Climb through my window [MF]

I was 18 (almost 19) and away at school on my own. For the first time, I had my own room- a dorm room, granted, but it was mine! It was the smallest of small spaces, barely big enough for a dresser, a desk, and my bed- but I loved it. On the ground floor, but high enough that I didn’t have to worry about anyone getting in through the window, or so I thought.

I’d been seeing Jay for a few weeks- nothing serious, he was a either a junior or a senior in one of my English classes. He usually wore flannel shirts, tight jeans, and a wallet chain, which may have well been kryptonite to my panties. He was taller than me, thin build but muscle-y in that way only students can be (so much time in the gym!), brown eyes. Shaggy hair, in that early 2000’s fashionably weird way. We’d hung out a few times, to “study”, and he was a good kisser, though we’d barely gotten to second base.

It was late on a Tuesday night, and I was coming back from a shower when I heard a sound at my window. A little sound, like a tap. Maybe a branch, or the wind? Nope, there it was again. Tap. Then another, tap.

I closed my robe tighter around my body and opened the blinds. Of course it was Jay, standing outside in the dark, throwing tiny pebbles at my window. He waved, grinned, and motioned to me to open the latch. When I hesitated, he motioned to me to open my robe.

Opening the window was too much, but flashing my bare breasts to the courtyard apparently was not. I obliged and enjoyed watching his mouth drop open. He reached a hand up to the windowsill, all but begging for me to let him in- I could barely hear him through the window, but the word I caught was ‘please’. And I’m a sucker for politeness.

I figured out how to open the latch, and he climbed up. And in. And his mouth was on mine, his hands sliding into the collar of my robe to grab at my breasts and pinch at my nipples.

He moaned as his hands made contact, and he made some garbled noise about how long he’d been waiting to touch me. I shoved his flannel shirt off and made a move for his belt. Missed a bit, wound up lower- and wound up with one hand on his very impressive erection. By the time I realized exactly what I was touching, he had my belt undone and was pushing my robe off my shoulders, moving us backwards towards my tiny twin bed. My hand hadn’t left the front of his pants- because I was having so much trouble figuring out where his dick even ended. It seemed like no matter how far up his hip I moved my hand, there was still hard cock pressing back. He couldn’t be THAT big, could he?

As soon as I was naked, Jay scooped me up and dropped me on the bed, before moving his hands to his zipper. I watched, in awe and a little horror, as he pulled down his pants and the never-ending dick popped free. I’m sure it’s my youthful imagination, but it had to be at least nine inches long, and at least as thick as my wrist. I said something completely eloquent, like “holy shit”, as he wrapped a hand around it and started to stroke.

“Do you have condoms?” He asked.

“Jay,” I started, scrambling back a little bit. “That’s not going to fit. We can’t have sex, you’re too big.”

He laughed. “We can go slow.” He finished taking off his clothes and crawled on top of me.

The feeling of that giant dick rubbing against my body was weird- so different from anything I’d experienced before- and my barely-legal self knew that my entire body would rip in half if he tried to fuck me with it. I could barely take the two fingers he’d been using on me while he sucked on my nipples- hard enough to leave bruises- no way I could take anything larger. He was so good with his hands, that I had two orgasms before I could think much more about it.

I decided to offer him the next best thing: a blowjob.

Since I saw dirty pictures in my dad’s old playboy magazines, I’ve been completely enamored with sucking dick. Something about it just makes sense to me- even more than regular penetrative sex. I’d liked giving oral with other boyfriends, so I figured this couldn’t be so different. How silly!

I got down on my knees while he sat at the edge of my bed, and I had to open my mouth as wide as it could go, and stick my tongue almost all the way out, just to get the fat head of his cock inside. I had to keep both hands on him, to keep from thrusting too hard and choking me- but I worked on him, slowly, with a lot of slobbery, sloppy movements. He was too big for me to swirl my tongue around like I enjoy, but his moaning and shaking legs let me know I was doing ok.

When he was almost all the way down, I did my best to bob my head, feeling the length of him moving through my mouth, down my throat, and what felt like into my stomach. So much longer than my last boyfriend! I moved my hand away from his body, and almost immediately he started thrusting- thankfully short, shallow movements that just barely pushed further into my body. I cupped my hand around his balls, opened my eyes and looked up- right as I felt his body tense, and the hot pulse of his cum spurt down my throat. He made another strangled sound, and I swallowed- there’s no real taste when a cock is that far down (much easier). He fell back, pulling me up to lay down next to him for a moment.

“Next time, I totally want you to fuck me.” He grinned. I grimaced. I’d have to get a bigger dildo.

Sadly, there was no next time- he found himself a monogamous girlfriend not long after, and we drifted apart. I still haven’t found another dick of comparable size to fuck, but I’m hopeful that I’ll find one someday.

Source: reddit.com/r/gonewildstories/comments/9ua39r/climb_through_my_window_mf

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