[FM] Last night, I hooked up with the kid, now full grown guy, I used to babysit.

Tinder’s a magical place where you can meet all sorts of people. One night I was on there, swiping, chatting with some people, and I came to this cute, fit, young guy. I swipe right, what do you know, it’s a match. I send a message making a joke about something in his bio, he responds later that night with a joke. We have a good conversation.

Then he says, “so you really don’t remember me?”

Flashback, I’m 16, I need money, I start babysitting. One kid I’d babysit the most was this boy we’ll call Ollie. Ollie was cool. Ollie was chill. Ollie was my favorite kid to babysit for a couple reasons. He was low maintenance, he was pretty mature, his mom paid well, and his mom was kinda hot. That last part obviously isn’t important, but it’s important to me.

So, flashforward 12-ish years. Surprise, Ollie’s grown up hard. I stopped babysitting him once he turned 11, and damn he got big. In a good, muscular way. Very handsome too.

I didn’t recognize him for that reason, and because he was now going by his full name, and because I don’t really know how I was supposed to remember, lol.

But anyways, so he asks me if I don’t remember, suddenly I connect the dots, and I’m all “oh my god! Hi! Oh my god! I’m a creep!” He assures me I’m not, but I’m thinking now about how the kid I used to babysit has now seen the thirst traps I use as my tinder photos. God it felt so embarrassing. But I kept texting him. We kept talking. We caught up, he made more jokes. He was very likable.

So we meet up in real life for a little date at Starbucks. He was taller than me, which I knew, but it was still weird. Seeing his face in person felt so weird. He was still him, obviously. I don’t know. It’s a hard feeling to describe.

Our little date goes well. We go out one night for something harder. We make out in an Uber, but I don’t want to fuck that night, so we go our separate ways.

Last night I invite him to my place for dinner. I make us chicken, salad, mashed potatoes, nothing grand, but it was good. He brings some brownies as a dessert. We eat.

Then in the blink of an eye, we’re in my bedroom, lit softly with preemptive candles because I’m a loser, and he’s taking off my tight sweater and leggings and I’m unbuckling his jeans and pulling them down and it’s a mess, really, it’s a mess. I end up on my knees in front of him, stroking his cock, kissing it, and I suck his dick. His surprisingly big dick. I almost deepthroat it. It’s a good dick.

I don’t make him cum though, he pulls me off and throws me on bed, and gets on top of me, and begins rubbing my pussy, playing with my clit. I’m surprised. He’s being a real gentleman.

He fingers me to a very good orgasm. I definitely lost whatever coolness I was loosely holding up and was cumming so hard from him. It was great.

So from here I’m begging him to fuck me, or to let me suck his cock. I do the latter. He cums on my face. I take it happily. Then I get him hard again, and rude him. He takes control and flips me to my back, and fucks me missionary for a good long bit. Then he flips me around again, and he’s fucking me doggy. His stamina is insane. Thrust and thrust and thrust. I’m a bad writer, sorry. It was a good fucking is what I’m saying.

When he’s ready to cum, he flips me over one last time and cums on my chest. I’m very happy to take it all. I even suck his cock dry of every last drop.

Then we clean up. Then he left. And god, it was great. I wonder if I’m a bad person though. Probably not.

Source: reddit.com/r/gonewildstories/comments/qta0a2/fm_last_night_i_hooked_up_with_the_kid_now_full

25 comments

  1. one of the hotter confessions i have read. obviously it was a unique situation and probably there are all sorts of complex emotions involved. glad you were able to write it down and hopefully sharing it has been therapeutic, or at least as much of a turn on as it was for me!

  2. Great story. You are not a bad person.

    Tell us about your lust for Ollie’s mother. It is important to us.

  3. Did you let him play an hour of PlayStation and eat three cookies before he went to bed?

    And does the additional weirdness come from messing around with the mom?

  4. Must’ve been a good babysitter, and no you’re not a bad person lol, kind of a dumb question

  5. I’m just trying to figure out what the full name of Ollie would be? OllieOllieOxenFree?

  6. Ohhhhhhhhhhh that’s soooooo hot!

    It’s a safe kinds naughty though, cause you’re both adults, and lucky you for finding a trouser snake with lots of stamina 👏👏👏👏

  7. Don’t have any idea how Tinder works mostly, did you ever meet up again after that?

Comments are closed.