damienscott
02-17-2010, 04:21 AM
I love to travel, and I never miss an opportunity to go somewhere new. Although I had traveled to Brazil, and Europe, I had never had the chance to go to Los Angeles. I had been there before on a one day business trip, but never got to enjoy the sights, or take in the waves of beautiful people who walk the streets night, and day.
I finally got a chance to do so exactly a month ago yesterday. I figured, "hey, it's a new year, and a new me," so I packed up, and took off. I flew from Toledo, Ohio to Los Angeles, and was too excited to see everything, so I skipped the after flight nap, and went straight sight seeing.
I did unpack in the hotel first. I put on my shorts, a t-shirt, and my comfortable shoes, and hit the city. I was walking out of the hotel when I caught sight of a perfect ass. There was a girl, bent over a suitcase. She was wearing these tight jean shorts, and white t-shirt. I could see her thong straps hunched over the back of her shorts.
"Do you need help, Miss?" I asked, walking towaed her. She did look like she needed some help, but I would have said that either way.
I kneeled next to her, and se turned to me, and said, "I think I got it, thanks."
"You sure, ma'am?" I asked.
"Yeah, I I'll manage," she said, smiling. "Thank you though."
"Yeah, no problem. I hate watching people struggle."
"That's sweet," she said. "I'm Erica."
"Jake."
"Nice to meet you," she stood up, and I finally got a look at her body. She kind of had the body of a man. She was incredibly tan, and her belly-button run shimmered in the california sun.
"Nice to meet you too, Erica," I put my hand out. "What brings you to L.A."
"I'm here for a photo shoot," she smiled. She was a model. "What about you?"
"Besides this beautiful weather?" I said, she laughed. "I needed to get away for a while."
"I hear that," she said. I looked down at her belly-button ring. She noticed. "You like it?"
"Yeah, it's nice."
"Want to help me bring my bag to my room?" She asked sweetly. "I don't know where that guy went . . . "
"Yeah, sure," I said, and grabbed the bag. I followed her to the elevator. We got in, and I asked, "So you're a model?"
"You can say that," She said, biting her lip.
"What are you, like a nude model or something?"
"You can say that too."
"Wow. Maybe I can get some pictures," I said. We both laughed.
"I can show you some when we get to the room if you want."
"Aww no, I really got to go out and see- like I would say no. Of course I'll look at you naked," I kid, and she laughed.
"You're funny, Jake."
I didn't really think about sex. I was just happy to be talking to a beautiful woman. We stepped out of the elevator, and I followed her once more. Her legs were fantastic.
"You have nice legs," I said.
"So I'm told," she giggled.
We entered her room, and she told me to put the suitcase down on the bed, and take out her laptop. I did as I was told.
"Here, I'll look up the pictures," she sat down on the bed. Her thong was clearly out, and I was clearly looking at it.
"I should probably tell you something," she said as she typed.
"What?"
"I'm not a normal model."
"Yeah, you told me, you're into porn. That's fine with me," I said, smiling.
"No, I mean," she looked at me. "It's a different kind of porn."
"Like what?"
"Like transgender porn."
I was stunned. I wasn't mad, or anything, but stunned that the person I was sitting next to, that the girl I had been staring at for the last 10 minutes was a guy.
"So you're a man?" I asked.
"Well, technically I am a Shemale."
"But you have a penis?"
"Yes."
"You're kidding? You are too attractive to be a man."
The smiled, "do you still want to see the pictures?"
I did, "yes."
She showed me. I immedietly noticed her penis. It wasn't big. I didn't say anything though.
"Do you want me to show you?"
"Show me what?" I asked.
The sighed, and laughed, "my dick."
"Well, I won't believe you until you do."
She stood up, and unbuttoned her shorts. She pulled then down to her thighs, and then tugged down her thong. Her pubic hair was neatly trimmed into a landing strip. I looked at her cock. She grabbed it, and it was small.
"It's not very big," she said laughing. "When I'm hard it still doesn't get big."
"Will you ever get it removed?" I asked.
"No. I like cuming," she laughed again, and pulled her thong back up. "So, what do you think?"
"I'm not weirded out, or anything, if that's what you mean," I said.
"Good," she smiled. "Because I like you. Have you ever done anything with a, well, man before?"
"Well, a few years ago after I graduated college, my friend Jake wanted to give me a handjob. I said yes, but we couldn't find a place to do it. That's about as close as I've come."
She laughed, and let her shorts fall, "do me a favor, and pull me out the red dress from my suitcase."
I did. She was topless. Her boobs weren't big, but they were boobs none-the-less. She slipped the dress on.
"I have to get out of here, but I'll be back here at around 7, so come up here," she said.
"Well, where's your shoot?"
"West Hollywood."
