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Ted's Tales:


Sex and the Sitter
By Ted

My apartment buzzer rang 7:30 p.m. Right on time. I knew it was James, my baby-sitter for the night, so I just pressed the intercom and said, "Come on up!"

Tonight I had a dart-tournament I just couldn't get out of. It was our last match of the season, and our spare was out of town. I couldn't let the team down.

I only get Bobby for one week in every month. His mother has him the rest of the month. We split when Bobby was only one. We remain friends, though.

I usually try to work everything around Bobby's visits. Days are fine, because we have a nursery/play-school right at the company where I work - one of the perks; but nights are a different matter. I don't get a sitter for him often, but when I do, I get James, a high-school boy whose mother works with me.

He wouldn't have a lot to do tonight, unless Bobby woke up, but I doubted he would. He had had a busy day at the play-school and had dozed off right after supper. Three-year-olds can manage to wear themselves out without hardly trying. James would be able to do his homework, watch TV, or whatever, Bobby was unlikely to wake.

But when I answered the tap on the hall door, I was in for a surprise. This was no 17 year-old at my door. It was a hottie in his mid-twenties, not much younger than me.

"Hi," he said, "I'm Charlie, your baby-sitter for tonight. James can't make it. I'm his older brother. I hope you don't mind the last minute substitution.

"You're my baby-sitter for tonight?" I echoed.

"Well, come on in, Charley. I'm Tom. But I suppose your brother has told you that?"

"Yes, he told me all I need to know, I think. Where's Bobby?"

I led Charlie into the apartment. "He's asleep already," I told him, "but I'll show you his room."

I led Charlie down the hall to the door of Bobby's room, right across from my own. I opened it and peeped in. Bobby was sound asleep. I steeped aside for Charlie to have a peek.

"He probably won't wake," I told him,"but if he does, just tell him you're James' brother. He won't be afraid. He's a very friendly little guy."

Charlie preceded me bak to the living room. I got a chance to size him up a little. He was well-built you guy, sporting a short-cut hairdo - almost a crew-cut. He had really nice buns under his tight pants.

"Take a seat," I told him, motioning to the chesterfield. "I'm on HD cable, and the remote is on the coffee table in front of you. I subscribe to the sports networks and the Canucks games, if you are interested."

"Sure, I might be able to catch the end of the Canucks-Flames game tonight," he said.

Charlie sure was a hottie! It crossed my mind that I might do much better staying home and watching the game and trying to score with him than trying to score at darts. But then, Charlie was most likely straight.

But I did notice his eyes roam down my body to my crotch?

"There's pop and juice in the fridge," I told him. "Help yourself. There's also chips and cheesies on the kitchen table. If Bobby wakes and is hungry, give him a glass of milk and a couple of Oreos. If there's any problem, my number and emergency numbers are beside the phone there."

If his eyes weren't really wandering to my crotch, my eyes certainly were wandering to his. He had spread his legs and the way the cloth tightened showed that he was probably not wearing any underwear, and that he was well-hung! I'm sure he caught me staring, and a little smile crossed his lips.

I was packing a small bag with a bottle of sports drink and my darts, some extra flights, a hand-towel. "You mother always talks about James. She has never mentioned you," I said.

"Oh, I don't live with them," Charlie explained. "I'm sort of the black sheep of the family." Seeing my raised eyebrow, he added hastily, "Oh, I'm not a criminal a or anything like that. My mother and I just don't see eye to eye over ... well, sort of a personal, family matter..."

"Oh, I see," I said, but I really didn't.

"What about you?" he asked. "Your wife? Is she ... dead.?" He blushed, realizing he may have strayed onto forbidden ground.

"Oh, nothing like that," I assured him. "We realized we had very different interests, that we'd both be better off with someone else ..."

What I didn't say was that I had admitted to her that I was gay. As it turned out, she'd always suspected I was, and had nearly not married me. But she wasn't mad about it. We had both tried our best. We had separated, then divorced. She had moved on, and had a new fiancé - definitely straight, a very nice guy, who adored her and Bobby, and who even liked me.

"I'd better get going," I told him. "Look after Bobby for me. I'll be back a little after eleven."

"I will look forward to it," he smiled.

As I walked the few blocks to the social club where our mixed team played darts each week, I pondered over what he may have meant by that goodbye.

I will look forward to it? Did he just mean that he would be happy to be done with his baby-sitting when I got home? Or did he mean he would be looking forward to seeing me again at eleven?

What if he was as attracted to me as I realized I was to him? Not too many guys turn me on so easily as Charlie had done in the few minutes we had spent together, and the few words we had exchanged. My dick stirred in my tight briefs.

Thoughts of Charlie kept crossing my mind during the games we played that night, distracting me from my play. I didn't play that badly, but our whole team was a little off this night. One of the visiting teams walked all over us took home the trophy. It was all over by ten.

