(F)irst time anal | 2016

"I would never let a guy put his dick up my ass." This is what I told Dion when we were still just friends. We were in the playful flirty stage right before he finally made a move on me. Light touches, smiles, and completely vulgar conversations.

"You might love it. With a booty like yours I'm shocked you don't do it all the time." He said laughing at me.

I started to blush. I wiggled my butt at him a little, "This is for looking only, and what are you implying?!" I asked in a very accusatory way.

He just smiled, and oh did I love that smile. Dion was so sexy when he smiled. He was tall, '6 "2 only about 175. Big broad shoulders and a very lean. He shaved his head and it just made him look amazing. We flirted a little more that night and separated as we always do. Another week or two and we finally kissed. That's a great story, but it's not the one you came to hear. The one you want to know about was 2 months later when we were in his bed watching tv.

Dion was wearing a pair of pajama bottoms, and no shirt (my favorite). I meanwhile was in a t-shirt and panties. I had my head on his chest and was tracing his abs with my fingers feeling pretty horny. I started kissing his chest and rubbing his stomach. I looked down and I watched his pants start to bulge and tent. I put my hand on his cock through his pants and looked up at him while I slowly rubbed him.

"Is this for me?", I asked, rubbing him a little faster. He groaned as I increased my speed. I let go of his pants and reached under them to touch him with my bare hand. "Mmm it's so warm." I said as I tried to wrap my fingers around it. He shifted a little and pulled down his pants exposing his cock with my little hand holding on to it. I suddenly felt his hand holding my face, and his fingers sliding through my hair. I started to feel preasure as he started to push my head closer to his cock. I moved down so my face was right next to it. I moved my head down and gave him a few very wet licks from bottom to top, feeling him squeeze and pull at my hair a bit while I did it. I put my lips just to the head of his throbbing member and just barely placed my lips on the tip. From there I would let just the tiniest bit of him go in my mouth at a time, back and forth, back and forth, until it was a full fledged blow job.

Mid sucking he ended up scooping me up and moving me so I was on my knees next to him with my ass in the air. He started grabbing my butt and then running his hands down until he felt my freshly soaked pussy (I don't get wetter from anything more than when I'm going down on a guy). I was gushing too and it didn't take him long to get three fingers inside me, fingering me to the brink of an orgasm. I've got almost all of his cock down my throat and I'm about to explode when he pulls his fingers all the way out and the puts two fingers back in my pussy, while that third ends up right in my ass. Yup, he gave me the shocker. Before I could even process what was happening I felt myself squeeze around all three of his fingers as I'm jolted by an orgasm. He pulls his fingers out of me as I raise my face off his dick.

"We'll that was new." He looks at me chuckling as he shows me his hand covered in my cum. I think I turned 4 shades of red. Before I can say anything he springs at me wrapping his arms around my body. We fall onto the bed and I wiggle and turn so my back is to him. His cock is pressing against my pussy. He takes his hand and goes under my shirt to play with my tits as he whispers things into my ear. I can't even make out what he's saying, but between his breath on my ear, my nipple between his fingers, and his cock pressing against my pussy I'm ready to cum again. I'm starting to moan, and buck. I feel myself leaning forward trying to reposition myself to that I can get him in me. He takes his hand from off my breast and leans back. He pulls my ass up with one hand and moves his dick with the other, and suddenly he's sliding inside me. He rolls me to the side and and we're in doggy with squeezing my ass as he fucks me.

I've got one hand on my breast and another moving furiously on my clit ready to cum again when I feel his finger pressing agaisnt my asshole. I try to tell him no, but I just comes out as hard moaning. He's going faster now jackhammering me. His thighs bouncing off me, the sound of our skin slapping and me panting is echoing in the bedroom. He pulls his finger out and grips my hips with both hands. I let out a scream as I start cumming again. I'm bucking against on his cock, as he slips it out and presses the head up against my little hole.

I feel the head push against my ass stretching my little hole slowly as he slips the head in a bit. I squeal and tell him I can't do it. It's gross and he's too big. He puts his hand on my lower back and tells me to relax and touch myself. Reluctantly I start playing with my pussy while he just opens and closes my ass with the tip of his penis. He starts to push in a little further and he's stopped. "Push me out" he growls, and I try to push him of my ass. Shockingly this somehow opens me up and he starts sliding inside my ass. I groan loudly into the bed as the strange feeling continues and he goes deeper inside of me. I'm start to rub my pussy faster and he starts pulling his cock out. I feel and hear him pop out of my ass and have only a moment to experience the empty feeling before he slides back in. He started fucking me slowly, telling me how tight I was and how good it felt. He asked me if it felt good and I moaned "yeah". "Do you like my dick up your ass", he said as he fucked me faster, making me moan and squeal beneath him. "Uh....fuck...ugh....yes!..." I writhe underneath him. "Tell me you want me to cum in your ass!", he commands. "Oh baby....fuck....mmmm...ugh....i want....fuck....i want you to cum up my ASS!". I barely finished that sentence before he roared and I felt him explode in my butt. He waited a minute before he pulled out and gave me a little smack.

That was the start of my love for anal. He had called it, I did have a butt made for sex. I hope you guys like it, I'm not a writer by any means, but anytime I think of my first time with anal it gets me so wet. Let me know what you guys think, and if there's interest I'll share some other stories. :-*