I had been chatting with a guy, lets call him Kurt, online for a little bit. He seemed nice and chill and was into me being a bit nervous and wanting to go at my own pace. I'd been fucked in the ass twice before and had experiences that made me want to try more. I also really enjoyed playing with toys. My first two times were with guys that were smaller and I wanted to try moving up in size.
I'm in my mid-twenties, slim, pale, tall and smooth and have been told I have a cute little butt. I wanted to be fucked by someone with a cock my size or even a little bigger. Kurt was mid-thirties, average height with a nice build and a very nice penis. Maybe 6.5 inches and a regular thickness. Just the size I wanted to try. We ended up meeting a couple times and he was very kind and slow going with me. We continued to chat online talking about dirty fantasies and things we enjoyed. I didn't know he'd actually listen to me.
Kurt invited me over one evening, so I cleaned up and wandered to his place. He greeted me at the door, welcomed me in and gave me a drink as we sat on his couch. We chatted in the livingroom for a while and had a few more drinks. I was usually awkward about getting things going but after a few drinks I was getting brave and suddenly stood up and pulled me shirt off, unzipped my pants and slid the off and stood in front of Kurt.
"Now, that's what I love to see and play with," he said as a large grin spread over his face. He looked at my slim little body and the little black thong I had on.
"Why don't you turn around and let me get a good look at that body of yours," he asked me.
I did as he asked, running my hands up my sides, playfully slapping my ass and then gently spreading my ass cheeks open to show him the strip of throng running up my crack. He stared as I showed him my ass and then turned and pinched my nibbles and rubbed the growing bulg at my crotch.
"You like what you see?" I asked him coyly. "Do you want to peel these underwear off and fuck my hole?"
"I see someone's moved from being shy and nervous to being excited," Kurt said as he eyed my swelling crotch.
"Damn, that's hot," he said as I smiled dumbly, pulled the front of my thong down a little to show him that I had shaved myself smooth. He grinned and undid his pants revealing his hard cock straining against his underwear.
"Come on over here and get familiar with this growth in my shorts." He beckoned me over and I walked to him, rubbed my hand on his hidden member then turned, lowered my ass and began to grind it into him. I could feel his hard erection against my ass and got excited and pressed myself against him, running up and down his length.
With a slap of my ass Kurt said, "Sit that little ass down on the couch here."
I figured I was about to be fucked, which was what I wanted. Instead Kurt got up and walked down the hall way to his bedroom.
"Get yourself another drink and stay horny. I'll be right back," he said over his shoulder.
A few minutes later he wandered back down the hall, butt naked with a bottle of lube in one hand and condoms in the other his erect penis bouncing as he walked. I grinned in anticipation of riding that dick and feeling him push into my manhole.
As I moved to get up he said, "Sit, I've got something you can work on from there." He set down the lube and condoms and walked up to me and presented his hot pulsating cock to me, which I quickly opened my mouth to accept.
He had a nice smooth shaft and he had a nice bubbled head on his hog, it was purple and engorged with blood as I swirled my tongue over and started sucking just the tip. I could taste his precum on my lips and tongue as I ran it up his slit. He moaned and grabbed the sides of my head and pushed towards me. I didn't fight it, I opened my mouth and let him push his cock further in. I reached up and began running my hand up and down his shaft milking his precum into my mouth.
"Ah, hell ya. Love the feel of your lips wrapped around my cock," he groaned at me.
I continued sucking and jerking his rock hard dick as he pushed it in and out of my mouth. I'm not usually into sucking cock but this evening it was really turning me on, I think a mix of alcohol and excitment was getting me into it.
Kurt then pulled out of my mouth, "If I give you what you want are you going to give me what I want?"
"Yes," I told him with one hand still wrapped around his stiff cock. I was thinking he wanted me to swallow his cum as I hadn't done that yet.
"Good. Get on your hands and knees on the floor," he said with a smile.
My cock tingled in my thong in anticipation of the anal fucking I knew was coming. His cock filled me up a lot and gave me a pleasant stretched feeling. It was that stretched feeling that I craved the most sexually. It sent me over the top to feel it.
I got on all fours on the floor and Kurt knelt behind me and began to play with my ass. He spanked me lightly, rubbed my ass and spread my butt apart. He ran his hands up my lower back then grabbed the top of my thong and pulled it up tight, yanking the material tightly against my hole.
"Ahhhhhhhhhh!! Mmmmmm yes. Pull it tight. That feels soooooo good," I moaned at him.
The material rubbing over my sensitive manhole sent tingles throughout my body and I pushed my ass back towards him as he pulled on my thong and moved it side to side. He gathered the top in one hand and reached around to stroke my bulging cock from behind. The feel of his fingers brushing my stiff penis was great and it only made it swell more.
"God, I'm gonna to lose it, I'm so hot, so horny! I want your cock in me! I want you to fuck the shit out of my ass!"
It was then that I decided, tonight I was going to let him fuck me then I was going stop him and suck his cock when it was fresh from my ass!
"Ya, you like that? You like when I play with your ass and tease your cock?" he kept teasing me and getting me massively turned on.
"So if I give you what you want you'll give me what I want?"
"Yes!" I throatily breathed at him, thinking how much he'd love me doing ass to mouth for him, a fantasy he had, and swallowing his load.
He kept grinding my thong against my ass but leaned into me with his stiff cock and rubbed it up my crack as well. I was in heaven. The feel of his raw hot thick member against my soft skin was unreal.
"I need that in me Kurt! I want you to slide it inside me and fuck my ass," I pleaded with him.
He stopped rubbing his cock against my ass, let go off my thong and picked up the lube. He pulled my thong down around my knees and poured lube down my ass cheeks and crack. He rubbed it over my smooth skin, working it over my puckered hole, rubbing it and slipping a finger into me.
"Ohhh... hhhhhh... hhhhhh," I moaned as his digit past into me.