I met Kyle when I was 13 and he was 17. From the beginning I had a crazy crush on him. My heart would flutter when I saw him or, on a lucky day, if his hand brushed against mine. I thought I his it well. I didn’t. Obviously nothing happened when I was 13. We kept hanging out throughout my high school years though. The whole time I dropped hints that I wanted to sleep with him. All our mutual friends knew. You could cut the sexual tension between us with a knife. It was a running joke that when the clock struck midnight on my 18th birthday we’d already be in bed together. Of course I, being the stubborn type that I am, tried to weasel my way into his pants more than a few times before that.
One such occurrence happened when I was 16. Several of us were hanging out at his house and I had had a few choice beverages. I tried everything. We were sitting on his couch together and I started kissing his neck, breathing lightly in his ear and telling him how bad I wanted him. I ran my han over the front of his pants and I could feel him throbbing. His breath hitched in his throat and I thought it was finally going to happen. He ran his hand up the outside of my thigh and I felt the goosebumps rise all over my body. I was practically trembling and kissing all over his face. Except the lips. He didn’t like to be kissed on the lips and neither did I. It was a match made in heaven. It felt like an eternity before I worked up the courage to try and take his pants off. And when I did, he quickly put his hand over mine and apologized. He was panting and red in the face, but he put his hand on my cheek and explained that he wouldn’t feel right having sex with me when I was drunk. How was I even supposed to be mad about that? Disappointed, sure. But not mad. I tried to offer to suck him off instead, but he just kissed my forehead and apologized again for not trusting himself to have the self control to not fuck me afterwards. We ended up spending the rest of the night playing card games and World of Warcraft.
***************************************************
It was another couple years of friendship before I turned 18 and we were friends the whole time. About a month after my birthday there came an opportunity for us to hang out *alone* for once. And sober! Of course, this was my chance. Sitting through my classes was torture. I just wanted to get there and jump him. My heart was beating a mile a minute all day long and as soon as the bell rang I was up and out of there.
We arranged for me to meet him at his house and had been texting all day. I’m sure he could tell I was overflowing with nervous excitement and trying to play it cool. He played it cool, as always. We chatted about life and school and work, the usual. We had also been going back and forth about our personal sexual preferences. I was so jittery with excitement. Until I made it to his street and found that he had decided to meet me there. I swear there was a visible lump in my throat. This was someone who had been my friend for years and I was about to try to have sex with him. He must have known. How could he not?
The rest of the walk went smoothly though, and we made our way through his house to his bedroom. No sooner had he made it down the stairs behind me, did I grab his shirt and pull him close to kiss and suck on his neck. The shocked moan that escaped his mouth was almost enough to send m over the edge then and there. Taking a fistful of my hair, he rushed out a plea to not leave visible marks and started to guide me toward his bed. Before our clothes came off, he started to look worried and made me stop touching him and said he had to warn me about something. For a moment I panicked. Did he have herpes? Or some other STD? With a completely straight face he shyly told me he needed to warn me that he had two extra toes. That’s it. Toes. I giggled a little and sighed and said “thats it?” and he looked so relieved. We awkwardly undressed as quickly as we could and I caught myself just staring at his naked form. He pulled me in close to him and sunk his teeth into my shoulder which drove me wild. I couldn’t take it anymore and pushed his shoulders back onto the mattress and guided him into me. That moment was everything I ever imagined it to be and more. So many years of building up to this. It was perfect. Our hips rolled together in perfect unison and he kneaded my breasts with just the right amount of force until it became too much for him and he laid back to just enjoy it.
We didn’t even hear the door open. Just the sudden interruption of one of his friends I didn’t know asking if they should come back later. Kyle looked up at me for an answer and all I could do was shrug. This was too perfect and I had waited too long for it to give up now. So they all sat around casually having conversations while I carried on with the best sex of my life.
When he started to feel like he was really getting close, the condom broke. I repositioned myself to finish him with my mouth and looked into his eyes to make sure it was ok. He had had a bad experience with a girl biting him years before and I wanted to know he was alright. He nodded slightly and I took a deep breath before starting to move his whole shaft over my tongue. For a while he kept one hand wrapped in my hair but eventually he really relaxed and got into it. I didn’t know this at the time, but apparently this was when his friends actually started watching. I wasn’t paying attention to them because my eyes were locked on his face. I wanted to savor every second of it and he had confided in me before that eye contact was incredibly sexy to him. He tried to warn me when he was about to cum by tugging on my hair, but I just brought him deeper into my throat and swallowed it all. I can still recall his moans and how it felt with his hands in my hair and his cock trembling in my mouth while he tried to hold off for the extra few seconds.
After we had finished and collapsed into post-coital cuddles, his friends gave us a round of applause. Given the chance I would gladly relive that night again and again.
Source: reddit.com/r/gonewildstories/comments/4919za/how_i_finally_fucked_my_long_time_crush
So his friends watched you two have sex ??
That is hot !!!
That was a great story. Have to wonder about your friend’s grasp of social etiquette though.