i posted this and another story a while back, right after it happened, but i’d deleted my account so i figured i’d edit it a little and put it back up :)
a bit of a warning ahead of time, i tend to write with a ton of rambling, so sorry in advance for the long ass story, i’ll add a line break if you wanna skip to when shit goes down
For a bit of context, this guy had been a friend of mine for the past year or so. He had added me on snap probably around a year or two ago, so we had some small talk type conversations every once in a while, but were never very close.
We’d met when we had French together like 5 years ago and I remember how I stammered my way through an assignment with him once. I’m sorta fluent in French, having taken it for 8 years growing up, but he’s really cute and makes me really nervous.
He’s a year older than me and went to my high school. He plays a bunch of sports and works out often, so he’s pretty fit. I’d always thought he was really cute, standing at 6’4 with messy blond hair.
We never got to talking about anything dirty at all, but I would casually mention my love for cuddling from time to time. Thus, he eventually proposed that we meet up sometime to cuddle and watch movies, since he had the house to himself for a week in August.
You’ll probably note that I could barely get through a conversation with this guy a few years ago because he was totally out of my league and I’m a nervous mess – but I wasn’t going to pass up a cuddling session with a hot guy, I’m no pussy.
I honestly didn’t expect anything sexual to happen, but I did make sure to wear my cutest thong under my thin athletic shorts. I’ve cuddled with a few different guys before and I’ve found that they always end up with a hand on my waist line, feeling up the waist band of my thong. I figure it’s a slight tease if they can feel the lace.
He was super gracious when I got there and was definitely a much sweeter guy and created a more cozy encounter than the first guy I’d given a blowjob to — outside some high school at night while people were still out walking around. :/
>> editing note, I realize now that I compare this story to that first encounter a lot because I’d had it posted before – if anyone actually reads this then I’ll repost the other story if people want
And we cuddled. For 3-4 hours. Maybe I’m bad at taking hints, but I honestly had absolutely no idea he wanted to take things further until he turned the TV off and kissed me.
In hind sight, he had definitely given me several opportunities to start something, having pulled me onto his lap several times and bringing me to straddle him, but in the moment, I was totally oblivious.
He doesn’t know this, but I’d never actually kissed a guy before. I’d had the opportunity to with my exes but had never really understood the appeal of kissing and my exes were all really inexperienced and awkward, so I just never got to it.
But this kiss, goddamn. I will never doubt the appeal of making out ever again.
******
******
Anyway, cuddling while watching horror movies meant that I was all over his lap in 10 different ways (legs draped across, head lying on his lap, ass up against him, straight up straddling him when I was scared, etc). It must have been a good tease for him, because I think he was rock hard against me when he finally kissed me. I, for one, was soaking wet.
He probably knew I was unsure of myself, so he took control easily, hovering over me with one leg between mine as he kissed me and tugged on my lip teasingly. Man, this guy was a good kisser. I definitely appreciate that he was more experienced than I was.
He was lightly biting on my lip when I got a bit frustrated and started grinding myself onto his leg. Fully clothed, but the friction on my clit and pussy felt so good. He started lightly grinding into me as well. I love grinding, and grinding against his leg was pure bliss, but it was all the more fun once he sat me up on his lap so he could take my bra off.
I straddled his lap with my pussy right up against his hard cock, grinding down on him. I could honestly sit there like that all day, it felt so good to feel his hard cock against my aching pussy.
I was on his lap while he tried to take my bra off, and I somehow got tangled in my tank top in the rush of it. We laughed it off, got my bra off, and I kept grinding on him. I wish we’d stayed in this position for longer because it felt so good and I was having so much fun, but he asked to take it upstairs to his room.
As he led me upstairs, he clarified that he didn’t wanna have sex and that we could just do oral. I was on the same page, so that was pretty nice.
I find a lot of joy in getting to strip each other down, it’s a nice little tease, but I guess he was a bit more rushed, so as I climbed into his bed, he stripped completely. The lights were off, so it was totally dark and I couldn’t see much, but I was still wearing my shorts and thong, and my tank top was lost somewhere.
He offered to finger me first, and then I could suck him off. I’m really particular with my pussy though, and still haven’t really figured it out myself yet, and so I was a bit iffy about it and kinda warned him about that first.
He pulled my shorts and thong off in one go and teased my clit gently. Honestly, I was so filled with nerves and excitement that I couldn’t really tell what he was doing, I just knew I wanted more. He asked me to tell him when I was ready and I practically begged him for more.
For a guy with nice hands, I was honestly pretty disappointed. I couldn’t really tell what he was doing, or how he could do it better, but I honestly barely felt him touching me and wished he’d given me more rather than treating me so gently.
I was honestly a bit bored, but I felt bad cutting him off, so I took his cock in my hand as he fingered me. I’m pretty sad that I didn’t get to see his cock, but he felt pretty big and was very fun to jerk off. I spat in my hand and kinda just teased the tip. I thought it was a good arrangement, but after a bit, he pulled my hand off his cock and made me lie back as he fingered me. This went on for a bit before I cut him off and asked to suck him off. I’d go home and touch myself more later.
He got up onto the bed and laid back in front of me. I definitely need to learn how to gauge the size of a cock in the dark. I tried to take him in my mouth, but didn’t quite realize how big he was and slightly grazed my teeth on him. He flinched and I felt terrible, so I apologized and tried to suck it better. He was much bigger than the last guy I’d sucked off, so I struggled even more than I did last time. He was both thicker and longer, so it was a fair amount of choking, and not even fitting most of his cock in my mouth.
I eventually resorted to just sucking on the tip as I jerked him in my hand. He was SO much more vocal than the last guy, and there’s nothing I love more than vocal feedback. It turned me on to no end, and made sucking his cock even more fun. It wasn’t very long before he was breathing really hard, told me he was gonna cum and pulled out of my mouth.
Honestly, I’d kinda enjoyed when the last guy came in my mouth, and I thought this guy would want to too, so I asked him where he wanted to cum. I had a hand on his cock, still lightly jerking as he kinda pondered a bit. He had wrapped a hand around the base of his cock, so I was left jerking the rest of it. He seemed to be struggling to come up with an answer and inevitably he just came as we were, his hand squeezing the base of his cock as I jerked (faster, this time, I’d learnt my lesson last time). I’m not sure what he wanted me to do as he came (someone let me know what I should be doing as a guy cums?) so I just slowed down.
He came pretty hard – I couldn’t see it, but I felt my hand soaked in cum. I leaned in to try to lick his cock clean once I thought he was done, but as my tongue hit the tip of his cock, his whole body kinda flinched & he jerked up and he shot another stream of cum all over my face. I’m not sure if that’s something I should have done, and I’m not sure if I hurt him or something, but I loved that he had so much cum.
That’s pretty much it, we cuddled a bit after that before he directed me to a washroom and I cleaned myself off before heading home.
it’s been about five months since this encounter now, we didn’t talk much after that, but he recently hit me up again and asked if I would wanna cuddle again sometime. looking forward to it ?
Source: reddit.com/r/gonewildstories/comments/lh91ul/he_took_my_first_kiss_then_covered_my_face_in_his
Love the story can’t wait for more of the next cuddling story and love to hear about your first bj