Written by Harry

Gay
23 Jan 2013


At 5’6” weighing in at 9 stone, I’m a small bloke but like the manly things in life like football, beer and women. At 28 I look more like a teenager but I managed to find a beautiful wife who like me is petite. Still without children we party hard and play hard. We were invited on New Year’s eve to a clichéd “Vicar and Tarts” party. With a twist. The girls dressed up as Vicars and we blokes as tarts. Lindsey decided she I could do with an all over body tan, so earlier in the day I was stripped naked, stood on a towel in the bathroom and she applied the “tan” lotion. It smelt funny but she told me I should shower afterwards having given the lotion about 20 minutes to work. Having rubbed me all over, including my gentleman’s parts which almost led to abandoned afternoon sex (but she didn’t want the tan on her) I took to the shower. The plug hole was full and my pubes and armpit hair were gone. As was the furry down from my legs and arms. Mmmm. Judging by Lindsey’s hysterics, I think I’d been had!

The she dressed me, stockings, wig and all. Even her chicken fillets padding out one of her small bras. The party was a hoot but left me troubled. I so enjoyed the feeling of being dressed in her stockings and panties (albeit not her smallest pair). I’ve been sneaking home for lunch, putting on her stockings, wanking and going back to work. I decided I needed to find out if I was bi or just liked nylons. I picked up a local rag and peered through the small ads. “Massage offered to men by mature male”. I called and booked in for the afternoon last Friday.

Sat nav took me to an address in the not too salubrious suburbs. I was to park on the main road and walk down the terraced street about 100 yards until I found a gunnel leading behind the properties. Once in the gunnel his back door was on the right. I knocked and went in finding myself stood looking at a fat little man in his fifties, bald and wearing a ridiculously tight pair of shorts and a grey that was once white t-shirt. This was a bad idea. He led me through to a small lounge with a large TV playing gay porn. Let’s just sit for a moment, he motioned to the sofa. I was talking shite, delaying hoping for an opportunity to escape. Having dressed in new tan crotchless pantyhose, blck holdup stockings and white cotton panties, if I were to undress for massage I could hardly fain disgust at his suggestion of more to come! I must have been there an hour with him running through his library of gay films, me telling him it wasn’t really my thing and him offering up his next suggestion when there was a knock at the door. Saved by the bell!

In walked a very smartly dressed gent, mature but with a full head of grey hair, tall, way over six feet and slim. Nicely spoken. “Here’s the DVD I promised you John” he said handing over the package. In the lounge looking at me, “Well hello. My name’s Teddy. Yours?” holding out his hand. “Harry” shaking hands. We sat, he opened a brief case pulling out a bottle and a couple of glasses. “Whisky?” I nodded. “Need another glass if you’re joining us John”. He didn’t. He’d excused himself to prepare the massage room. Teddy and I spoke a while. He was a retired teacher and lost his wife a couple of years previous. Came to John’s for a “change of scenery and a wank!” I told him I was revolted by John and appreciated his timing. He asked what I was doing there and told him.

John reappeared with the room ready. “We’re staying here John, for a while. Be a good chap and put on that DVD I brought in would you”. Teddy stood. “Warm in here. John keeps it hot so we get our cloths off I think Harry.” He kicked off his shoes. Tie and coat and unbuttoned his shirt to the navel. When he sat back down his leg touched mine. I could feel his body heat. I was stirred. The DVD started. Two ladies were teetering towards a front door. I looked at Teddy. “Relax” he said putting his arm around me. “”I love this film, I hope you will too”. I put my arm across his chest and absentmindedly fondled his chest, playing with his nipple. It seemed so natural. He disengaged, stood “Way too hot for me with all this clobber on” removing socks shirt and trousers to reveal a taut tanned frame set off by his white shorts. The two women were making a cup of tea in the kitchen on the TV as he bade me stand. I panicked inside. I was wearing women’s under clothes! He eased me out of my shirt. He bent over and latched on to my nipple. I closed my eyes. God it was good. Adrenalin flowing, cock throbbing. He unbuckled my trousers and they slid down my legs. He gasped and stood back. “You my boy are my fucking fantasy!” I laughed, embarrassed at his appreciation rather than what I was wearing. I sat down as he pulled them off along with my shoes and socks. I glanced at the TV. One of the ladies was on her knees in front of the other lady. She had pulled her friends panties to one side and was sucking her cock. Now I understood.

“Feel freely Harry. And I shall do the same”. Teddy hands were like epileptic spiders up and down my legs, over my panties over my cock which was engorged and at two o’clock as he looked at me. Soon my panties were off and he was licking my cock like a lolly pop. I was so excited I needed his cock. I reached down for it but couldn’t reach. He repositioned, shorts off and I had his cock in my mouth. He forced my legs further apart, unable to keep his hands off my legs they still found time to reach my brown button. He moved me onto my side and pulled my cheeks apart, his tongue landing bullseye. He licked around and around and it tickled, in a nice way. “Relax” I heard from the depths and naturally I nipped my bum as he arrowed two fingers inside me. Slowly I relaxed. I resumed licking his balls and stroking his cock. But I couldn’t clear the thought from my head, his fingers were a lot and I mean a lot smaller than his prick.

Teddy stood and suggested that we go around to the back of the sofa. “Lean forward” he instructed. I looked behind me nervously to be reassured by the sight of him putting on a condom. Then that word again. “Relax”.

Fuck it hurt. Teddy moved slowly to and from inching in his cock until he built up rhythm and I could feel his balls slapping against mine as he pounded my bum. Then he exploded inside me, he stopped moving, just pulling me by the hips hard onto his cock. His meat tensed and almost as if then gasping a breath relaxed for a split second before spurting again. This seemed to go on for ever although no longer painful or unpleasant, my cock needed some relief too! We sat down on the sofa and Teddy was recovered enough to sort me out, his head in my lap sucking on my bloated bell end, finger tickling my arsehole, the girls on TV about to spunk all over each other and I came, shuddering I spurted over Teddy’s face and he wanked me over my stockings and tights before licking it all up.

I was surprised. I loved it. I want more of it. Not with John. Possibly again with Teddy although he is 39 years older than me and I think I’d like to try a whole range of ages.


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