TL;DR Finally losing my virginity at 19 on holiday while my friend fucks someone else on the bed next to me.
A couple of days before my 19th birthday, I went a lads holiday, there were five of us on the holiday and we were sharing two hotel rooms, I was in the room with only two of us. A couple of days into the holiday and my mate who I shared the room with, had taken a girl home every night and I’d fallen asleep to the sounds of fucking and moans, I may have even watched and wanked a couple of times but it wasn’t the first time I’d done that (look at my other posts on here)
On our third night, on my 19th birthday, we were on a boat party all day, all of the holiday reps knew it was my birthday and that I was a virgin so I was involved with all the games, 18 to 30s holidays were known to be crazy so I was paired up with a woman who’s birthday it also was and the game was to cover each other in the most chocolate sauce, we were going head to head with another hotel, what I didn’t know was once I covered her in chocolate I needed to lick it off of her body and cleanest body won. I was incredibly nervous and the only thing I had on were swim shorts and if I even got a semi it would of been visible to everyone, as I licked the chocolate off her neck, cleavage, stomach and thighs. I didn’t get a semi, I had a full hard on, that had no sign of going down anytime soon, even in front of 70+ people I was hard, I’d never been as embarrassed in my life. This was also around the time in my life when I thought I had a small cock so I thought people were laughing at the size not just laughing cause I was hard in front of everyone.
Later that night after we got back from the boat party there was another event at a club on the main strip, this is where I bumped into the same girl I licked chocolate off earlier, she laughed and asked if I was still hard, I laughed a little and told her that I wasn’t but if she kept dancing like that I would be, we hit it off and spent all night together, she kept grinding on me and asking if I was hard, feeling her ass against grinding me made my cock throb and I couldn’t believe what was happening, I was the nerdy virgin, I didn’t get the hot blonde with an incredible ass.
After drinking all day and all night, I finally made it back to my hotel but this time I wasn’t alone, 8 had the girl who I licked chocolate off and danced with all night with me. As we entered my hotel room, I didn’t know that my friend was already back in the room and already pounding some random girl into his bed making her make all sorts of noises. I was scared that the girl I’d come back with wouldn’t want to have sex if my friend was there but she pushed past me and went straight over to the empty bed and sat there looking incredibly sexy as she stared at me, I walked closer and she smiled at me as she could clearly see I was already hard in my shorts.
I saw on the bed and we immediately started making out, my hands explored her body and her hand rubbed my chest but quickly found their way to my throbbing cock, she stroked me through my shorts and undid my shorts reaching in, all the while I could still hear my friend fucking this other girl right next to us. The girl knew I was a virgin so she laid me down and stood up, pulling off her short blue dress revealing her incredible body and underwear, I couldn’t even stutter I was so speechless, I probably just had a stupid grin on my face. Next thing I know she’s completely naked and walking towards me, she pulls off my shorts and my cock sprung free, I just remember her looking at it and smiling. I pulled my t-shirt off and she sucked my cock, taking the entire thing in her mouth, within seconds her saliva was all over it. I was in heaven, it was my first blowjob and I didn’t know I’d it was a good or bad one, I’d later find out that was one of the better blowjobs I’d had in my life.
She kept smiling up at me with a mouth full of my cock, I didn’t know where to put my hands so I just kept them by my side, she sat up and moved her pussy over my cock and began to rub my cock against her soaking pussy, I desperately wanted to thrust up and lose my virginity before something fucked it up, I didn’t have to wait long before she sat down and took my entire cock deep in her, hearing her moans in my ear nearly made me explode instantly but I think a day of drinking made me last longer. I looked up at her as she slowly rode my cock, smiling at her as she made the most incredible facial expression. My eyes glanced over to my friend who was now on the bottom and being rode himself, he just smiled at me and nodded, I couldn’t believe we were both fucking at the same time and I don’t know if it was the drink or me miss remembering it but I swear the girls were having a competition on who could ride harder and make their guy cum first, cause as my girl was riding harder so was my friends girl. It wasn’t long until the sexy moans from both girls sent me over the edge, I blurted out that I was going to cum but she just looked at me and smiled and whispered something that I will remember for as long as I live, she just said “well cum in me then” with the naughtiest smile ever. A few more seconds and I unleashed what felt like the biggest load of my life deep into her tight pussy. She just smiled at me, got off my cock and went to the bathroom, my cum dripping out of her the entire time. She returned and passed out next to me and I fell asleep, I woke up the next morning and she was gone but it wasn’t the last I’d seen of her, but that’s a story for another day.
Thank you so much if you made it to the end, if you want to know more about this or any of my stories just drop me a message.
Source: reddit.com/r/sexystories/comments/u5wek4/m27_str8_losing_my_virginity_on_holiday_while_my
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