The following is totally fictional. It involves tales of TG sex. If this bothers you please move along. If not, sit back and enjoy.
Bill stood on the porch of 24 Sunrise Lane around noon on a warm June Saturday. This was his last stop of the day. He had made his collections from his other lawn mowing customers already and this was his last one. He was a little nervous as he pushed the button for the doorbell. He had yet to meet Ms Wescott since the arrangement they had come to when she first called to hire his services was to pay every fourth week. Apparently she only had one weekend off each month otherwise she was working seven days a week as a physical trainer and exercise teacher. Her voice over the phone had sound very sexy. He had wondered since what she would look like. He was about to find out. He could hear her footsteps approaching the other side of the door. He stood up a little straighter and waited. The door opened about half way and a head full of long blonde hair peered around the edge.
"Yes?" she asked from the other side of the screen door.
"Bill Cooper, ma'am. Collecting for cutting the lawn. Four weeks worth."
Her face broke into a bright smile, her white teeth nicely contrasting with her brown tan. Her eyes were brilliant green. She was in a word, beautiful.
"Bill! It's so nice to finally meet you. Please come in."
"Thank you."
He opened the screen door and stepped inside as she pulled the other door wide although it still blocked most of her body. Bill walked past into the entry hall and stood looking around a bit as the door closed behind him. He turned to face Ms Wescott and caught his breath. Her beautiful face was matched by an equally exquisite body. She was clad in loose sweat pants and a sports bra. The later was struggling to contain a large pair of breasts, the tops of which showed well above the neckline of the bra. Her waist was flat as a board with a strong showing of the six pack muscles. Her arms were slender but well muscled. It was no wonder she was so much in demand as a trainer if she was a result of her methods.
"So how much is it I owe you, Bill?"
"Four weeks at twenty dollars a week, so it's eighty total," he replied.
"That's a bargain, you do great work. Nicely cut, trimmed along the edges and no clippings laying around. The guy who did the last house I rented left all kinds of junk laying around. Here's a even hundred with the tip."
"Thank you very much, ma'am."
"Not at all." She looked at him with an appraising eye. "You know, you really look like your in great shape, that's no just from lawn work is it?" she smiled.
"No ma'am, I work out. First at the high school gym, started when I was a freshman, now over at the junior college where I go." He stood a bit straighter as she looked at him. He was wearing a t-shirt and basketball shorts.
"You've been doing nicely, I must say. If you take your shirt off I'll give you a free inspection." Her smile let him know she was serious but still teasing.
He shrugged, nodded and pulled off his shirt, holding by his side. She pursed her lips as she stepped closer. Bill was just over six feet and she was nearly even with him. She nodded her head as she examined his torso and arms.
"Very nice, I might suggest some wide grip bench presses to broaden the chest, can't add anything to the abs or shoulders. A little more triceps work to balance those great biceps. I'm glad to see you pay attention to your forearms, lots of guys don't bother. Now let's have a look at those legs. The calves look great but I can't see your quads, can you pull up your pants leg?"
He smiled a bit sheepishly but did as she ask, pulling up both pants legs to expose his thighs nearly to his groin. She smiled and nodded her head.
"You play soccer?"
"Just for fun, not on the school team or anything."
"Hold those there while I go around back . Oh yes, nice hamstrings, good definition. Back looks good too, maybe some reverse sit ups to build up the lower back, help balance out those great abs and keep you standing up straight. Well that really leaves only one muscle set left to look at," she said as she reached out and patted his butt.
"Um, can't you see em with my pants leg up?"
"Nope, sorry," at which point she reached forward and grabbed the waistband of his shorts and gave a quick tug. Bill was wearing a black jock under his shorts so his well muscled ass was not exposed to the ladies expert appraisal. Unlike the other muscle groups she reached out and ran her fingers over this set. Bill lurched forward a bit and heard her throaty chuckle. He also felt the front of his jock start to tighten up. Her hand lingered on his cheeks for a bit and then she spoke close to his ear.
"That is a fine set of glutes, Bill, best I've seen in a while."
"Um, thanks. Can I pull my shorts up now?"
"Well, actually, I was wrong, there's one more muscle I need to have a look at."