"Well, I'll be over there all day. How about you just meet me on the venice boardwalk?"
"Sure," she said, smiling. "See you there, Jake."
I left.
Later that night we met on the boardwalk. She had changed into a dark pair of jeans, and a long, tight, thin t-shirt, and showed off her butt.
"You look good," I said.
"You too," she said. I had changed as well. I was also wearing dark jeans, a heather grey hoody, and wafarer sunglasses.
"What do you want to do?" I asked.
"Want to go for a walk on the beach?" She asked.
"Of course."
She wrapped her arm around mine, and we walked off onto the beach. We took off our shoes. The sand felt nice on this cool summer night. We talked about everything. Where she lives (Tulsa), where I live (Toledo), when she turned herself into a shemale (18), why she wanted to have boobs (to feel more feminine).
We sat down in the sand, and looked out over the water. I put my arm around her, and she leaned her head on my shoulder. I actually forgot that this was a man, but then remembered that she's more of a woman, than a man.
"I like you, Jake," she said.
"I like you too, Erica."
I moved my head down, and kissed her on the lips. She pressed into my kiss. I expected to feel beard stubble, but felt nothing but her tongue on my lips.
She pulled away from our kiss, and stood up, "c'mon."
"What?"
"C'mon, get up. Let's go under there," she pointed to a lifeguard shack. I followed her, thinking about what was coming next. Are we going to have sex? Am I technically gay? What do I do?
She crawled under the deck of the shack, and laid back. The sand was much cooler under there. I laid down beside her. I could see the moon through the slats of the deck above our heads.
"I'm not a whore," she said. I was shocked.
"Who said you where?"
"That's what you're thinking, isn't it? She asked. "You think I'm a whore because I'm under here with you the first day we met."
I was honestly confused at what she was saying, "I don't think you're a whore at all, Erica."
"Then what are you thinking?"
"I'm thinking about kissing you some more," I said. "How's that for whore?"
She laughed, and we made out. Her boobs were rubbing on my chest, and I started to get hard.
"I've never done anything like this before," I said.
"What? Have sex?"
"Have sex with another man," I said.
"The only thing that makes me a man, is my extremely small penis," she said, and we both laughed. She put my hand on her breast. "Just think of it as a really big clit . . . That get's hard."
I laughed. She reached down and rubbed my penis over my pants. I wasn't completely hard yet.
"I'll walk you through it," she stopped rubbing. "If you want. Am I coming on too strong?"
"No," I said. "You're perfect."
She replaced her hand to my erection, and I pulled her shirt up. I rubbed her boobs. I could feel the silicone, but thought nothing of it. She unbuttoned my pants, and I pulled them down.
"Woah," she said. "You're big, Jake."
"Psh," I said.
"I'm serious," she said. She looked at my erection. "It's perfect."
"Do you want a blowjob?" She asked. "I should tell you, I'm not awesome at it, but I
will do it."
"Uhm, yeah. Okay."
She stroked me, and licked it. She began to suck on me. I couldn't see her in action, her hair was in the way. I was blown away, literally. She wasn't fantastic, but she knew what she was doing.
She came back up, and said, "I want to have sex with you," she unbuttoned her pants. "If you don't want to, then I'll understand. I can face the other way if it will make you more comfortable."
"It's fine. I want to, and I want you to face me. I want you to feel good, Erica."
She tugged her pants off, and took the rest of her clothes off. She was, indeed, hard. She was about 4 inches.
She climbed on top of me, and said, "if at any point you want to stop, I will."
"Erica, it's okay."
She put me in. It took a couple seconds for me to fit just right (I guess that's what she meant by "big"). She wasn't fast, she was gentle, and then leaned forward. I could feel her erection on my stomach each time she pumped on my erection.
We had sex in that position for quite a while before she moaned really loud, and wanted to change positions. She rolled over, and I was on top.
She was moaning, and whispering to herself. After a couple of minutes, she asked, "so how is it?"
I was enjoying myself, "I really like it."
"I have a shoot-" she yelps. "-tomorrow at 3, after that, we can meet in my room . . . "
She was stroking her small erection, and staring into my eyes. I took hold of her penis, and stroked it for her. She was breathing heavy.
I wasn't stroking her fast, but the combination of the anal, and me stroking her triggered an orgasm beyond her control. She let out, Oh's, and long sighs. Her cum was warm as it exited her penis. It pooled into her belly-button, and after a couple of seconds, that was that.
"Keep going, Jake," she said. She didn't look like she had before. She just laid there, and waited for me to cum. I leaned in, and kissed her, she kissed me back.
I watched her boobs bounce every time I entered her. I finally had to cum. I just came inside her. She moaned as I let loose.
"Verdict?" She asked.
