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Tom Taylor Illustrated
Tom Taylor Illustrated

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Baby Sitting.

It had been a long time since I was a baby sitter, being 24 meant those days were well behind me along with college and shifts at the super market, but I guess I was in the wrong place at the wrong time. My Mum had been on the phone all afternoon to her friend Julie when I popped over to drop off some groceries to her. “Oh Julie, I got it, Andrew can babysit!”, she said with a well accomplished smile, like she had really solved a problem. Long story short I no longer had a Saturday night.
6.30pm on the dot I arrived at Julie‘s house, I’d never been there before even though she had been friends with my mum for years. It was a respectable size, very upper working class with a huge extension built onto the back overlooking an over cultivated family garden space. “Hello Andy, I can’t thank you enough for doing this so last minute, I swear that Melissa is so bloody unreliable, I don’t know how we’ve used her for so long“, Julie verbally waterboarding me as I stepped into the living room. “It’s no worries, I didn’t have plans anyway”, I reassured her.
“So where you off too tonight?”, I asked, just making conversation.
“Ugh, well Darren has some work drinks that I’ve been dragged along to for morale“, she flustered, fixing her hair in the mirror in the doorway. “Anyway, kids are asleep, help yourself to anything in the fridge, oh and the drinks fridge in the conservatory is fully stocked”, she winked at me, grabbing her coat. I smiled at her as she grabbed her keys and left.
The night flew by, I helped myself to a couple of beers from the mentioned conservatory and begged out in front of the TV, I felt pretty content as I’d probably be doing the same at home. Before I knew it, it was 1am and I heard the door rattle. “ANDY!?”, an enthusiastic and definitely drunken whisper broke through the living room. Julie stumbled in, eyes half shut, clearly wasted. “Good night?”, I asked. “Same old, was a laugh though”, Darren’s deep voice answered. Darren had always been pretty handsome, I remember having a bit of a crush on him when I was a kid. He was slightly disheveled from the work drinks, his baby blue pin stripe shirt, now untucked from his tight work trousers, tie in hand. He had almost white cropped hair, except for some darker grey around the ears and a salt and pepper five o’clock shadow which indicated the end of the working week for him. 

“I think I’m going to have to go to sleep now Andy, thank you again, you’re a life saver”, Julie slurred, stumbling up the stairs to her bedroom. “ I could do one more beer, what about you Andy? You’re technically still on the clock“, Darren winked at me as he headed out towards the conservatory. I was game, I’d already had a couple and I hardly had anything exciting waiting for me at home.   
”Here you go”, Darren handed me a can. “Well that was a fucking long week for me, I think I deserve another“, he smiled at me as he cracked open his beer.
“So your mum tells Julie that you broke up with your fella?”, he jumped in at the deep end.
I wasn’t sure if he wasn’t very good at starting a conversation, or he realised with both of us here drinking that we didn’t have much in common. ‘Umm, yeah, no big deal though it wasn’t going anywhere”, I answered quickly, not to make it awkward.
“Well, another one will come along in no time, handsome lad like you “, Darren added. Now I was really thrown back and a little flattered, it had to be said. “Ha, cheers Darren”, I held my can up to his.
“You know, I’ve messed around with guys before“, he grinned.
“Haha Really!?”, I replied, a little shocked.
“Yeah, back in uni. Had a few threesomes, sometimes you have a little fiddle with the other bloke, see what the big deal is”, he gestured groping with his hand.
“A little fiddle”, I laughed, struggling to swallow my beer.
“You know what I mean”, he laughed back, putt in his hand on my shoulder.
I wasn’t sure if it was the beer but I felt his grip on my shoulder and couldn’t help but think something was going to follow. He didn’t break eye contact as he sipped his beer, without moving his hand from my shoulder. He put his finger up to his lips, as if to signal to me to be quiet then turned to a door at the far end of the kitchen. I followed him, my hands were shaking a little with anticipation, was this what I thought it was or some awkward misunderstanding.
Darren opened the door into the garage and signalled me in with one finger. My heart had stated to pace now as he closed the door behind up and switched on a small work light. I didn’t know if I should say anything, before I could, Darren pushed my shoulders down until I was on my knees in front of him. ‘Julie and the kids are asleep now, so don’t make any noise”, he whispered. I looked up at him and shook my head in agreement. He unbuckled his work trousers and let them fall to his thighs, he was wearing a pair of cotton boxers and I could already see he was hard. He manoeuvred his thick cock out until it was in front of my lips, I could smell that he had been at work all day and it made me instantly rock hard that my dick almost hurt pushed up against my jeans. With he other hand he stuck his thumb into my mouth, it was dry and salty as he pushed down to open my mouth as wide as he could. Before I could grasp what was going on, he spat directly into my mouth, I could taste his saliva mixed with the beers we had just shared. We we’re both breathing heavily and then Darren guided his meat straight into my throat. My tongue barely tasting his dick before I could feel it struggling to get into my windpipe. He had both hands on my head now, thrusting his hips and pushing his throbbing cock along my tongue and into my throat. Ropes of my saliva mixed with his ran down my chin and onto the floor as his slick cock was hitting the roof of my mouth. “Uuunnngghhppf” Darren muffled his own groan as he shot a thick load of seed into my mouth, I wasn’t going to let it go to waste so I swallowed every drop, licking it from my lips and the swollen head of his dick until it was gone.
‘Darren smiled and exhausted smile, pulled up his trousers and said ”So what is it we owe you for tonight champ”, flashing me a wink. 

Baby Sitting.

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