Smiling shyly, thinking she meant my back, I simply replying, “Yea,” again shifting just a little.
It was definitely a turn on to have such a beautiful young lady sitting on my legs and feeling on my back, and as she continued to rub on my lower back and my hips, I started to get a hard on. It was a little embarrassing and hoping she wouldn’t notice, I tried to block it out.
Venus suddenly stopped rubbing my back and when she subtly said, “Let me get some lotion,” I became hesitant but of course said, “Okay.”
My dick was so hard right now and as Venus casually got off the bed, and moved away she asked, “Are you okay with oil?”
Again, it made me think for a moment, and when I quickly replied, “Yea, that’s fine,” I tried to quietly reposition my cock.
It made her giggle a little, obviously knowing what I was doing and as she climbed back on, again straddling my legs, she moved up more against my ass. I could hear her open the bottle of oil and as she let it dribble on my back she remarked, “Sorry it’s a little cold.”
Smiling, I replied, “It’s okay.”
Capping the bottle, she tossed it aside, and then scooting back, she again started rubbing my back and shoulders. It felt good with the oil, and as Venus rubbed my back and the oil cascaded down off on either side, I started to hope the massage might turn into more.
I could still feel something as she pushed up against my ass, and the few time when she did lift off me, repositioning herself, pressing into my crack, I thought, “What could it be?”
Venus again lifted off me slightly and as she casually inched the sheet down, so she could feel on my ass, I got a little nervous. Sliding my one hand down, reaching back, touching her knees and thighs she asked, “Can we get rid of this sheet?”
Before I could answer, Venus lifted up, reached back, and gently pulled it out from under her. Dropping it on the bed behind her, she again positioned herself, straddling my legs. I was totally naked, which made me nervous, but I could tell she still had on panties, because I felt them against my legs.
Venus again moved up and when she pressed into my crack, I tried to figure out what it might be, naively thinking, “She’s really got a big clit.”
It made me smile but then I suddenly realized, “Oh my god, could it be, … she has a dick?”
“No, it couldn’t be,” I thought, “she’s so pretty,” but remembering the concerned look the receptionist gave me when I chose Venus, I realized, “She must be a tranny.”
It made me hesitate but, it was kind of exciting to think about, but it was concerning too. I think she sensed my nervousness because she now scooted down, sitting more on my legs and as she felt on my ass, she semi jokingly remarked, “You’ve gotta nice butt.”
Realizing that she probably was a tranny, really made me nervous, but, “She was so feminine,” I again thought, “it couldn’t be.”
I was very hesitant and even though I had thought about what it might be like to be with a tranny, I was never expecting to have an encounter with one, let alone get a massage. However, it made me smile and as I reached my other hand back again, feeling on her legs, I think she knew.
“It had to be a dick,” I now thought and as she continued to push it against my ass, trying to grind it in my crack, I could tell she wasn’t hard by any means. I’m sure she was probably on hormones, which I had heard suppresses the ability to get hard, but as she continued to rub my back and press her knot into my crack, it was definitely making me hard.
It was obviously a turn on for Venus, and thinking about her wanting to possibly fuck me, was a turn on for me too, but being I’d never done it before, it was very concerning. Venus now stopped and then as she asked, “Do you want the full body massage,” I hesitantly thought,“What does she mean?”
Not knowing what to say, I laid there, waiting for a second, but then as she continued to rub my back, I hesitantly replied, “Um, okay.”
I knew it made her smile, because it made me sheepishly smile too, but the thought of her being a TS still made me a little apprehensive. I didn’t want to let on that I knew, and after remarking, “Be gentle,” she slyly replied, “Okay,” and again started rubbing my lower back.
After a few minutes, Venus moved to get off me saying, “Let me get something.”
I wasn’t sure what she was doing, but as she knelt next to me, it felt as though she was taking off her panties. I wanted to see, and glancing back at her as she knelt next to me, I saw she was, pulling her panties down. Not wanting to appear to gawk, I turned away and looking down, I felt Venus step off the bed. It was only for a few seconds and when she got back on the bed, and straddled my legs, she immediately started feeling on my ass.
Shifting a little, trying to get more comfortable, making sure I could feel her semi hard dick and balls lay against my legs, I thought, “She wants to fuck me.”
It made me really very nervous and when Venus again moved up, and pushing her cock against my ass, grinding it in my crack she asked, “How’s that feel.”
