So I am a single mom, mid-30s doing my thing. Life is comfortable for me nowadays if not a bit boring, my main stress is shared parenting, but for simply logistic reasons. My past is checkered with more exciting times I both miss and deeply regret. I work from home nowadays and probably my new normal. Anyways, recently I have grown an attraction to younger guys for various reasons. Not even in the sense of young and in shape can, go all night but more young, inexperienced and possibly a virgin. So, I’ve been on tinder a lot lately, so much that my thumb was sore from swiping left until I just got gold and damn is it worth it. Soo many left swipes, some maybes that fizzled out, and a couple of “ok lets talk some more.”
One of those is a 18yo guy(he is totally 18 yes I double checked), tall, slim, cute as hell and to top it off a HS baseball pitcher. I see him in my tinder gold list and match. Simple chats off and on till we eventually move to snap. I’m not the biggest fan of snap, I just don’t like the disappearing chats even with the 24hour thing but I digress. All the young ones use it for sure, maybe I’m that old now. I know my intentions in our budding relationship and pretty sure his are similar but I question myself and eventually ease into it. In those chats I confirm he’s a virgin in light hearted ways. The whole package of all this I begin to get turned on by various thoughts. But I hold back and I do contemplate before I go further.
I decide that yes I want to try myself to go further and one night I take our chat more sexual. He’s kissed before, and a honest virgin but doesn’t seem all that frustrated by that. We talk, we sext, we facetime and I offer, if he is ready to, and wants me to be his first I am open to that. I could feel the nervousness through text ?? But I don’t scare him away.
We talk more and mostly just BS but at times sexual and I snap him boobies occasionally. But those talks were honest too in that expectations were set, at most we’re friends and we play around maybe. Worst we meet and if not a good match we part ways. So we agree to a brunch after his school one day and I treat him. I dressed modest but tried to be cute and I could tell he put effort into his appearance that day. He was nervous but I did my best to relate and we began to have a normal conversation until push came to shove and I asked if he wanted to come to my home and he agreed, we both drove and he followed me.
Once there and in my kitchen I asked him what was on his mind and honest to god got some real stutters from him and I pulled him in and wrapped my arms around. He relaxed after a minute, some eye wandering from him and arms around me now, and I asked if he was comfortable and told him if he wasn’t at any point to please say so. He shook his head yes, I jumped on my kitchen counter and pulled him closer, let my hands roam up his shirt and began to kiss him. At first it was just me. I kissed his lips, sucked a little on each one. He was timid but he began to get into it and adding tongue seemed to really get him to open up. He wasn’t experienced for sure but it was nice. We did this for a while and I found both his hands which I held shortly, one I grasped and interlocked fingers, the other I guided to my boobs.
This put a halt to his interest in kissing, he began to squeeze, rub, all around and play. One hand to 2 on his part and I took the lead again, shirt off, bra off. Eyes agaze and I moved those hands back. More playing and after I asked if he wanted to suck on them he went for it. We continued this for a while and moved to my couch. Some chit chat and kissing, him fondling me all over. At one point I was on top of him and straddling him, kissing with his hands all over my tits. And I pause to ask if he wants to go further and what he’d like to do. He’s nervous of cumming fast and has already let me know this. I assure him it is FINE and I want him to just enjoy. He asks for a blowjob and I offer to ride him if he wants but he’s unsure. I ask no more just for his pants off, he’s rock hard, I put a towel under him before he sits back down. I hop on the couch beside him, peck his lips a few times and wrap one of his arms around me to my right boob. I get a hand on his balls and begin to start on his head with some quick licks before I went down on his cock. I know the signs well and took notice of course, he starts to get tense, deeeep breaths, so a couple ups and downs, and I go down and hold. He can’t hold and cums in my mouth. I am not cum shy(for most* some eww). I hold on to most of it and swallow and he goes from tense to spent and relaxed. Smiling when I look up.
I clean him up and curl up next to him. We talk, it was his first orgasm with another person and I’m sure so much going through his head. But all things considered he is pretty composed and I feel most the nerves are gone. After a bit we decide to chill and watch a tv show together and I feel it’d be easier I choose from his lists. Bobs burgers on his hulu. We watch, lightly talking and such, I move his hands to roam, mostly my boobs, I could tell he wanted to but didn’t quite have the nerve to. He eased into it and me in his arms, by his side he played with them for the episode + some of another.
Eventually I asked and he wasn’t ready for another round at least with his cock the center of it all. He was open to playing with toys, on me. And I will cut it short this is probably long already. I laid on the couch and he played with my pussy with his fingers, a few licks, and a little with a vibrator. I got him to sit back up and I straddled him. Vibe in one hand he held it on his upper thigh for me to ride a little. I started kissing and making out(I enjoy it and a super cute face so ya lots of that this day) with him. Some deep kissing and I’m up and down to find the vibe in the right spots I know I can find. His free hand, he takes the initiative and goes under one of my arms to some booby play and has some assertiveness to it. All things combined I got there and had a good one. A good one that felt dirty all while I did it with a clean conscience.
We embraced a few moments and I gave him some few light pecks. He didn’t want to try for more he said. I think he was more mentally exhausted than physically but another time. We got dressed and did some other things. I showed him my garden and rest of the house. When he was leaving I kissed him a few more times and us both with a smile as he walked out my front door to his car. This happened yesterday, we plan to facetime or talk somehow tonight with maybe tomorrow or this weekend make plans for the main show. He’s a fun guy and despite our age difference I think we are on the same page. He wants a gf and told me so but understands I am not looking for that and why. But we can have fun if the comfort is there for us both. He doesn’t know I post here he only knows my instagram. But should you find it hun, I kept you anonymous, I had lots of fun with you, hopefully more to come, and only told my perspective.
Source: reddit.com/r/gonewildstories/comments/nchn9u/mf_i_mid30s_f_am_on_the_path_to_taking_a_18yoi
Great story thank you for sharing, rock hard for sure oh and I’m 32 and hate snap chat
You should ask to fuck him in his uniform. Uniform sex is fucking hot.
Amazing story. He will remember that for all his life. Can’t wait to hear about when he finally goes all the way.