Chapter 4 - Anthony (Escort Diaries Vol. 1)
It had been a while since the "incident" with Pete, and I hadn't heard from him nor had I reached out to him myself. Despite the less than ideal experience, I still felt the need for some man on man action - but where would I get it? I was loathe to put another ad online as in my head, the positives so far didn't outweigh the negatives. This was before gay hookup apps.
So I start googling and stumble on a local gay male escort site. "Is this legit?", I thought as I scrolled through the profiles of some unbelievably hot blokes. All sorts were there; chiseled, hairy, younger, older...and they explicitly offered sex. That was wild to me. Obviously growing up you hear about prostituting, and the stigma attached to it when it's women walking the streets, trying to get into cars. I was never one to even think about that, sex wasn't something I'd ever pay a woman for. But this? This felt different - these men were handsome, they'd been vouched for by other people like me, and it wasn't prostitution - it was escorting. Was that different? Maybe there's a discussion about that to be had somewhere else.
I kept reading, analysing the "customer" reviews. The hot guys with no reviews I dismissed instantly - were they fake? What would happen if I met them and they beat me up, stole my stuff and publicly outed me? I couldn't risk it, despite how hot they were.
I kept going back to one profile in particular; "Anthony". A tall, rugby-built and straight looking bloke. His photos were of him in sports gear, football kits, builders wear. He didn't 'look gay' to my eyes, when at a time I naively thought gay people obviously did have a certain look. He had a shaved head, stubble and was suitably hairy with thick thighs and a delightful chest. I didn't see his cock, none of the guys had their cocks on display on the site - the mind wandered. He was incredibly well reviewed though, having been escorting for a couple of years it appeared, and his manhood commented on quite a few times.
In my head, I'd made the decision - I wanted to meet Anthony, to suck his cock and to fuck him. Surely this guy would be ideal, he'd be clean, well presented, experienced and prepared. Plus, he was literally the epitome of what turned me on at the time - straight-looking hairy blokes.
On my way to the station travelling to work, I plucked up the courage to call him from my phone. When he answered, he sounded...well, a bit uninterested to be honest. I remember him mumbling, quietly, one worded answers. He asked me to text him with what I was after and so I did: I said I'm inexperienced, wanted a one hour in call, and I was looking to top a bloke.
We arranged our meet for a few days later at his house just on the outskirts of the city centre, easily enough for me to catch a train to. I got to the door of this unassuming semi-detached, about five minutes early, and knocked on. I could see his shadow through the door glass walk over slowly before he opened it up and gave me a glare. "Hi, I'm James", I said. He didn't say anything, just beckoned me with his head to come in and closed the door, locking it behind me. He was about 6ft 2 and deliciously masculine.
"Don't worry, not locking you in, just for privacy" he laughed. It was the first time I'd heard any personality from him, and it was strangely reassuring.
"We're upstairs" he mumbled, and walked ahead of me. I remember hearing the TV in his front room, "was anyone else here?" I thought, worried.
We got to the top of the floor and there were two bedrooms, one straight ahead and the other to the right. Anthony went right and sighed. As I followed, he was picking up his cat who had decided to snuggle on the bed. "Oh he's gorgeous" I said as Anthony moved him to the other room and closed the door. "Yeah, he picks his moments".
I stood in the room next to a chest of draws opposite the bed. Anthony just casually jumps on the bed, dressed in his black trackies and top, and sprawls his leg out. "So do I pay you now or after? I've not done this before, sorry" I ask nervously. "Whenever, I've locked you in now so you have to pay at some point ha" he said with a somewhat menacing grin. I laughed back, and took out my wallet counting the notes and laying the on the drawers for him.
"So how do you want to go about this then? I won't rush you, don't do anything you don't want to" he said to me calmly. That was nice of him I thought. "Erm, I'm not sure. Could I get a drink though? My throat is really dry" I asked. And it was - the nerves had been kicking in moreso than any other time I was with a man, and I was finding it hard to swallow. "God you're hard work" he laughed and he went downstairs to get me the drink.
