Forgive the formatting, I’m on mobile. I’m 18, she’s 18. I’m also not a fantastic write so there’s a tldr at the bottom.
I work as a middle manager at a smaller amusement park. I can’t get too specific, but it was indoors and out max capacity was 200 people. Think of it like a pool.
I had worked there for about 9 months, and at the time this girl, we’ll call her Maddy, had just started. Maddy was tiny. At about 5’1, she wasn’t very tall but she had a very tight ass, and a pretty good size rack, maybe a C cup. I should also mention that she only wore tights, which were see through if you were as determined as I was.
We immediately hit it off. She was confident, but cautious. She was quiet initially, but then started to dance to the music while working and she became very bubbly quite quickly.
It took us about a month to get as close as we are now. We’re both confident and crack jokes all the time. The only difference is that I don’t dance and she has a tendency to fly off the handle.
One night we were hanging out and it was getting late. We had tried to go go kart racing, but the lady wouldn’t let us do it without a waiver for her because she’s under 18. We decided to go people watching at our local Walmart.
The night was uneventful. A few drug deals, a few road rage incident in the parking lot, and a couple fucked in the car. We brought up how I had discreetly put my two weeks in, and I would be leaving for the military. She was a little upset, we were very close and I was the first person to welcome her at work.
At the time, I was staying at a hotel after I got kicked out of my house, and my parents were using my car so she had driven. I filled up her tank before she dropped me off the hotel. When she dropped me off, she parked instead of going through the drive through drop off area.
She then shut off the car and got out. We were moving forward. I head back to my room and before I enter I turn around to kiss her and say goodnight. She stands up on her toes to kiss me and takes my wallet out. Instead of taking all my money and punching me in the Smalls, she takes out the entry card and opens up the door, shooting me the smartest little grin.
We had talked about having sex before, she hadn’t fucked anyone in a year after having a turn around from drugs and drinking. He father is an asshole, he’s a drunk and a horrible example for her and she knows and it and decided to not let it influence her anymore.
We walk in and I immediately regret it. To stay at a hotel under 21 you either need a military ID or a shitty hotel. This was the latter. Dimly lit, outdated, dive hotel. I’m disgusting and we both know it, so I go grab a quick shower after a 12 hour shift. I throw on basketball shorts and a t-shirt and head back out to see her laying in the bed, under the covers playing on her phone. I get in under the covers and kiss her, ask her wtf is going on.
“I don’t have to be home for another 3 hours.”
“Im talking about being naked in my bed”
“I’m not naked I’m wearing underwear”
Hell, I had no idea.
She slides over and kisses me. We start making out and I arrange myself so I’m over her and she’s on her back, I’m propped up by my elbow. My hands start to explore her, and my hand ends up in her pants.
I start to finger her, and she reaches orgasm fairly quickly. I also realize fairly quickly:
She has the tightest pussy I have ever…seen?
It’s beautiful. Between her size and the fact that she’s hasn’t had sex in a year, I have trouble getting one finger in. I stick to rubbing her clit to get her going. I stop after she orgasms for a few minutes and she climbs on top of me.
My dick isn’t large, but it’s not small either. I’m average, but just a little thicker. She’s positioned so she’s in between my legs but small enough to get down and suck it. Holy fuck, this was fantastic. She takes my pants off and starts to suck me off, but I know I can’t take much of this, she’s doing great.
I stop her and tell her if she does that I’m going to Come and she hates the taste of it (we talked about it). She tells me the only alternative is to fuck her.
I immediately recoil and tell her I don’t want to be the one to break her streak. We aren’t dating and I’d love to fuck her, but she deserves better and I don’t want her to regret it.
She tells me:
“Trust me I won’t regret this, I’ve thought about this since you trained me”
Well shit. Say less. I ask her one more time and she agrees, telling me to stop asking.
I flip her over and pull her panties off. We’re now in missionary and I’m aching in anticipation, but I have no idea how I’m going to fit. She’s wet, my dick is wet, and she’s a little warmed up, but I try and I feel like I’m going to hurt her.
After a little trying, I know I can fit. I ask her if she’s ready and she doesn’t actually use words, just bucks her hips against me and moans. I slide in, and dear god it’s better than I thought. I grab her arms and pin them up above her head.
She’s doing very well, all things considered. I’m only using about half my cock, and she’s LOUD. I slowly ease the rest of my shaft in in one motion, and she shows her affection by rocking her hips back. We get into a good rhythm and I start to feel myself getting close. Conveniently she tells me not to stop. I wouldn’t dream of
It.
I can feel her greeting close too, and just as she starts to contract I’m as deep as I can be. As hard as it is to pull out, being a father flashes before my eyes and I manage to pull out and come on her stomach.
After she comes back to the human world, she says thank you, kisses me, and asks if she can go shower.
She steals my clothes after her shower and tells me she’s having trouble walking.
She says goodnight, I kiss her goodbye and walk in the next morning to work like nothing happened. She sees me when she comes in and smiles. My boss asks me what’s up with that, and I just tell him we had dinner last night.
Tldr; I fucked my impossibly tight coworker after a year of not having sex. She came to my hotel room, I fingered her and she came, then she sucked me off before I fucked her. Best sex ever.
Source: reddit.com/r/gonewildstories/comments/6vy77q/how_a_date_with_a_coworker_turned_into_the_best
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