We went up the stairs; he was in front of me and was commenting on my big ass. I asked him what do you know about big asses, he chuckled and said I will show you. I told him just a beer or two then I had to get home. He had a fully stocked bar and asked if I wanted anything besides beer, I said a shot of volka would be nice. He said, "Be a man...or whatever you are" and poured me a double shot. He turned on the tv and poured himself a shot as well. When I went to sit next to him, he rubbed my ass, I told him once again to cool it. Then he asked "Why are you being such a bitch?"

The guy was older but handsome and had a rugged I liked. He was 6 feet easy and around 275 lbs. I could see he was hard when he got up to pour me another double shot hoping to loosen me up. He sat down next to me again on the sofa, his bulge was shooting out over his belly. He asked me if I wanted another shot, I told him I had to go to the bathroom to pee. When I came back he was on the sofa, naked from the waist down. I was like "Wow, okay." He was hairy like a bear. His cock was hard, about 7 or 8 inches, thick and uncut. He said "I know you want it and I want to show you what this guy knows about ass, now bring that ass over here!" I had another shot and walked over to him. "Pull down your shorts" he said while stroking, I said I have to go. Before I could turn, he grabbed my balls. I said "WAIT" if I give you a handjob, can I just go, he said sure. He pulled down my shorts and panties. He looked at my little hard dick laughed and said you want me bitch. He told me to turn around and spread my cheeks, I listened and did as told, then he told me to bend over, and again I did as told. I felt a wet stubby finger go in my ass, I jumped and said "Handjob only!" and move away.

"Okay" he said without remorse when went to his bedroom. I followed and he got on his back and with his cock straight in the air. I laid next to him with my shirt still on and started stroking his cock. While jerking him I played with his balls and thought "Am I really doing this?!" He started pumping my hand the harder I stroked him. He reached over and started stroking my cock, then he reached over my back and put his finger in my asshole. I did not fight him this time. I licked the tip of his cock and he said "Damn boy!" I continued to suck going lower and lower. And his finger when deeper and deeper. Then out of nowhere he grabbed my balls and said you are going to suck me until I pop, then I going to fuck your fat ass, now lick my balls boy.

I licked his hairy balls; he tried to get 2 fingers in my asshole and I told him please use some lube...

"There is no way I can take your cock in my ass" that and I was....he just took his other hand and pushed my head down on his cock. As he is started jacking me again and told me to spread my legs wider so he could get a better grip. I spread my legs wider, and he pumped my cock harder. I sucked and licked his fat cock, wow I tasted a bit of pre-cum! He jacked me so hard his fist actually slammed into my balls. I had to pause yelled "Don't stop now boy I'm about to cum!" as he grabbed my balls for real and started to squeeze. I nervously caught my breath. I know if I did a good job he would let go of my sore nuts. His started moaning and pumped his cock in my hand harder. His leg began to shake, and his toes curled. He just yelled "Oh Shit" and that's when he finally squirted. 1, 2, 3, 4 jets in my mouth. I swallowed half and the other half drooled out my mouth. Finally, I was done. I looked outside and it was dark, I was thinking about driving home but I was still in no shape to drive. I asked if I could sleep over and he looked at me with his semi-hard cock covered in spit and cum, pat me on the ass and said you know what it will cost you.

He went to the bathroom to wash off, reached in his dresser drawer and pulled out a skirt. I asked him what is for, he told me to pull off my shirt, then he reached back in the drawer and pulled out stockings, a plus-sized woman's top, and a wig. "Put it on, all of it!" As I put on the stocking, skirt and wig, he just sat on the edge of the bed stroking himself back to a full erection. "You know what I want." He stood behind me, I could feel his hard cock on my ass, he reached in front of me and started stroking my cock. He went lower and played with my balls. He told me he was sorry about hurting my balls but I had been acting like a "stuck up bitch" frustrating him since we met. He spun me around kissed my neck and grabbed my ass cheeks firmly and said how much he wanted my ass. He pushed me on the bed face first, I knew what was about to happen and just tried to relax.

I looked behind me and saw Matt was ready. His cock was pointing up like a rhino horn and just has big. I got on my knees and put my ass in the air. Matt said he needed to taste my ass first. He pushed up my short skirt, I tried to look back again and he said put your face in the pillow. First, he tenderly licked my balls and stroked my cock. Then he spread my cheeks, I felt a wet tongue in my asshole, God I was in heaven. He asked me if I liked it I just moaned and said yes. I was so hard, he squirted some lube in his hand and started to stoke me again. I'm lying on the bed, face down, ass up with a tongue going from my hole to my balls and his fat sausage-like hands beating me off. I was just about to cum when he said...Not yet.

I felt him get off the bed, then I felt a liquid run between my ass crack, it was time. I told him to put some lube on his cock and more on my asshole. He asked if this enough as he jammed two fingers in my asshole. I jumped but I could not go far with his hand full of my balls again. "You are tight sugar" I asked him to be gentle to my asshole. "Right...make that asshole wink baby" I winked my hole and he said I was ready. I felt the head of his cock begin to push in my ass I tried to pull away again and he just grabbed my hips like vise grips I could not get away. Inch by inch he went deep, "Oh my God, oh my God, oh my God" I screamed in the pillow. Then he started pumping my asshole like a madman. He asked me if I was crying I said no but please hurry up and cum. He gripped my hips tighter and he was like a jackhammer. I was not a virgin but I never had anything like this, never. "Oww baby you are hurting me" I was in so much pain I legs went straight. Matt moved from my hips to my shoulders. He took one hand and started stroking me and said this dick is mine. My ass was in pain and my cock wanted to cum. Pain and pleasure. Just as I was cumming he tore into my ass as hard as he could. I felt every twitch of his hard dick in my ass. He just laid there on top of me until his cock plopped out. I could feel its wetness on my balls. I looked at the clock it was almost 2am. Matt rolled off me, got up and smacked my ass. I stayed on the bed with cum, lube and other stuff leaking out my sore and damaged asshole. Matt laughed and said, "Not bad for an old Pollock, now get your fat ass in the kitchen and get me a beer!" Evidently I did not move fast enough so Matt got a belt from his closet and I felt a sting across my ass. He took the pillow I had been screaming into and put it under my hips so my ass was back in the air. Wack, wack, wack, wack, "Didn't I tell you to move your fat ass!" Wack, wack, wack! This time I cried as the belt went across my ass cheeks, my back and my balls.