breath hard and it looked like he was about to cum. I slowed down and just whispered to him “wait your turn k baby? don’t cum yet.” He nodded his head in agreement.
As my second orgasm approached I could feel John start to pump harder, “MMMmmm” I moaned. Just as I thought I was going to be able to enjoy the hard fucking for a while and cum, he beat me to it. He gave one long thrust into my butt and I could feel his dick twitching and unloading his seed into me. He gave my ass a slap and then pulled out. “thanks sexy, you’re officially a butt slut”
“Don’t call her that!” Edward shouted at him. “Its ok hun, its just dirty talk” I told him. “c’mon I want to feel you next” Edward gave me a kiss on the lips and then got behind me. A few seconds later I could feel him sliding into me.
Sex with him was a lot more connected. I could tell he really paid attention to my moans and what I liked and was pretty much making love to me. After a while though I wanted it harder so i started to rock back and forth on his dick faster. He got the message and began pounding me.
Even though we had never fucked before, feeling his familiar hands and body on me sent me over the edge and I began to climax. “I’m cuming baby AHhh keep going don’t slow down” I felt him fucking me faster and then I felt his cock explode inside me. I could feel each steam of cum gush in me until he finally thrust all the way in and stopped. I tightened my butt around his cock as he pulled out, milking him for everything he had.
I sat up and gave him a kiss on the mouth “that was great hun” we all sat in our chairs we started in. It was kind of an “in the moment” kind of thing and I felt a little shy once it was all done. D. and John had gotten dressed and Edward was putting his clothes back on so I decided to at least slip my bra back on. Trying to break the silence I asked with a slight giggle. “soo umm..did you guys want to smoke again?”
John passed his bong around and we smoked for about another hour. Talking about the same usual stuff we were talking about before. Edward sat next to me with his hand on mine. My head resting against his shoulder. At that moment I knew I had many more adventures like this to come…
Source: reddit.com/r/gonewildstories/comments/12fkdkh/f_i_lost_my_anal_virginity_to_3_guys