Before Bill could move a strong long fingered hand slipped around his waist and took hold of the bulge in his jock. Again he lurched, this time backwards. He bumped into Ms Wescott, his bare ass hitting the front of her sweats and his back pressed against her big tits.
"What's going on here, Ms Wescott?"
"Sharon, call me Sharon. And I have to make a confession here. This isn't the first time I've seen you. I've seen you at work in some of the other yards as I've come home or left the house for appointments. I've been wanting to meet you for a while now. I liked the way you looked in just your shorts. Think of this as a sexual ambush, do you mind?"
"Um, well not really but it's really weird actually." "Well the fact is, Bill, I work very hard and have very little time to relax and play so I decided to do something about it. You looked like you'd be a lot of fun and I hope you think the same thing about me."
"Well, yes I do and I like the way your hand feels on my jock. What do you have in mind?"
"Well something like this for starters," she breathed in his ear.
She pressed closer to his back, both hands sliding around his waist, slipping under the elastic band of his jock, slipping the pouch down over his stiff cock and full hanging balls. One hand cupped his balls and the other took hold of the shaft. She rubbed her breasts against his bare back and let her lips run over the side of his neck. She began to slide around his body letting go of his balls but not his cock. As she came around to stand in front of him her eyes were blazing.
"Oh Bill, what a beautiful cock you have, my god you are such a stud."
She leaned in and kissed him full on the lips, her tongue probing between his lips, forcing his mouth. Bill decided to get involved and slid his hands to hold her hips, pulling her tighter to him, his cock still held in her hand. He leaned into her kiss and let his tongue duel with hers. He let his hands run up the side of her torso, feeling the warm smooth firm skin stretched over tight muscles. His hands reached the sides of her big tits and he cupped them, squeezing them as they kissed and she stroked his fat cock. She was moaning into his mouth. She let go of his cock and reached around to hug him tightly pulling his cock hard against her body. Bill though he felt something against his cock but she moved away before he figured it out. Quick as a cat she crouched in front of him and popped his rigid dick into her mouth. She began to suck on it in earnest, fondling his balls and rubbing his heavily muscled thighs. For the next fifteen minutes or so she treated him a thorough exhibition of oral sex. Her lips and tongue were everywhere, the head, the shaft, his balls, she even pushed his legs apart and ducked under to lick his asshole. She would take him to the edge and then ease back, again and again. She had removed her top to expose a pair of large firm tits. Bill saw the way they jutted out and figured they were augmented but didn't really care. As she inhaled his cock again he reached down to fondle them and rub the nipples. She chose to stand up and did so, sliding her big tits up his leg and torso. His hands were rubbing up and down her back as they began to kiss again. He pushed his hands inside the back of her sweatpants and began to fondle her ass cheeks. They were very firm. She broke off the kiss and looked him right in the eye.
"I have a bit of a surprise I should let you in on before we go any further."
"What? You're not married are you?"
"No, not that. Here, give me your hand."
She took his hand in hers and pressed it against her crotch. Under the loose fabric he found a sizable bulge and pulled his hand back.
"Um, is that what I think it is."
"Yes."
"That means you're a, a," "Yes, Bill, I'm a pre-operative transsexual, what some people call a shemale."
"Wow, I've never met someone like you before. Damn, you're so hot."
"Thank you, Bill, does this change anything? Do you want to stop?"
He chose not to speak his answer, he chose to act. He slid both hands into the top of her sweatpants and pushed them down. He crouched down as he did so, pushing them down to her ankles. She stepped out of them. Sitting back on his heels, his hard cock was jutting out from between his folded legs. He saw the tight panties she was wearing to hold her cock in. He reached up and squeezed and fondled the bulge, then leaned in to kiss and lick it through thin fabric.
"Oh Bill that feels so good baby, let me feel your warm lips on my big clitty."
Looking up at her he hooked his fingers into the elastic waist band and pulled them down to free her cock. It popped out rigid and wet around the head. It was around six inches long and almost as big around. There was no hair around it or on her balls. He took it in his hand and began to slowly stroke it. He brought the head to his lips and snaked his tongue out to lick the precum off the head. She took hold of his head and pulled his mouth over her cock. He loved the way it felt on his tongue and between his lips. He ran his hands up and down her tight thighs and she slowly pumped her hips in a slow fucking motion. His hand found their way around to clasp the solid muscle of her ass and between the two of them in a short while had her cock all the way in his mouth, her small ball sack touch his chin at the end of each stroke. Finally she slid her cock out of his mouth and gave an upward tug on his head. As he stood up their hard cocks made contact as did their wet lips. Stepping back she took hold of his hand and said,
"Come with me, lover."
