This is based on a real life experience and is about consenting adults engaging in sexual activities, if you are offended by such themes as shemales then do not read on any further.
I try to stay fit, I run every day after work for an hour. There is an old dirt track walking path that links farms together that then runs into the fields and a nearby wood. It is a quiet place and I don't usually see many people, families with dogs, people on bikes, the odd runner. One day when I was out I had reached my usual halfway marker of the leafy green woods and was ready to turn back when I spotted another person coming up behind me. I stopped to catch my breath before I turned back and watched as the figure drew closer. She was gorgeous. A tall blond, perhaps 5' 8" tall with long straight hair past her shoulders, pale skin, blue eyes and a shapely figure, all the more visible in only her tight red shorts and small blue top. I felt my cock stirring in my shorts and tried to forget about it in case it embarrassed myself. Her face was a bit red from running and she stopped where I was resting.
"Hi," I said still gasping for breath.
"Hey, is this where you turn around as well?" she asked, her voice husky and pleasant. I nodded dumbly. "Ready to go back?" We headed off together and chatted on the way. She told me her name was Laura and she had only moved to the area recently. As we chatted I couldn't help stare at her body, my eyes drifting from hers to peek at the top of her firm breasts, my best guess C cup as least. If she noticed she didn't say a word and eventually I had to turn off. We waved goodbye and I hoped I would see her again.
Every day, for a week, I saw Laura when running. Sometimes she caught up to me, sometimes I would see her tight ass in the distance and I would hurry to catch her up, enjoying the view as I ran faster. One day Laura didn't turn up and I was a bit upset but the following day when I reached the woods Laura was there again, her face red from running. She waved and I sat down next to her on the bench to recover, both of us a bit too worn out for words. Her body was glistening with sweat, her skin shining in the sunlight and more sweat had soaked into her top showing me the shape of her breasts better. She caught me looking this time and I turned away, my face red and my cock stiffening. I prepared to stand and leave but she put a hand on my leg and told me to stay.
"We're both adults, and its obvious you like me, and I like you," she murmured. She looked me up and down. Ok, so I'm not a buff male stud, but I'm ok looking, 6'2" with an athletic build and a fair sized cock. Laura looked deep into my eyes and leaned closer.
"Touch them," she told me, her lips brushing mine. I didn't need a second invitation and I put one hand on her breasts, enjoying the soft feel of her flesh. I rubbed the cotton of her small top over her nipple and she sighed and her tongue found mine as I caressed her breasts, first one and then the other.
"Someone could come along the path and see us," I murmured but she didn't care. "Let me, it add excitement to it, thinking we could be found." She whispered in my ear. Her hand went to my crotch were my stiffening rod leapt to attention as she slipped her hand inside my shorts and began to rub my shaft up and down. "I like the way you smell. I like my men hot and sweaty." I was a bit hot after my run and I was getting hotter as we kissed deeply and she stroked my cock as I rubbed her breasts. My hand slipped under her top and I touched her bare flesh, enjoying every second of touching her flesh.
A noise made Laura pull away and we heard the crunch of approaching footsteps. She grabbed my hands and pulled me off the path and into the trees, just beyond the path. Behind our thin screen of trees we watched a group of old people approaching, slowly trooping down the path. Laura put a finger to my lips as she continued to rub my cock up and down with her hand, gripping the shaft tightly. I gasped at her touch as my rod continued to harden. The old people didn't notice and it took some time for them all to walk out of earshot, by which time I was rock hard and desperate to use my cock. Laura's tongue met mine again and I began to move my hands across her breasts as I laid her down on the ground. My other hand began to creep down to her waistband and as I entered her shorts she stopped me and shook her head.
"Maybe later," she murmured and told me to lie back. I did as I was told and she pulled down my shorts and wrapped her lips around my stiff manhood. Slowly she began to move down my length, her tongue circling my head. I groaned in pleasure and sat back as she sucked my cock, her head bobbing up and down in front of me. I had been thinking about Laura all day and knew I could not last long. She slowed her pace as my cock twitched inside her mouth, precum oozing from the end. She lapped it up and then moved all the way down my cock again until my whole length was inside her mouth and down her throat. I was making a lot of noise now and didn't care if anyone saw or heard me, I was too far away to care.
