After my first sexual experience in New York City with my throat fucking top, I felt a little bet up. I had been throat fucked before but never that hard and thorough, the man was a professional neck plunger. It hurt a little to swallow, which actually turned me on, because all these years of being into throat "use and abuse" I was for the first time feeling abused. Also, my top lip hurt from his pelvis pounding my mouth. The next day I got a message from him on Recon.

"I hope that was what you were looking for, I know I certainly was. Def want to use you again"

I ended up meeting up with him another time, which was just as good as the first. But I still wanted to be able to take dick should the opportunity arise. However, it had been a while and only a few times that I had taken a fucking. Everyone I saw cruising Recon seemed to be a little on the experienced side, which I found a little daunting, as the last thing I'd want is to disappoint an angry Top. The kind of Top i'm into is a dominant(not rude) kind of sleazy top. In terms of looks I'm not picky or judgemental, I like a guy who's older than me and the shaved head Daddy type is definitely the ideal choice. But for what I had in mind, Recon just wouldn't do. I needed a guy who would take it easy on me at first, ease me back into the anal game. I needed an advert. I went to craigslist to put up a specific request as to what I needed. Then I got distracted.

The first advert I saw in the m4m section piqued my interest. 100 dollars to accompany a man to dinner in a fancy restaurant, no sex, no games. "Well" I said to myself "I could do with 100 dollars". Fuck it, this seemed to be my mentality more and more as I lived in the city, throwing caution to the wind, not thinking about serial killers, rapists, or blackmailing. I sent my face pic and a quick message. The guy replied. He was a very forward Italian American with a good sense of humour in his late 40's. We chatted a bit online and arranged to meet. This may sound strange, but I wasn't nervous in the slightest as I stood out in the cold waiting for him to come pick me up. I was actually excited, this could be my first New Yorker friend. He pulled up in his truck, he looked like an extra on the sopranos, and talked like one too. This I liked, he was almost exactly how I imagined him(he typed the exact same way he talked), he was funny and confident. We got to know each other and he took me to a nice place in Manhattan, great food. After dinner he said "let me take you to this bar", I thought why not. So as we are driving to the bar he mentions the 100 dollars for the first time. "So you gonna let me blow you for that hundred bucks?". Huh? This had me confused, the entire time we talked he was talking about women he screwed, girls he fancied. His advert was weird, but he never came across to me as gay, and what happened to "no sex"? I didn't want to mention any of this because I thought it could lead to an awkward moment or some confrontation. I just laughed nervously and said "what?". "You don't gotta do anything you don't wanna?". I was still a little confused, did I have to let him blow me in order to get the hundred, or do I get it at the end of the date? Okay, reading that back I probably sound like the biggest slut around, I'm really not, but at the same time, how many people would turn down being paid to get your dick sucked?! "It's Okay, I'm game" I said.

He pulled his car up on some dark street in Rockaway. "Get in the back" "Here?" "Don't worry, get in the back" I climb into the back seat, as he leans back the front seat. I whipped my belt off and pulled down my jeans. He grabbed my cock with his mouth through my boxer-briefs and began to jerk me off with his mouth. The whole spontaneity of the situation gave me an instant erection. He then took my dick out, "Holy fuck" he must have been impressed with the size. My dick isn't huge, but it's a pretty good size, it got a lot of compliments in the U.S. It only goes inside girls though(with the exception of two guys in the past). At this point my meat was in the back of this guy's throat. He was a good cock sucker I must say. Although the idea of this older tough guy Italian American sucking my skinny Irishboy cock, wasn't exactly a fantasy of mine. Luckily I had enough drink to not over-think it and enjoy the warm wet mouth around my dick. I decided to lean back across the backseat, and he must have took this as an invitation, as he then mounts me in a 69 position. He then takes out his roughly 6 inch thick piece and jams it in my mouth. I throat it with ease, he wasn't a face fucker so he was groaning at the fact I could swallow him, which after what the first guy from Recon put me through, this I could do in my sleep. After a while of getting each other's dicks wet. He asks if I'd like to stay at his. "Sure, why not?"

As we approached his nice big house, with a pool in the back(for any American, every house/apt we see looks huge in comparison to the average Irish property. In fact when people tell me they have a "little apartment" in the city, I smile) "We might have to sneak in, my brother's staying for the weekend." This made me a little on edge, what would happen if he saw us? I'm a pretty discreet guy in general. I don't want to have to witness this guy's forced coming out party to his sibling. Luckily he wasn't there. We went up to his room, he turned on the TV and I continued to suck his cock. "You're so fuckin hot baby" he said, in a way that I felt he had said to many girlfriends in the past. I could be very wrong, but I got the sense that all of this was quite new to him. Anyway we stripped down to our underwear and spooned. I was the little spoon. I thought we were going to go to sleep, he had different plans. His hand slides down my underwear to cup my ass cheek, it felt nice. "Woah, fuck yeah" he whispered. I was closing my eyes ready to hit the hay, then I hear him sit up and fumble around with something. I hear a click, like a bottle cap pop open. He then slides his hand back down my boxers, and rubs something cold between my cheeks. Holy shit is he gonna fuck me? This is not what I was expecting at all just a few hours ago. Before I could think another thought, he slides my underwear down to my knees, and I feel the warm head work it's way to my hole and force its way in. The first thrust hurt like hell! I winced in pain and let out an audible "Ouww". The second thrust knocked the air out of my lungs, the third thrust curled my toes and made me grab the sheets in pain. He fucked without any rhythm or coordination which made it really sleazy, also he sweat a lot, I could feel it dripping from his head onto my back. I thought to myself "Oh my God. I'm getting fucked in the ass for 100 dollars....and I fucking love it!" I started to push back against his thrust to try to hurt myself more. I did this in a similar way I used to enjoy twisting a loose tooth as a child in order to make it hurt so much I would become accustomed to the pain. It didn't take long for him to come. I didn't say a word. He wiped his sweat off my back with a towel, then wiped his face and dick and threw it on the floor before cuddling up to me again. After some gentle kisses to my neck he says in my ear "By the way, if you get pregnant we're keeping it" I fall asleep.

The next morning he wakes me up. We sneak out of his house and he drives me back to my block. True to his word he pays me 100 bucks and asks to meet again. I walk back to my apartment with a spring in my step and cum in my ass. When I get inside I immediately go to the bathroom to push his load out, and boy oh boy did he empty his balls. Seeing how much cum he left in me gave me an instant erection and I finished myself off thinking about the night before. My ass had been broken into, was given a taste of cum, and it was craving more...