I’m 20 now, but this happened during my freshman year of college. On a random Friday night, a few of my girlfriends invited me to a house party. I was coming off a rough break-up transitioning from high school to college, so I was pumped to have something fun to take my mind off things.
I threw on a tight skirt and low cut top, hoping I’d be in some Instagram pics that my ex would stumble across. I genuinely had no intention of hooking up with anyone before I arrived. Once we got there though, everything changed.
There were a ton of tall, cute boys – one of whom particularly caught my attention. He had longer hair and seemed to be the life of his friend group. We eventually locked eyes (after I couldn’t stop staring at him lolol) and he made his way over to me. After talking with him and learning he was a bit older, I knew I wanted to at the very least make out with him. So we began swapping tongue, and I could tell he was a little drunk. I was too, but we both were vibing and I agreed to go home with him.
Fast forward to his bedroom, and he’s undressing me until I’m kneeling in just my undies giving him head. At this point, I could tell he had a case of “whiskey dick” because no matter how deep I swallowed his dick he just couldn’t get completely hard. He kept apologizing, and told me over and over he would be hard once he slipped inside me. Somehow, I agreed, climbed onto his bed on all fours, and presented my ass to him doggy style.
Before I had time to react, I felt his dick inside my ass and he began to thrust. I couldn’t believe what was happening, and didn’t know how to react. Everything I had read online mentioned anal taking lots of prep work, so I wasn’t sure how his half-hard dick with no lube other than my spit made it inside my ass. Unsure if I should say anything or if he even knew he was in the wrong hole, I decided to just arch my ass up and take his dick.
He ended up using my ass for about 5 minutes before I had to finally tap out. Even though he wasn’t hard, the sensation of having a dick in my ass for the first time was a bit much to handle for an extended period. We ended up jumping in the shower where he jerked off onto my ass. I woke up early the next morning and left without exchanging numbers and haven’t run into him since.
Source: reddit.com/r/gonewildstories/comments/ni3v39/at_18_i_f_lost_my_anal_virginity_to_a_drunk
Did you have fun at least? Do you happen to remember what panties?
24 Bi guy, I’d love to see you and your BF in your private subreddit