"I want more of you," I said. "I'm down for tomorrow."
I pulled out of her, and we dressed. I walked her back to her room, and kissed her goodnight. The next day, we did everything all over again.
I finally got a chance to do so exactly a month ago yesterday. I figured, "hey, it's a new year, and a new me," so I packed up, and took off. I flew from Toledo, Ohio to Los Angeles, and was too excited to see everything, so I skipped the after flight nap, and went straight sight seeing.
I did unpack in the hotel first. I put on my shorts, a t-shirt, and my comfortable shoes, and hit the city. I was walking out of the hotel when I caught sight of a perfect ass. There was a girl, bent over a suitcase. She was wearing these tight jean shorts, and white t-shirt. I could see her thong straps hunched over the back of her shorts.
"Do you need help, Miss?" I asked, walking towaed her. She did look like she needed some help, but I would have said that either way.
I kneeled next to her, and se turned to me, and said, "I think I got it, thanks."
"You sure, ma'am?" I asked.
"Yeah, I I'll manage," she said, smiling. "Thank you though."
"Yeah, no problem. I hate watching people struggle."
"That's sweet," she said. "I'm Erica."
"Jake."
"Nice to meet you," she stood up, and I finally got a look at her body. She kind of had the body of a man. She was incredibly tan, and her belly-button run shimmered in the california sun.
"Nice to meet you too, Erica," I put my hand out. "What brings you to L.A."
"I'm here for a photo shoot," she smiled. She was a model. "What about you?"
"Besides this beautiful weather?" I said, she laughed. "I needed to get away for a while."
"I hear that," she said. I looked down at her belly-button ring. She noticed. "You like it?"
"Yeah, it's nice."
"Want to help me bring my bag to my room?" She asked sweetly. "I don't know where that guy went . . . "
"Yeah, sure," I said, and grabbed the bag. I followed her to the elevator. We got in, and I asked, "So you're a model?"
"You can say that," She said, biting her lip.
"What are you, like a nude model or something?"
"You can say that too."
"Wow. Maybe I can get some pictures," I said. We both laughed.
"I can show you some when we get to the room if you want."
"Aww no, I really got to go out and see- like I would say no. Of course I'll look at you naked," I kid, and she laughed.
"You're funny, Jake."
I didn't really think about sex. I was just happy to be talking to a beautiful woman. We stepped out of the elevator, and I followed her once more. Her legs were fantastic.
"You have nice legs," I said.
"So I'm told," she giggled.
We entered her room, and she told me to put the suitcase down on the bed, and take out her laptop. I did as I was told.
"Here, I'll look up the pictures," she sat down on the bed. Her thong was clearly out, and I was clearly looking at it.
"I should probably tell you something," she said as she typed.
"What?"
"I'm not a normal model."
"Yeah, you told me, you're into porn. That's fine with me," I said, smiling.
"No, I mean," she looked at me. "It's a different kind of porn."
"Like what?"
"Like transgender porn."
I was stunned. I wasn't mad, or anything, but stunned that the person I was sitting next to, that the girl I had been staring at for the last 10 minutes was a guy.
"So you're a man?" I asked.
"Well, technically I am a Shemale."
"But you have a penis?"
"Yes."
"You're kidding? You are too attractive to be a man."
The smiled, "do you still want to see the pictures?"
I did, "yes."
She showed me. I immedietly noticed her penis. It wasn't big. I didn't say anything though.
"Do you want me to show you?"
"Show me what?" I asked.
The sighed, and laughed, "my dick."
"Well, I won't believe you until you do."
She stood up, and unbuttoned her shorts. She pulled then down to her thighs, and then tugged down her thong. Her pubic hair was neatly trimmed into a landing strip. I looked at her cock. She grabbed it, and it was small.
"It's not very big," she said laughing. "When I'm hard it still doesn't get big."
"Will you ever get it removed?" I asked.
"No. I like cuming," she laughed again, and pulled her thong back up. "So, what do you think?"
"I'm not weirded out, or anything, if that's what you mean," I said.
"Good," she smiled. "Because I like you. Have you ever done anything with a, well, man before?"
"Well, a few years ago after I graduated college, my friend Jake wanted to give me a handjob. I said yes, but we couldn't find a place to do it. That's about as close as I've come."
She laughed, and let her shorts fall, "do me a favor, and pull me out the red dress from my suitcase."
I did. She was topless. Her boobs weren't big, but they were boobs none-the-less. She slipped the dress on.
"I have to get out of here, but I'll be back here at around 7, so come up here," she said.
"Well, where's your shoot?"
"West Hollywood."
"Well, I'll be over there all day. How about you just meet me on the venice boardwalk?"
"Sure," she said, smiling. "See you there, Jake."
I left.