I stayed after for a couple of drinks - the club had a license - and some munchies the ladies from the teams had prepared, then walked home again on the warm spring night. It was promising to be a nice summer with a night like this so early.

Damn! The elevator was on the blink again! I climbed the stairs in the stairwell up the six floors to floor of my apartment. It was damned hot in the enclosed space of the stairwell, and I was puffing by the time I reached my floor.

It was precisely fifteen minutes to eleven o'clock when I opened the door.

My first view of my apartment when I opened the door was of my living room, and Charlie, sprawled on the chesterfield - wearing nothing but one of my bathroom towels wrapped around his waist. When he realized I was there, he leapt to his feet, almost losing the towel in the process.

"Oh!" he cried. "You're home!" He glanced down at his apparel - or lack of. "It was so hot in here," he desperately tried to explain. "I'd come straight from work where James had phoned me. I took a shower. I didn't think you'd mind. I just haven't got round to getting dressed again yet."

It sounded like a reasonable story to me. His pants and shirt were laid over the back of the chesterfield, and his shoes and socks on the floor before it.

"You're right about it being hot in here," I agreed. I went to the living room window and turned on the air-conditioning. The afternoon sun beats on this side of the building, and it can get very warm in the evening. "It'll take a while." I told him. "Did Bobby stay sleeping?"

"Yes," I thought I heard him cry out once, but he must have just been dreaming. "He was sound asleep when I peeped in." Man, Charlie sure was a hottie! His pecs and abs were great, and I longed to run my hands over them. The front of the towel wrapped around his waist pushed out invitingly. I was determined to see what was under there.

"Hope you don't mind if I get comfortable," I said, using one of the oldest clichés in the book, as I pulled my shirt over my head and dropped it on a chair. I also kicked of my shoes, undid my belt, and slipped my pants off, leaving me standing there in my tightie-whities and socks. "Ah, that's better," I sighed.

"It sure is," he smiled approvingly. At that point I knew I had him.

"Like a beer," I asked him?

"Sure," he replied and followed me into the kitchen. I bent to get two beers from the bottom of the fridge door, and when I stood and turned, he was so close behind me I brushed against him.

"Oops, sorry!" I said.

"Don't be," he replied, and before I could even hand him a beer, he reached out, put his hand behind my head and drew me toward him. His mouth opened as it sought mine, which responded almost automatically. Without a word, we began to kiss greedily. His hands slid down my back and grasped my buttocks and pulled me tight against him. I managed to reach out and put the unopened beers on the counter beside us, then responded in kind to his clasping. I clasped his waist and also pulled us together, our bodies pressing against each other.

I could feel his hard penis, restrained only by the towel, thrusting against me. Mine was straining to be free of my undies. I felt for where he had tucked the end of the towel in on itself, and tugged to release it. The towel fell away from his buttocks. He pulled back from me slightly, and the towel dropped to the floor. His cock sprang free, pressing against mine, imprisoned in my underpants.

Charlie slipped his hands under the elastic at the back of my undies, then with one movement tore them down over my buttocks and my cock, still sucking on my mouth hungrily. My undies dropped to my ankles, and I stepped out of them, now naked, except for my socks, which, while we continued to kiss, i managed to get off too, by using the big toe of each foot to to catch and draw off the sock on the other.

Now we were both completely naked, still kissing, our tongues seeking to gain entry to each other's hot mouths.

"My God," he breathed, "I've been dreaming about this all night."

"Me, too!" I admitted. I grasped for his cock, It was a massive, stiff rod. "I want to suck you," I whispered. Charlie released his hold on me, and I slid down his front, kissing and licking as I went - his neck, his nipples, his navel, and finally his huge uncut cock.

I pulled back the partially-retracted foreskin even more, to reveal his swollen, dark-red knob. It had been ages since I had had dick. I needed this one right now. I licked the underside of his bulb, and Charlie moaned in delight. I opened my mouth wide and took his knob in. I ran my tongue around it caressingly. There were murmurs of pleasure from above.

I pushed my face toward his pubes. His hands closed on the back of my head and gently pulled me more onto his shaft. I gagged a little, but shifted my head a little to allow better access. His cock had a natural downward curve, which made it easier to slide down my throat. I withdrew a long way, until he was almost out of my mouth, then plunged forward again, driving his member completely into my gullet, right to the hilt. I could feel his wiry public hairs pressed against my lips. I sucked and clenched and chewed.

"Oh, man!" Charlie cried. "I'm going to cum! I can't help it!"

Although I would have liked to prolong this for ages, I set up a rapid pumping of my mouth on his dick, and immediately felt it tensing, ready to blow. I grasped his balls in one hand, and felt the contractions there. With my other hand I fondled my own massively stiff cock, masturbating gently, hoping to cum at the same time Charlie did.

