Adam Picks Up a Transgender

Another short story with the focus on keeping it short and hot. I hope you enjoy!

Sitting along the short L stretch of the bar, Adam admired the pretty girl sitting most the way down the longer length of the bar. Her blonde hair was long and curly. Her tight dress had a swoop front that showed plenty of cleavage. He knew the rumors. She wasn't completely a "she." She was a chick with a dick. Don't be fooled by her long fingernails or lipstick. If he checked out her long, lean legs; he was checking out a dude's legs. If Adam looked carefully, he noticed her pronounced Adam's apple. Only a dudes have Adam's apples, he had been told. He guessed it was true. He didn't know. He watched the way she smile and flirted. If she was a dude beneath the skirt of that dress, she sure didn't act like it.

He knocked back his beer and ordered another. It was his last night in town, his last night in this hotel and the last time he thought he'd show his face in Miami. He was ready to go home, even if home was nothing more than a one bedroom apartment in Milwaukee. The inspections were done. The store he had been building had received its certificate of occupancy this morning. The last of his help were driving trucks home. Adam sat at the bar without a co-worker for the first time. He drank and stared at the girl who was supposed to be more than a girl. He wondered why she drank in a hotel bar. Did she live in town? Did it matter? Terrance had said she drank at the hotel bar to pick-up guys from out of town who wouldn't know she was a chick with a dick. It made sense.

"Need another?" the bartender asked. Adam nodded. When the bartender delivered a new glass filled with beer, Adam asked him about the blonde. "Yeah, the rumors are true. Might be fun. I don't know. I just serve drinks. She's pretty though, isn't she?" It wasn't a ringing endorsement, but it was confirmation of a sort. "You want an invitation?" the bartender asked.

"You her pimp or something?"

"No, I just know she likes construction workers. She gets tired of businessmen."

"Shit, send her a drink from me," Adam said. The bartender nodded, fixed a fruity looking drink with an umbrella in it and delivered it to the girl with a nod towards Adam. She flashed Adam a smile and he took that as his invitation. He sat next to her and introduced himself.

"Sherri," she said. She sounded like a woman. Up close, she looked like one, too. Adam struggled to keep his eyes off her cleavage. He glanced at her legs and saw long, smooth legs with a deep tan. She touched his knee with a dainty hand with well manicured nails. There were a couple more drinks, easy laughs and Adam wanted to be with her. "Do you have a room?" she asked. He nodded. He did. He paid his tab and hers and they walked to the elevator. As soon as the doors closed, she pressed her lips against his. She smelled like a girl. Adam kissed her back, enjoying the way her firm tits felt pressing against his chest.

He led the way to his room. She kicked off her heels and kissed him again. "You don't think I'm a slut, do you?" she asked while tugging at the buttons on his shirt.

"I don't really care," he told her.

"Good answer," she said and she pushed his shirt off his shoulders. Her lips were everywhere. She kissed his mouth, his neck and his chest. "Mm, you're strong," she said, squeezing his biceps. "Let's get these pants off you."

"What about you?" he asked, groping her chest. Her tits were fake. He had known they were fake before he touched them. Grabbing them, he could feel the firm bags of saline beneath flesh. He tried to find her nipples and they were small and flat. They were man teats. Adam felt like he might have bigger nipples than this girl. He questioned what he was doing for the first time. His doubt lasted as long as it took for her to grab the front of his pants.

"I want this," she purred in his ear. "I want this in my mouth and up my ass."

If Adam's dick wasn't hard, if he hadn't had one beer more than usual, he wasn't sure he would have kept going. Instead, his hard-on didn't care. He grabbed her ass. He didn't reach too far between her cheeks, afraid of what he might find. "Can we take your dress off?" he asked.

"Sure, baby," the girl purred. She worked the zipper beneath her arm and shimmied out of the dress. She was wearing a matching bra and panty set. He looked between her legs and was surprised to see it looked smooth. If she had a bulge, he didn't see it. It didn't occur to him that it was tucked away. She popped her bra and gave him unfettered access to her tits. Adam took advantage of the access. He kissed her hard tits and ran his tongue across the small nubs of her nipples. He pushed away thoughts of her being a man. "Let's get these off you," she said again. She pushed him on the bed and tugged off his pants.