Later that night we met on the boardwalk. She had changed into a dark pair of jeans, and a long, tight, thin t-shirt, and showed off her butt.
"You look good," I said.
"You too," she said. I had changed as well. I was also wearing dark jeans, a heather grey hoody, and wafarer sunglasses.
"What do you want to do?" I asked.
"Want to go for a walk on the beach?" She asked.
"Of course."
She wrapped her arm around mine, and we walked off onto the beach. We took off our shoes. The sand felt nice on this cool summer night. We talked about everything. Where she lives (Tulsa), where I live (Toledo), when she turned herself into a shemale (18), why she wanted to have boobs (to feel more feminine).
We sat down in the sand, and looked out over the water. I put my arm around her, and she leaned her head on my shoulder. I actually forgot that this was a man, but then remembered that she's more of a woman, than a man.
"I like you, Jake," she said.
"I like you too, Erica."
I moved my head down, and kissed her on the lips. She pressed into my kiss. I expected to feel beard stubble, but felt nothing but her tongue on my lips.
She pulled away from our kiss, and stood up, "c'mon."
"What?"
"C'mon, get up. Let's go under there," she pointed to a lifeguard shack. I followed her, thinking about what was coming next. Are we going to have sex? Am I technically gay? What do I do?
She crawled under the deck of the shack, and laid back. The sand was much cooler under there. I laid down beside her. I could see the moon through the slats of the deck above our heads.
"I'm not a whore," she said. I was shocked.
"Who said you where?"
"That's what you're thinking, isn't it? She asked. "You think I'm a whore because I'm under here with you the first day we met."
I was honestly confused at what she was saying, "I don't think you're a whore at all, Erica."
"Then what are you thinking?"
"I'm thinking about kissing you some more," I said. "How's that for whore?"
She laughed, and we made out. Her boobs were rubbing on my chest, and I started to get hard.
"I've never done anything like this before," I said.
"What? Have sex?"
"Have sex with another man," I said.
"The only thing that makes me a man, is my extremely small penis," she said, and we both laughed. She put my hand on her breast. "Just think of it as a really big clit . . . That get's hard."
I laughed. She reached down and rubbed my penis over my pants. I wasn't completely hard yet.
"I'll walk you through it," she stopped rubbing. "If you want. Am I coming on too strong?"
"No," I said. "You're perfect."
She replaced her hand to my erection, and I pulled her shirt up. I rubbed her boobs. I could feel the silicone, but thought nothing of it. She unbuttoned my pants, and I pulled them down.
"Woah," she said. "You're big, Jake."
"Psh," I said.
"I'm serious," she said. She looked at my erection. "It's perfect."
"Do you want a blowjob?" She asked. "I should tell you, I'm not awesome at it, but I
will do it."
"Uhm, yeah. Okay."
She stroked me, and licked it. She began to suck on me. I couldn't see her in action, her hair was in the way. I was blown away, literally. She wasn't fantastic, but she knew what she was doing.
She came back up, and said, "I want to have sex with you," she unbuttoned her pants. "If you don't want to, then I'll understand. I can face the other way if it will make you more comfortable."
"It's fine. I want to, and I want you to face me. I want you to feel good, Erica."
She tugged her pants off, and took the rest of her clothes off. She was, indeed, hard. She was about 4 inches.
She climbed on top of me, and said, "if at any point you want to stop, I will."
"Erica, it's okay."
She put me in. It took a couple seconds for me to fit just right (I guess that's what she meant by "big"). She wasn't fast, she was gentle, and then leaned forward. I could feel her erection on my stomach each time she pumped on my erection.
We had sex in that position for quite a while before she moaned really loud, and wanted to change positions. She rolled over, and I was on top.
She was moaning, and whispering to herself. After a couple of minutes, she asked, "so how is it?"
I was enjoying myself, "I really like it."
"I have a shoot-" she yelps. "-tomorrow at 3, after that, we can meet in my room . . . "
She was stroking her small erection, and staring into my eyes. I took hold of her penis, and stroked it for her. She was breathing heavy.
I wasn't stroking her fast, but the combination of the anal, and me stroking her triggered an orgasm beyond her control. She let out, Oh's, and long sighs. Her cum was warm as it exited her penis. It pooled into her belly-button, and after a couple of seconds, that was that.
"Keep going, Jake," she said. She didn't look like she had before. She just laid there, and waited for me to cum. I leaned in, and kissed her, she kissed me back.
I watched her boobs bounce every time I entered her. I finally had to cum. I just came inside her. She moaned as I let loose.
"Verdict?" She asked.
"I want more of you," I said. "I'm down for tomorrow."
I pulled out of her, and we dressed. I walked her back to her room, and kissed her goodnight. The next day, we did everything all over again.