But he was too primed, too ready to blow. The first spurt of his cream was on one of my withdrawals, and it flooded into my mouth. I tasted its salty-sweet flavor. The juices lubricated my mouth and his rod for a new plunge forward, and the next spurt shot right down my throat. I pushed forward more, and felt subsequent squirts pouring into me, one after another. At each spurt, Charlie quivered and groaned.

Finally, he was spent and pulled me to my feet, We kissed again, my mouth still full of the remnants of his cum.

"I can taste myself," he whispered. "That's so hot!"

"You are so hot to start with," I answered, "and I'm hot for you." I pushed my super-hard dick against him and rubbed.

"This is the reason my mom and I don't get along," he confessed. "She doesn't like to think of me with guys. She wants a daughter, and grandchildren. She's always been polite enough to my boyfriends, but there's no way she would ever let them stay the night. That's why I moved out. That's why she doesn't talk about me. James knows. He knew before my mom did. He doesn't mind at all. He's gay too."

"And this is the reason my wife and I divorced. She knew I'd be happier with a guy." I thrust my pelvis against him again.

"Fuck me!" he whispered.

I was only too eager to, and pushed him backward toward the sturdy table in the dining area just off the kitchen. I kissed him again before I pushed him back and down until he was lying on the table. There was set of oil and vinegar cruets on the sideboard handily near us. I took the little decanter of olive oil and poured a little into the palm of my hand, replacing the cruet in its holder. I rubbed the oil all over my penis, and lifting Charlie's legs to my shoulders, I exposed his hungry manhole. I used my oily fingers to work the oil on them into his hole, and he squeezed it around my probing fingers, eager to have more of me inside him.

I didn't disappoint him, or keep him waiting any longer. I placed the tip of my rock-hard rod against his puckered hole.

"Yes, fuck me!" he repeated. With one thrust, I drove the length of my shaft all the way into me. He let out a half-gasp, half-cry.

"Did I hurt you?" I asked, truly concerned.

"No," he replied. "It feels great. It's over a year since I had a cock in me," he confided. "I don't go to the gay bars and clubs any more, so it's hard to meet gay men. Except on line, and most of those are phoneys.

I pulled my dick completely out of him then pushed forward again. My dickhead found the waiting orifice and I thrust once more. Once more I felt the whole seven inches driving deep into him. I felt him pushing back, helping to impale himself on it.

Looking down, I could see his own, now-limp penis laying on his belly. Even limp it was an impressive cock. I hoped I would have it in me some time tonight.

"James never told me he had a brother like you." I said.

"I have a confession to make," Charlie said, rather guiltily.

"Oh?"

"Yes," he said. "This was a set-up. James told me about you. How good-looking you were, how he was sure you were gay ..."

"What made him think that?" I asked, as i slowly fucked his tight ass.

"He said that when the two of you take Bobby down to the beach or the playgrounds, you never look at the women, always the young guys."

"Yes," I agreed. "I guess I am pretty obvious." I was enjoying this slow fuck as we talked. So was Charlie. He was clenching his hole around my dick in time to my thrusts.

"He said he figured you were looking for a boyfriend. He thinks we'd be perfect together."

"If this is any indication, he might be right," I admitted. "I love fucking you. It feels so right."

"It does, doesn't it - like we were meant to be doing this. Anyway, James suggested that I sub for him tonight - so I could meet you - and maybe get to know you."

"And fuck me?" I asked.

"Yes, that too, if things went that far."

"Well, I'm glad you two came up with the idea."

I was picking up speed now, and pumping hard into him. His legs were wrapped around my waist, and he was propped up by his arms, tucked under his back. He strained upwards with his head toward my face as I leaned down to kiss him once more. For a moment we were locked together at both orifices.

"Faster," he begged. He dropped back onto the table, freeing his arms, which must have been under great strain. I began really pounding him, sometimes drawing my cock completely out of him, but his hole was open and ready to receive it back in each time.

Finally, it was my turn to cum. As the juice surged up my tubes, I pushed as hard as I could into his asshole. My straining dick spasmed and shot my essence deep into his bowels.

"Oh, yes," he gasped. "More! More!"

Flood after flood of my semen was released into his depths, and with every spasm of my body, his gave an extra squeeze, as if to suck every drop of me deep into him.

Spent, I fell forward on top of him and sought his waiting mouth. "That was so good," I whispered.

"Good? It was great!!" he exclaimed.

"I want you to do me as soon as you are ready," I begged.

"That will be soon," he responded. I kew that was true, because I could feel his cock stirring below me.

"I know Bobby is going to like you as much as I do," I told him. "I hope we are going to be seeing a lot more of you."

"You definitely will," he assured me, " and we can get James to baby-sit if we want to go out on a date."

"I want to see more of you right now," I whispered. His cock between us was now fully hard again.

"I can stay the night, if you want," he told me.

"I want," I replied.

I rose, took his hand, and lead him to the bedroom.

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