Adam was hard. He was needy. Sharing a room with one of his helpers had meant he had gone without the privacy to jerk off for the last three weeks. She pulled down his boxer shorts and went to work on his long, hard prick. As she engulfed him, she looked up at him. He stared at her pretty face and enjoyed the look of her full lips around his dick. It was too much for him. He didn't care what she was inside her panties, he needed this. He needed the touch of another person. He needed her lips and tongue and anything else she would offer to him.

"Does that feel good, baby?" she asked.

"Yeah," he mumbled. It felt divine. "Don't stop."

"I'm going to stop. I'm going to blow your mind." She made a show of licking her finger. It didn't mean anything to him until he felt her pressing that finger against his asshole.

"Hey, whoa!" he said, trying to squirm away from her.

"Relax, baby. You're going to like it," she said. When her mouth wrapped around his hard dick again, he couldn't move away. He needed that mouth more than he could admit. He didn't like the way her finger kept pressing against his butt until it slipped inside. She was right. It felt good, damn it. It felt really good. "Told you," she said between licks of his dick. "Now relax and take it." He nodded and felt her pressing her finger deeper inside his ass. He felt his cock swelling. He felt his need for an orgasm drawing closer. "Oh no, not yet," she said. She pulled down on his ball sac in a way that defeated his aching need. He was still hard and needy, but no longer felt on the edge of an orgasm.

She stood up, smiled and hooked her thumbs into the sides of her panties. "Ready for the real surprise?" she asked. He wasn't. He knew he wasn't. What he didn't understand was why he nodded. She tugged off her panties, fixed between her legs and showed him her hard cock. It was skinny and smaller than his, but it was still a cock, a real cock with balls. "You knew about this, right?" He nodded again. He knew and didn't want to believe. She dropped back to her knees and sucked on him again.

With her lips around his cock, it was easier to forget what he couldn't see. Except he couldn't forget it. He was getting a blowjob from a man, a delicious, wonderful feeling blowjob. He decided he would cum in her mouth and be done. He closed his eyes, thought of real women from his past and tried to find his orgasm as quickly as he could.

She tugged again on his ball sac. "You're so excited," she cooed. "But not yet." She kissed the tip of his dick. "Would you like to fuck?"

"Giving or receiving?" he asked, hoping he was making a joke.

"Oh, it's always better to receive, isn't it?" she said with a smile. She rolled him over. Adam didn't understand why he allowed it to happen, but he did. He moved with her hands until he was bent over the edge of his bed. He felt her finger between his butt cheeks again. "That's a good boy," she told him. He felt something cold against his ass and recognized it as lotion when her finger slid easier in and out of his ass. Why did that feel so good? "Now you become a real man," she said and her finger was gone. What did that mean? He looked over his shoulder and saw her putting on a condom.

"Wait," he protested.

"Trust me, baby. You're going to like this." She pressed against him. She wormed her half-sized dick inside his ass. She began fucking him. "See? It feels good, doesn't it?"

"It's wrong," he mumbled, wishing he wasn't hard. He wished his cock wasn't throbbing so insistently with every thrust. He couldn't help himself. She grabbed his cock and began jerking him off. It's a reach around, his mind screamed. His body didn't care. What made it worse was when he thought he was going to cum with her dick in his ass. She grabbed his balls again and pulled, keeping him excited and hard, but once removed from his orgasm. She came first. She came in his ass. He felt her cock throbbing inside of him.

"Yeah, that's good," she said. She pulled away. "Now you can do me."

"Do you how?"

"Up the ass." She put a condom over his dick. She leaned over the edge of his bed. He moved behind her and watched as she lubed her ass. He saw her balls. He ignored them and pressed forward. His cock slid easily inside her ass. He reached around her skinny body and grabbed her hard, fake tits. He moved back and forth until he came inside of her. It didn't take long.

"Thanks baby," she said when he pulled out of her. She turned and kissed him again. "You want to go again?"

"No, I'm good," he said, trying not to look at her dick and unable to stop himself.

"Okay, honey. It's all good." She kissed him again. He kissed her back. She stood up and pulled on her clothes. "You did good," she told him.

"I feel like I'm gay."

"Ain't nothing wrong with that," she said. Back in her dress and underwear, she looked like a girl again. She kissed him good-bye and left him naked in his room.

Adam took a shower. He got hard in the shower. He jerked off and wondered if there was a way for him to extend his trip just one more day. Maybe next time, she would let him suck her dick.

XXX