Thanks to HeyAll for editing this story.
*****
I wake up from a knock on my window. I check my clock and sigh when I see it reads 2:53 AM. I hear the rain hitting my other window hard. In tired exasperation I wonder who could be at my window this late at night and in this weather.
I swing my legs over the side of the bed and rub my hands over my face, trying to wake up a little bit. As I stand up I run my hand through my thick brown hair, trying to make it look messy but failing.
I'm not the most good looking guy on the planet, I know that. I don't have any muscle tone, even though I am strong. I have a little bit of chub on my stomach that I can't seem to get rid of no matter how many times I work out. I'm about 5'11" and have dark green eyes. I don't have much of a tan, mostly because I get sunburnt so easily that I avoid going outside for long periods of time. Looking down, I see that I'm only wearing pajama pants that are a little loose on me. I shrug and walk over to my window to lift the blinds up.
Standing there in soaked clothes is my best friend, Kaytlin. We've known each other since we were in elementary school, and now we're both at that awkward stage of being in between high school and college. We're both eighteen and are going to the same college in the fall.
She smiles at me through the glass and taps on the window again. I roll my eyes at her and smile back, then I lift the window open.
"What're you doing?" I ask her.
"Oh, nothing," she answers, laughing lightly. I love the sound of her laugh. "Just hanging out in the freezing rain. Now let me inside, dork."
I step aside and reach my hand out of the window so she can grab it. She hoists herself up and climbs into my room, dripping water onto the carpet.
"Do you, um, do you think I could borrow some dry clothes Julian?" she asks, looking down at herself as I shut the window quietly. I don't want to wake up my roommates.
She's a fairly attractive woman. She's about 5'2" with wavy brown hair that reaches to her ribcage. Her skin is slightly tan and her eyes are a vibrant blue color. She has slightly smaller than average boobs, but a phenomenal ass. She's pretty skinny, altogether she can't weigh more than 120 pounds, max. She's wearing a light grey t-shirt, and because it's soaked through, her nipples are clearly visible. Her black leggings must be sticking to her legs, which cannot be comfortable.
"Yeah of course," I walk to my closet to grab her an oversized shirt to wear. "So, why are you at my house at three in the morning?" I ask her sarcastically, slightly annoyed that she woke me up.
"I was just bored. I needed someone because Dereck and I just broke up. I wanted to annoy you. Take your pick," she laughs, obviously not too upset about her and Dereck splitting up. She did nothing but rave about him - how he treated her terribly, ignored her, etc.
"You and Dereck broke up?" I ask, trying to sound concerned. But I'm not worried about it; he was an ass and she never really liked him. I honestly don't know why they stayed together for a year and a half.
"Are you okay?" I ask, not waiting for the obvious answer to my last question.
"I'm more than fine, it's about time I left that loser. You and I both know that he never deserved me," I chuckle slightly. That's the understatement of the year.
I turn around to say something else about what an ass Dereck is and see her pulling down her leggings to reveal a light blue lace thong. "Woah, Kaytlin. You could've warned me you were stripping before I turned around," I say, shutting my eyes and holding the shirt out to her.
"Calm down Julian, it's not like I haven't changed in front of you before," she replies. She's right, she used to change in front of me often. Then again, that was years ago; before either of us had gone through puberty or developed a sex drive.
I decide to not say anything, but keep my eyes closed. I don't want to make it obvious to her that I've been attracted to her for a long time now.
"Okay, I'm done changing. You can open your eyes now," she laughs.
When I open my eyes I see that she's laying on her side with her elbow propping her head up on my full sized bed that's pushed into a corner in my room. She has the remote to my TV and is searching through Netflix.
"What're you doing? Your hair is getting my pillows all wet," I laugh with her.
I walk over to my bed and climb behind her. I pull the blankets up over us and prop myself up on my elbow too, so I can see my TV screen. She's looking through drama films and I roll my eyes behind her. Of course she would watch a romance drama. She picks out one that looks really cheesy and presses play.
She leans over to set the remote down on my nightstand and her shirt lifts up over her hips, showing me her bare ass. I quickly look away, not wanting to get a boner while she's right next to me. She lays her head down on the pillow and watches the movie, and I decide to try and fall back asleep. I have work tomorrow and I don't want to be tired.
I am just falling asleep when she scoots up against me. "I'm cold, this shirt isn't very warm and my hair is wet." she says, her ass rubbing against my dick.
'Does this woman realize what she's doing to me?'
I ask myself. I scoot away slightly so she's not pressed against me, "How about I go get you a pair of pants?" I offer.
"No, I just want to cuddle to warm up. I like cuddling, it's relaxing," she says calmly. She scoots back up against me and when I try to move away again I hit the wall. She has quite literally cornered me.
"Well, okay. But don't move around too much. I'm trying to sleep," I say, more worried about the friction the moving around would cause on my dick than being tired tomorrow.
"Okay, deal. But you have to actually cuddle me," she replies. She grabs my arm and drapes it over her stomach, then holds my hand. This makes my upper arm lay across her stomach and my forearm rest between her boobs. She's playing a dangerous game here.
I close my eyes again and try to fall asleep. If I'm asleep, she can't turn me on.
I'm fast asleep when I wake up from her rubbing her ass against me. "Kaytlin, what are you doing?" I ask annoyed.
"Trying to get more comfortable. I was waiting until you fell asleep but I guess I accidentally woke you up. Sorry," she says.
"It's fine. Just re-adjust yourself so I can go back to sleep," I say. She rubs her ass against me more and squirms under my arm a bit. The friction from her bare ass against my thin pajama pants is feeling way too good, and my hand is resting on her boob. I move both of my hands to her hips and push her away a little.
"I'm sorry Kaytlin, but that's just, um, the friction is..." I say, trying not to sound awkward but failing miserably.
She turns her body towards me slightly and looks at my face, which is turning red from embarrassment. Then she looks down and sees that I'm getting hard. I close my eyes and wait for her to yell or leave or something.
I feel the bed shift slightly and I think she's getting up to leave when I feel her hand touch my cheek. I jump slightly from the unexpected touch and open my eyes. Her face is very close to mine and she's smiling slightly, looking into my eyes.
"I've wanted to, um, to do this for quite some time," she says.
I look at her quizzically, not understanding. Her face turns red and she moves her face closer to mine until her lips softly press against mine. I'm so shocked that I don't kiss back, and after a few seconds she pulls away. She looks into my eyes again and her face drops.
"I knew you wouldn't want me. I'm so stupid. I'm sorry Julian," she says, lifting herself up to leave.
I grab her arm and pull her back down onto the bed. Before she has the chance to say anything, I press my lips against hers and raise my hand so it's cupping her cheek. She kisses me back passionately and wraps her arms around my neck. I climb on top of her carefully and deepen the kiss.