"I'm going to come," I told her and she stopped and pulled off her top. "I want you to come between my tits," Laura told me, lying on her back. I straddled her chest as she pushed her tits together and I began to move rapidly between them, her tongue licking the end of my cock with each thrust. I felt the pressure building. "Oh, oooh, aaaaaaah, god yes!!" I was yelling as I drove my cock faster between her hot breasts. With a final yell I came pumping hot cum all over her neck, her face and breasts, spurting onto the ground and she lapped it up, sucking my cock as I cried out until finally spent I collapsed. This run was more tiring than any I had gone on before. I wanted more and I wanted to return the favor but Laura shook her head. "Your not ready. Come back to this spot tomorrow, and we can do more." I didn't really understand but I agreed and slowly made my way home.
The following day passed painfully slowly and eventually it was time. I ran faster than normal to the woods and went to our spot, just off the path. A short way down the hill, more in the trees, sat Laura in a pink and white gingham dress with a blanket and picnic basket. Her blonde hair was up in two pigtails and she wore a big smile on her face. I was sweaty as usual and she loved it, her lips finding mine the moment after I sat down. She straddled me and began to rub her ass against my crotch, making my cock stir as her tongue wrapped itself about mine. As my rod stiffened she reached inside my shorts and began to rub it up and down. I pulled down her dress off her shoulders to reveal her lovely breasts which I began to stroke and then nibble on her nipples. My cock was rock hard now and she pulled down my shorts and wrapped her tongue about my head, her lips moving up and down my shaft. Her mouth was amazing, soft and wet and she gripped my cock with her lips tightly as I began to moan and move my hips up to meet her mouth. I could see one of her hands down between her own legs, rubbing and moving and I wanted to get my cock into her. If she kept this up I knew I would be cumming in a matter of minutes. I mentioned this in between my gasps and Laura stopped.
Reaching into the picnic basket she pulled out a tube of lubricant and a condom. She slipped the condom on in a flash and then began to rub some lubricant up and down my cock.
"Today is not a good day for me to do it the normal way," Laura said and I nodded, knowing what she meant. "I still want you in me though." She added and then stood and turned around so that her back was to me as I lay on my back. She lifted her skirt slightly and slipped down her small white knickers partway and guided my hand to her ass.
"Lube me up baby." She told me and I ran one and then two fingers into her hole. She was moaning softly and moving up and down on my fingers and I probed deeper, in and out of her hotness. I drove in a third finger and kept a slow rhythm until I was sure it was wide enough for my cock. I pulled her ass towards me and she slowly lowered herself until her rosebud hole was touching the head of my cock. Very slowly she began to lower herself, my head creeping inside, past the muscles of her hole and then deeper still into a glorious hot wetness. She sighed contently as my six and a half inches entered her. Laura moved up and down on my rod, slowly at first, her hands on my knees, one of my hands under her ass to help her. I laid back thinking how glorious it felt to have my cock up her ass. She pulled me out completely and then thrust herself all the way back down to my balls, a long moan escaping her lips. I began to fuck her more quickly now as I was really getting hot and my cock was like an iron bar. I could see one of her hands moving inside her knickers and I began to reach around to help her when she stopped me.
"I don't think you should do that," she told me quietly.
"Why?" I asked.
"I'm a bit different from other girls, lets just keep doing this for now,"
I was puzzled. "What is wrong? I think your really hot. I wanted to fuck you from the first moment I saw you. Nothing's changed." "Its nice to hear you say that," she replied, my cock softening a bit inside her. "but you seem like your very straight." I considered myself straight, having never been with or been attracted to a man.
"Just tell me," I said. She nodded and slowly took my hand.
"I warned you," she said guiding my hand into her knickers. I couldn't see but my fingers slowly crept down through her bush and then where I had expected to find her cunt, I felt something hard and long. Laura had a cock, and it was rock hard like mine. "I understand if you want to stop." I was speechless. I had heard of shemales before on the Internet but had never seen one before in real life of expected one to be such a stunner. I didn't find myself turned off or repulsed by her at all with this new revelation, surprised yes, but not weirded out. I shook my head and slowly moved my hand back to her cock which was beginning to go limp. I gripped her shaft and slowly began to rub it up and down like I enjoyed on my own. "You don't mind?" she asked hopefully.
"No. This changes things, but I still want you, I'm still turned on by you." I admitted. My cock was soft now but Laura climbed off me and soon sorted that out. She added some more lube and began to stroke my cock up and down as I kissed her and then reached for her cock as we knelt together in the woods. Her cock firmed up in my hand as I felt my own shaft getting hard. Her dick was a bit smaller than mine, perhaps five inches at a guess, and I stroked it up and down in my tightly gripped hand.
