The Thanksgiving weekend that I unintentionally lost my anal virginity & slept with 3 guys [FM]

It was my senior year of undergrad/university and I had just been dumped the week before from an intense relationship and was pretty upset.

I was spending Thanksgiving day with one of my best friends so I had her stay over at my apartment on-campus the day before and we decided we wanted to go out that night.

**Guy #1**
A former FWB of mine (let’s call him Tyler) had posted about an EDM show happening at a venue in downtown and I reached out to Tyler and asked if he’d be there. We chatted for a bit and told him about my recent breakup and hinted I was looking for fun. Tyler said to come find him when I got to the show.
My best friend & I pre-gamed and made our way downtown, I wore leggings, a cropped tank top, a leather jacket & boots. I was pretty excited to just be out and have the possibility of getting laid. I drank a bit more at the bar in the venue with my friend and felt a hand slide around my waist. It was Tyler with a beer in his hand and pulling me away from the bar with the other.
Tyler pulled me into a corner and kissed me hard, trying to feel up my ass and tits through the thin materials that I was wearing. People were walking by & not wanting to get caught, Tyler found an empty area of the venue that looked it was being used for storage. He pulled me down onto a bench bent me over & pulled my leggings down to my knees. He went on to finger me til I came all over his hand and shoved 2 fingers in my mouth to give me a taste. I heard him unzip his jeans and the rip of a condom wrapper & felt him rub his dick along my wet pussy before shoving himself inside of me. The music was loud & you could feel the bass vibrating throughout- I moaned so damn loud, begging him to fuck me harder. He pulled out and I thought he was going to get back to fucking me when I felt him pressing against my much tighter hole, my asshole. I was so in the moment that I didn’t even think about what the fuck was happening and I braced myself against the bench & wall as Tyler spit on my asshole as he started fucking my ass faster. The pain and thrill of it was new to me on top being a bit drunk, I started rocking back & forth against his cock and felt his cock throbbing in me before he groaned and came. I pulled myself together & kissed him and left him there to clean myself up. Sitting at Thanksgiving lunch the next day was rather rough I will say that much…

**Guy #2**
After Thanksgiving day, my best friend & I were invited out by some friends to go Black Friday bar-hopping in a different area of downtown. We got ready and taxi’d to downtown. Met up with our friends and went to two bars before we made friends with another group of people from a nearby university and we joined together for more bar-hopping. One of the guys in the new group mentioned a bar I’d never heard of and came to find out it’s a strip club/topless bar. I had never been to a strip club before and I didn’t get anything more than a few drinks but my best friend decided to call it a night and I made sure I could get home alright. I was about to leave when I bumped into Brad, a guy I’d matched with on a dating app a while back but we never got a chance to meet up. He was there for a bachelor party and invited me to join them. Not one to turn down more free drinks and another potential lay- I joined them. Brad & I talked & flirted while we watched the rest of the bachelor party get lap dances & order more booze.
I suggested to Brad that we leave and go back to his place. We got a taxi and once we got in the dark taxi we just started making out like 2 horny teenagers not giving a shit about the driver seeing us. We stumbled out of the taxi and into his house. We got to his bedroom and I dropped to my knees and undid hid pants to reveal a decent sized cock. I took Brad into my mouth and stroked his balls as I moved up and down his shaft and deepthroating him. After a bit Brad pulled me up & we pulled off my clothes and I laid on the edge of the bed and Brad ate me out and fingered me, I started to get a bit loud but Brad grabbed my throat and shushed me. Putting my legs on his shoulders, Brad slid his cock into me and I felt my pussy tighten around him and I tried to moan but he gave my throat a gentle squeeze and he teased me with slowly sliding in and out of me as I whimpered and tried to tell him to fuck me harder.
He started to kiss my lips and down my neck and surprised me with a hard thrust into me. I damn near shot up as I felt his thrust and his balls slap against my ass. He fucked me relentlessly and the rest of the night was a literal blur but I woke up the next day with a very happy & sensitive pussy. Brad drove me back to my apartment and we made a date for the following weekend (didn’t even make it to the weekend before we fucked again).

**Guy #3**
After Brad dropped me off & I had a long shower & dozed in & out of sleep from exhaustion and soreness. My phone rang and it was my most recent ex, Jake, I answered and he said he had some of my stuff that I had left at his place and could I come get it. I told him fuck off and if he wanted me to grab it he’d have to bring it here to my place. I went about my afternoon and got a knock on my door & there was my ex with a bag of my things. I grabbed the bag and told him thank you and to leave, Jake stated he wanted to talk. I proceeded to tell him no and my roommates were here (a lie no one else was home) so I’m not having any discussions with him while people are around.
He asked if we could just go to my room and talk then, I let him in and ushered him to my room.
I began to rant at him for being an ass after everything we’d been through and dumping me and why would you want to fucking talk now. Jake rummaged through my bag of things he’d brought and pulled out a 6 inch, rather girthy dildo, one that we had bought together at a sex shop but never used it for whatever reason. He handed it to me and told me we’d never used it, let’s try it now before I fuck off. I was irritated as hell with him & seeing that he had this stupid grin on his face knowing how much I had loved sex with him before- I said fuck it. I stripped off my sweats & hoodie and Jake moved between my legs and saw my bring pink pussy & throbbing clit, not knowing I’d been fucked less than 12 hrs before, and sucked on my insanely sensitive clit but I grinned and bared it while he pushed the dildo into me and I could feel the soreness hit me again. Jake fucked me with the dildo for only a few minutes before I came with how sensitive I was. I kissed him and told him I wasn’t done yet & laid him on the bed and slid his jeans & boxers down just enough to have his hard cock out of his jeans, I slid my tongue up & down his cock and spit on it before straddling him and riding him. I bounced up & down his cock and pulled his hands to my tits where he pinched and squeezed my nipples hard. I slammed my pussy down on his cock harder and squeezed my pussy around him and could feel his cock tighten, ready to cum. I kept at it until I heard him groan and felt his cum shooting into me. I hopped off and sucked the tip of his cock for a minute before I made my way to the bathroom and told him to leave by the time I was done showering again. 15 minutes later and he was gone.

Source: reddit.com/r/gonewildstories/comments/mm1zh5/the_thanksgiving_weekend_that_i_unintentionally

2 comments

  1. Nicely done! The ex sure got lucky getting to creampie you one more time. Did Brad get the same treat?

Comments are closed.