Again, naively my mind was racing when he was making it. "Oh god what if he drugs me?" I thought. I couldn't shake that thought. I needed a drink, but convinced myself not to drink it all when he returned just in case.
As expected, he came back in with a glass of orange cordial and sat it on the unit, returning to the bed. I took a very small sip - it was enough - and took my coat and trainers off. I climbed on the bed and sat up next to Anthony. I couldn't take my eyes off his body - rugged, large but not fat, though not muscular either. Just manly.
"Take your time" he said, his face close to mine. I leaned in and we started to kiss. His mouth felt huge, like he was engulfing my face with each kiss. No tongues with Anthony though, he didn't put his in and I didn't want to make that move in case he wasn't into it. My hand rested on his thigh as we kissed, I couldn't help but think about that thick, hairy thigh under his tracksuit bottoms. I was throbbing.
I climbed atop Anthony, and started to kiss him around his neckline, feeling his stubble and my hands wandered up his shirt. The softness of his body hair was unlike anything else I'd ever touched, my tiny little gay mind was starting to blow.
I tugged at his trousers, and he started to pull them down to uncover his tightly packed black briefs. I could see the shape of his cock, already hard and waiting to be unleashed. I groped it, moving my hand up and down his thick shaft. I knew I had to see it, to feel it...I pulled his briefs down and moved to the side as he arched his back to completely free himself of his bottom clothes.
He looked magnificent. A thick, 7-8" hard cock complimented by a large set of shaven balls, hanging beautifully underneath in the midst of his burly rugby built legs. Lust took over as I gripped his cock at the bottom and went down to put my mouth over it.
If you'd read my first, and only, experience of sucking cock at this point in my life, you'll understand the benchmark I had here which was pretty low. But Anthony smelt shower fresh, his cock tasted sweet. I could suck that for hours. I remember the only obstacle for me to give him a great blowjob was his size. My mouth wasn't used to having something so thick inside it. "am I doing this right?" I thought, as I hastily made the most of this beautiful thick shaft in my possession.
I come up for air, and Anthony's still wearing his top. I start to take it off, wanting to see him in all his glory. I climb off the bed, keeping my eyes locked on his body and remove my clothes until I'm stark bollock naked with a raging boner.
"Pretty big yourself" he says as he beckons me back to the bed. We embrace as we kiss, his hands grabbing my dick and his, jerking them together. He moves toward the side unit and gets out a condom and some lube - removing the condom from its wrapper in a flash and starts to roll it on my bouncing cock.
He gets on all fours and I move in to mount his hairy manhole. He writhers around, sliding his arse against my cock - I knew he wanted it. I wanted it. But thoughts turned to Pete in that moment - what if it's dirty again? I couldn't concentrate, and suddenly my dick started to lose momentum.
I tried to shove my softening head into Anthony's manhole but it was no good - it wasn't happening. "What are you doing?" he laughed as he looked back at me. "Sorry" I mustered as I retracted and took the condom off. He flips over and reassures me "it's alright, don't worry, here lay down" - I lie down, stroking my dick which is now a semi boner, and he climbs atop of me, towering over me stroking his massive thick cock which certainly isn't shy like mine. I start feeling myself again, instantly turned on by this beast of a man wanking over me. "I'm gonna shoot over your dick" he says as he vigorously jerks his cock faster and faster before exploding all over my now raging cock. I grabbed my dick, using his warm cum as lube and furiously wanked it until I too exploded, my cum shooting so far I swear it hit the pillow behind me.
I lay there, catching my breath as Anthony climbs off me and throws me a towel. As I clean myself up, he's getting changed into his clothes, checking his phone and seemingly uninterested. "Thanks for that" I say as I begin to do the same. "Yeah no worries" he says, still looking at his phone. I get my trainers on, and my coat and we both go downstairs to the door, he unlocks it and says "see you soon" and I make my way back to the train station, feeling elated - I wanted more. That was the first time a bloke came on my dick - it was hot. I knew I wanted that again.