"I want you in me," she said turning around to expose her firm ass as she knelt down in front of me. I didn't need a second invitation and slowly moved up behind her, my fingers probing her hole as she stroked her own shaft. I widened her ass to three fingers wide after a few minutes of probing and then I pushed the head of my cock against her opening. Laura relaxed her muscles and I slowly drove my cock inside her as she gasped and rubbed herself. Once all the way in I pulled out halfway and then pushed in again. I built up a rhythm and Laura began to get more vocal.
"Ahhhhh, yeah, fuck me baby," she said as I fucked her up the ass. I was still a bit nervous but I reached around and grabbed her stiff rod. I gripped her cock tightly and rubbed it up and down as I rammed my length into her hole.
"Ooooohhh, yeah, yeah," she was saying. I began to increase my pace as my cock leaked precum and I thrust into her faster. Her ass felt amazing, so warm and then she gripped my cock tightly with her muscles and I nearly came immediately.
"Harder, fuck me baby, fuck me harder," she gasped and began to frantically jerk herself off as I grabbed her hips and plunged my cock into her ass again and again, driving it hard right up to my balls and she was crying out now.
"Uhhh, uhhhh, uhhhhhhhhh," she was getting ready to cum and I felt the force building up in my cock. With a few final long thrusts I knew I could not hold on for much longer.
"I'm cumming," I was shouting and then gallons of cum were spurting out of my dick, up into her ass and she was cumming, spurting jizm all over the grass, her whole body spasming as my cum pumped into her ass. Exhausted I pulled out and Laura laid down next to me.
We chatted for a while and she told me how she had been living as a woman without anyone knowing since she was 18. It was strange to hear of all the things she couldn't do in case someone learnt of her secret, stuff I had never thought of before, like going swimming in case someone saw her in the changing rooms naked. I asked if she knew of any other women like her and surprisingly she told me there were six others she knew of, one a close friend. In the past they had been lovers but both of them had wanted men so had parted but kept in touch as friends.
As we talked Laura began to stroke my cock up and down and soon it was firming up again in her capable hands. I thought of doing her again but then looked around at the woods and the public setting. Someone might have heard us and I suggested a more private location if we wanted to continue this. There was no reason not to go indoors since I knew her little secret. She agreed and we cleared up and then walked back to her house.
At her house I popped into the shower to wash the sweat from my body and she joined me soon after, making sure my cock was very clean by washing it thoroughly. Once she was sure it was clean she knelt down in the shower and began to suck on my length. I stood there in bliss with the hot water running over my body and her hot lips moving back and forth over my shaft. I felt my cock twitch in her mouth as she blew me and I could not help but groan aloud. Laura looked up at me and smiled and then continued to lick my head with her hot tongue before taking more of my cock in her mouth than before. She kept going deeper and deeper and soon my entire dick vanished in her mouth and down her throat. I felt myself getting really close already and I told her but she just kept going, faster now, sucking my head and length and then I was cumming again, pumping into her mouth as I grabbed her head and began to thrust into her mouth as I came gasping loudly. She pulled her mouth away and I watched my cum spurt into her waiting mouth and she swallowed and waited for more as I splashed over her face and neck. Finally spent I stood with weak knees as she cleaned my cock off with her tongue. Once we were clean we moved to the bedroom where we lay awhile on her bed.
We talked again and I jokingly asked if she had ever had more than one person at once. I had never done it before but she admitted that she had once been with a man and her shemale friend, they had both gone out to a special gay bar and brought a man back between them. It had been when they had been lovers and it had been an amazing night. I suggested that perhaps one day we could do that if she liked. She seemed pleased by how I had taken her secret and Laura smiled and said she would arrange it soon.
Later that day we tried a few new things, and I learnt from her how to suck cock, which I did on her whilst she sucked me in a 69. I wasn't up to swallowing which she didn't mind but I brought her off screaming my name with my mouth as I squirted into her face. She asked me if I had ever wanted to try being taken and we talked about it for another time. I wasn't that keen but was willing to try. Eventually her friend joined us and I will remember that long day for many years. It was only a couple of weeks ago and I still get a boner from thinking about it.
If you liked my first time, or want to send me your comments or stories, mail me at Marden7@excite.com. This story was written by Pete Marden and he owns all rights to it.