He willingly followed her towards the back of the house as she led him to her bedroom. It was an orderly, comfortable looking room dominated by a king size bed. She smiled over her shoulder at him, then released his hand and took two quick steps toward the bed and jumped onto it landing on her back. She smiled again, her arms spread wide. Enthusiastically accepting her invitation he climbed onto the bed and laid down next her, letting her arms wrap around him as their lips met again. He let his hands wander over her firm smooth skin, relishing the feel of her hard muscle just beneath. His hand came in contact with the shiny dripping head of her cock and he let his finger smear some of the clear slippery fluid. Once again she broke their kiss and looked into his dark brown eyes.
"Baby, I want you to do something for me."
"What's that?"
"I want you to fuck me in the ass with that gorgeous cock of yours. Will you do that for me?"
"Of course I will, in fact I'll do it for the both of us."
She kissed him again then rolled toward the edge of the bed, reaching into the top drawer of her nightstand to retrieve a tube of lube. She got on her knees and shuffled across the bed to him. He likewise rose to his knees, his full eight inches proudly jutting up at the ceiling. She squeezed some lube onto the head and the top of his shaft then tossed the tube to the foot of the bed. With both hands she worked the lube all over his cock. With what was left she smeared some on her ass crack and into her hole. Then she got on all fours, her ass high and her head on a pillow.
"Come on, my stud lawn boy. Get that thing in me, it's be so long since I've had a good fucking. Please don't make me wait anymore."
Bill had never done this before but he figured it wasn't much different then regular dog style fucking, which he had done, once. So he knee walked up behind Sharon's trim muscular ass and rubbed the head up and down the crack a bit. As the head ran across the puckered asshole he pushed a little. Sharon moaned a bit and pushed back. Figuring he was on the right track he pushed a little more and watched as the hole began to give way and opened up.
"Yes, baby, that's it. Push a little more. Open me up."
He pushed some more and she pushed back and the head popped right in. A few more cycles of pull and push and the shaft began a slow steady ride into the most amazing place he had ever been able put it. He let his head drop back and both hands took hold of her hips and he began a slow deep steady stroking. Sharon was moaning and mumbling into her pillow but Bill managed to pick up a few `Oh fucks' and "god, that's so good' so he figured he was on the right track. He did his best to get all his cock inside her and would throw in a few hip moves and oscillations to stimulate her ass. He could feel his balls starting to pull up and knew that he would be coming soon. Apparently so was Sharon, because she said so, loudly.
"OH MY GOD, BILL, I'M COMING."
He could feel her start to buck her hips as his assault on her ass sent her over the edge. As she came she clamped down on his cock which triggered his orgasm. His eight inch hose began to spray come inside her ass which got another loud moan out of her. All too soon he became to drift back down from his orgasmic high. It was so intense he hadn't realized he had pushed Sharon flat onto the bed and he was laying spread out on top of her. Her head was turned to one side and she smiled slightly as he moved his head sideways to make eye contact.
"Jesus, lover, that was the best ass pounding I've had in a very long time. You ever do that before?"
"Well, I've had sex a couple of times with girls from school but this is the first time I've done it like this."
"Well, then, I think I've uncovered a natural talent here. I hope you have no plans for this afternoon."
"No, not really. I'm on my own, my folks are away this weekend, why?"
"Well first you're going to help me change this bedspread since I've sprayed a big load of cum all over it. Second, we are hitting he shower to clean up and then it's round two."
"Okay, well that beats anything I could have thought of for the rest of the day. Guess I should get my cock out of your ass and let you up."
She smiled up at him again and winked.
"Not so fast, lover, not so fast."
Bill gave a little laugh and snuggled down on top of her, giving his hips a little push. Sharon squirmed under him and cooed. Bill was kind of glad he was left home alone this weekend.
More to cum.