I had just broken up with my girlfriend, Natalie, of 7 years. We dated at the end of high school, through college, and for about a year and a half after college while we were long distance. She ended up making out with a co-worker, which led to a big fight that lasted most of a month.
After a few weeks I’d mostly figured out we were moving on and was actually okay with it—it was my first big break up and it was hard, but a good learning experience. Then out of the blue I get a text from Natalie that she’s planning to come visit me. She had bought a ticket before the fight and wanted to talk in person.
I was excited—maybe this would all work out. I fantasized about fucking her, tying her up, and her unbelievable blowjobs. But the weekend was uneventful, she actually ended up leaving early, and I had mixed feelings. It’s sad to lose a relationship, but I had also already started moving on. And so I started swiping on the apps about an hour after she left.
I matched with Melanie, a 23 year old, 5’1” Asian girl who had gone to an Ivy League school. She weighed 105lbs, had B-cups, and a great ass. She was cute and fit. She saw in my profile that I liked board games (I don’t really but I had no idea what to write) and asked which games I like to play. I mentioned a few, she said she’d never played any, and I suggested we play sometime. She asked if I wanted to get coffee that night. My ex-girlfriend had left my apartment that morning and a few hours later I’m trying to decide if I should go on my first date since high school.
“Sure, that sounds fun,” I text back. We end up picking a book store with a coffee shop near my apartment; it was mostly for convenience, I didn’t have a car and she did.
We get coffee and start walking around the neighborhood. Eventually I work up the courage to invite her to play one of the board games. She agrees! We play the board game. She leaves. I know, I fucked up. A girl on a first date from a dating app agrees to meet by my apartment, come to my apartment, is sitting next to me on the couch, and I don’t make a move. Not even a goodnight kiss.
I think about what I should have done while falling asleep for what feels like hours.
The next day I decide I have to try again. I text her and ask if she wants to catch a move later that week. We go see Crazy Heart on a Wednesday night. We hug when we see each other, buy our tickets, and laugh at this dramatic movie together. Afterwards we get milkshakes from In-N-Out. We sit in her car in an empty parking lot. And I don’t make a move. Again. (I later find out she was disappointed I didn’t even try to give her a kiss goodnight.)
On Friday I decide if I can convince her to go on a 3rd date then she also wants me to make a move. I know, 23 year old me is so brave.
And so I text her and ask what she’s up to this weekend. She’s hanging out with friends that night and busy with family the next, but asks what I’m up to. I tell her I’m probably going to stay in with some pizza and a movie. We leave it at that, say we’ll try to meet up next week.
But around 6:00 she asks what I’m up to.
I send her a picture of the pizza I made and say something half funny. She says, “My friends bailed, want some company?” Of course I do. About an hour later after a quick shower and frantically tidying up she arrives and we make small talk while we pick a movie. We watch the whole movie, and again, I don’t make a move. But she mentions she’s cold so I grab a blanket and she scoots closer, cuddling up to me, while we both lay under it.
And then I finally turn my head to give her a kiss on the cheek, but she turns her head and within a few seconds we’re full on making out. Hands all over each other. Her shirt is off and I make a move to slip my hand down her pants, but she stops me. “Let’s fuck in your bed.”
We head up to my bedroom (I lived in a loft) and she takes off all her clothes *fast*. I follow suit, and we make out naked for a while, exploring each other, she asks me to suck on her nipples and is moaning into my mouth while we make out.
She asks if I have a condom (I do) and asks me to go slow—this is the first time I realize I’m above average in girth (mostly average in length). My ex and I had never slept with anyone else and almost never used condoms. So disaster strikes, I can’t get a condom on without losing my erection.
But she’s excited to help, climbing on me, telling me how much she wants to fuck, how wet she is for me, and I get hard again…but then we try to put on a new condom and I get soft again. “I think they’re too small for you,” she says. We’re both naked, making out, and I am frantically trying to figure out what to do.
It’s late, no stores near me are open.
She says, “Hold on.” She goes downstairs and grabs her purse, I assume to grab a condom, but she’s checking if she has her glasses. She comes back and says “Can I sleep over? We can go get bigger condoms in the morning and then you can fuck me.” Sounds like a plan to me.
So we make out for a while, sleep naked, wake up, grab some breakfast, and walk to a Walgreens to buy bigger condoms first thing in the morning. I’m awkward while checking out, trying to act like I do this all the time. We rush out of the store and back to my place.
We’re upstairs a few seconds later, clothes flying off, I’m hard, get a condom on, and rush to get inside of her. Finally, we’re fucking. She’s moaning, I’m moaning, she’s loud—much louder than my ex. We start in missionary but we’re afraid for me to pull out, what if I can’t stay hard? So we figure out how to change positions while I stay inside of her (which is kind of fun, actually, and it helps she’s so small). We fuck doggy, we fuck on our sides, she grinds on top (with her hands up behind her head lifting her hair up) while I play with her clit.
I end up fucking her every way I can think of all morning. We fuck for over an hour. I am nervous and can’t come, but I don’t mind, I’m having fun and she’s come a few times at this point. We take a break, before we fuck some more. We can’t stop smiling and we lay around naked having sex until she has to leave a few hours later.
I saw her on and off for a couple of years, in between both of us dating other people, but any time we were both single we found ourselves hooking up and having a lot of incredible sex. We never did anything extremely kinky or pushed the limits, but we were both good, reliable fuck buddies for each other when available.
Source: reddit.com/r/gonewildstories/comments/k99zmm/the_awkward_build_up_to_amazing_sex_mf