First, about me: I'm 45, recently divorced, 5'4" tall, 138 lbs and have a 4 1/2 inch cock. I've been successful in sales and can afford just about anything I want.

Since my divorce I've gotten interested in trying lipstick and makeup, and even bought a dress and bra. On Fridays I dress up and lounge around the house stroking my tiny cock. I've never been with another man, but have been curious.

A couple of weeks ago I was dressed up and looking on C/L to try my hand at a man. The ad said he was looking for a sissy slut to fuck. I thought I'd give it a shot, so I answered the ad.

He was 24 years old, 5'8" tall and weighed 280 lbs. When he answered the door he had on a robe, and nothing underneath. I confessed to him that I hadn't done this before, and he assured me that after tasting his cock I would want it all the time. He kept the robe on while we sat on the couch. He brought me close and started kissing me. His lips were surprisingly soft, and when he stuck his tongue in my mouth I responded eagerly.

"Here's what's gonna happen," he said. "Tonight, you're my bitch. You do what I say and no one gets hurt." I was a little worried now. "Okay, first you're gonna suck my cock and swallow my load. Then you're gonna eat my ass until I tell you to stop. Then you're gonna suck me again until I'm ready to fuck you. I won't touch your cock, but only use you as my whore. Got it?" "Um, I'm not so sure about anal." "That's too fucking bad," he said. "It's gonna happen."

I told him I had made a mistake and thought I'd better leave. Instead, he grabbed my arms and held them behind me and led me to the bedroom. I was stuck, not knowing how I was gonna get out of this. He closed the bedroom door and dropped his robe. He had the biggest fucking cock I'd ever seen. It dwarfed my tiny one, and was about as thick as my wrist. Now I was really scared. "Okay, bitch, get to it." His cock hung there limp. When I didn't move toward him, he came to me. He pushed me on the bed and grabbed my nuts. "I'm gonna hang onto these until you beg me to fuck you." I was on my back, and he positioned himself next to me so his cock was at my mouth but could still hold my nuts hostage.

I tentatively opened my mouth and took his cock in. Instantly it started to grow. It was fucking huge. My jaw was stretched to the limit. He mouth fucked me for about 10 minutes and said he was gonna cum. He squeezed my nuts a little and told me I had better swallow it all. I Tried. He had a bucketful of cum in those balls, and as hard as I tried I couldn't take it all. He did, however, allow me to lick all the spilled cum off of his balls and cock, and made me suck him until he was clean.

"Good," he said. "Now, on your belly, faggot." He hung onto my balls through it all, and when I was on my belly he ordered me to spread my legs. In one quick motion he shoved two wet fingers into my asshole. It hurt like a bitch. I yelped. "Shut up, sissy, we're just getting started." He began to finger fuck me, and soon the pain went away and was replaced by pleasure. "You like that, don't you, cunt?" I shook my head yes. He continued to finger fuck me until I was pushing back each time he thrust his fingers in. "Tell me to fuck you," "I want you to fuck me," I said. "Turn over." I rolled over onto my back. He repositioned himself so his asshole was right at my mouth. "Now tongue fuck me." I thought this was kinda nasty and didn't move. He squeezed my nuts hard enough that I immediately thrust my tongue into his asshole. I tongue fucked him for a few minutes and his cock was finally hard. "Tell me again to fuck you." "I want you to fuck me," I said for the second time.

He moved around so he was kneeling between my legs. He let go of my balls finally and pushed my legs up toward my chest. He had a hard time pushing his cock in, but finally did. I tried to relax as much as possible, and eventually he slowly started to fuck me. Again, it hurt at first, then subsided. I was actually enjoying getting butt fucked by this massive cock. He must have fucked me for a good half hour before being ready to cum. He tensed up, thrust forward and started cumming. It was another big load, and some of it seeped out of my ass.

Finally spent, he pulled his cock out and told me to get undressed. "Now comes the best part," he said. I thought he was going to suck my cock, but instead he led me to the bathroom. "Lay down in the tub." I had no fucking idea what this was about, but was afraid not to. As soon as I was on my back, he got in and stood over me and started pissing. He must have been saving it up for a while, 'cause he pissed a bucketful. Mostly on my cock and balls, but some on my chest, and even hit my face a little. The warmth of his piss and the fact that I was still horny made for an exciting experience.

When he was done pissing, he shook his cock a couple of times and told me to sit up. I did, and he put his cock back up to my lips. "Now, make me cum again." What a stud. This would be the third cum of the evening. I wrapped my lips around his cock and he began to fuck it. It was still able to get hard, but it took a long time for him to cum, at least 30 minutes. When he did start to cum, he gave me no warning this time. He just let it fly. I wasted his cum all the way down my throat, and it was a much smaller load than the other two times.

He was finally done, and I had sucked him dry. He got out of the tub and told me that was it until next Friday. It was painful, humiliating and degrading, and I can't wait until next Friday when I can be his sissy again.