I knew she wanted to find out if I was into it, and never having done it before, the thought of what might happen was a little unsettling. She really was so attractive and yea, the more I thought about it, the more I wanted to do it.
Spreading my ass cheeks for a moment, Venus gently teased my butthole, pressing the head of her flaccid little cock against it. I knew she was trying to put her cock in me, but it wasn’t working.
Sitting back up, Venus subtly said, “Let’s try this,” as she leaned back, struggling to reach for something.
I knew she was probably smiling as she sat up again, and wondered what she was doing, I looked up. She had grabbed a small purple dildo, and showing me it, I thought, “Oh my god, really?”
Yea, I had tried toys in my ass, but right now it made me a little nervous thinking about Venus putting it in me, knowing she was leading up to something else.
I was speechless, but smiled and when she again grabbed the oil, that I now suspected was actually lube, and I heard her open the bottle of “Oil,” and applied some to the toy, I couldn’t help but wiggle in anticipation. Closing the cap, she again spread my one ass cheek with her hand.
Telling me to relax as she slowly started to work it into my ass, I instinctively tightened up. It really didn’t hurt, it actually felt good and as it went in me more, Venus slowly moved it in and out of me, twisting and turning it.
“Hmm,” the thought of her fucking me was now racing through my head and when Venus asked, “How’s that feel,” I was hesitant to answer.
Venus gave a little laugh, then after telling me, “This is part of the full body massage,” she said, “I hope you like it.”
I did like it, it was a turn on, and when I replied , “Yea, that feels good,” the thought of her actually being in me, fucking me had made my dick uncomfortably hard.
Feeling on my ass, spreading my ass cheeks, Venus simply said, “Good.”
Eventually, she took the toy out of my ass, and as she tossed it aside, I knew what was probably coming next. Venus gently massaged my ass cheeks and again spreading them, obviously looking to see if my puckered little hole had relaxed at all, she told me, “Try to relax.”
Moving up, sitting up against my ass, Venus again worked the head of her cock up and down my crack. I wanted to feel her in me and as she continued to push against my hole, it felt as though Venus had started to get hard.
I tried to relax, letting her put it in. I knew she wanted to fuck me, I wanted to feel it too, and thinking about her being in me, made me again reached back, feeling on her thighs, inviting her to fuck me. Continuing to hump my ass, it felt like she was actually hard and when as she happened to lean forward, Venus softly whispered , “I wanta fuck … you.”
Smiling hesitantly, not knowing what to say, I brought my hands back up under my head. The thought of her in me continued to race through my head, and yea I wanted to feel her in me, but I was nervous about it too. I was torn, but then thought, “Was this my chance?”
It was obvious though, she was struggling to get it in me, because she really wasn’t hard. Again, thinking she was probably on hormones, realizing that’s probably why, I reached both hands back, spreading my ass for her. I wanted her in me, I didn’t want her to stop trying and as she continued to push her dick into my crack, I couldn’t help but smile in anticipation.
Eventually, it did feel like she was getting hard, hard enough to finally push the head of her cock into me. Putting my head down, I tried relax, but she still wasn’t able to get it in, and when she said, “You’re really tight,” it seemed Venus was desperate to get her cock in me.
I too desperately wanted to feel her in me, and when Venus again seductively whispered, “Relax,” I smiled as she pushed into me harder.
It really didn’t hurt, at least not yet and when she started to slowly fuck me, I brought my hands back up under my head. “Oh yea,” I thought, and as she pushed into me deeper she asked, “Does that feel good,” and then immediately said, “Because, it feels good for me.”
I knew she was smiling and yea, it did feel good and as I subtly tried pushing up and down, trying to help, she grabbed my hips and started to fuck me. She was definitely hard now, and being she was all the way in me, it felt really tight, as her cock went in and out.
Stopping for a moment, Venus reached under me and as she tried pulling me up to me knees, I thought, “What’s wrong.”
I wasn’t sure what she wanted, but as I got to my knees, her cock did inadvertently slipped out. Quickly getting on all fours, I smiled and as Venus moved up between my legs, she again tried putting her cock back in me. It hurt, and it made me pull away a little, but she immediately stopped me, grabbing my thighs, again telling me, “Relax.”
Pulling me closer, trying to force the head of her cock back in me, I tried to not raise up or pulling away, but it did hurt. Reaching my hand back quickly, I pushed on her thigh, and asked her to stop. She did stop, instead she held me still and said, “Take it.”
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