I forgot to tell a guy that I was trans until it was too late
AryaRayn
I didn't tell him. That's the thing. Usually I do. Usually I bring it up early because I have learned the hard way that guys react better when they know upfront than when they find out later. I have had guys flip out on me. Like flip the fuck out. It's not fun. That is why I usually make sure people know as early as possible.
But this guy. I honestly don't know why I didn't say anything I think I just got lost in the conversation. I was pretty into it I guess and I just forgot. I know that might sound crazy, but imagine if you had to remember to tell people "by the way i'm a girl" during a random conversation or something.
We were at a bar and he was flirting with me hard and I was into it and the conversation moved fast and I just never found the opening.
He was tall. Kind of muscular but not in a gym way. More like he actually uses his body for work. He had this confident smile and he kept touching my arm when he talked and I liked it a lot. He bought me a drink and then another one and we were sitting close and his hand went to my thigh.
"You're really beautiful" he said. Simple. No game to it. I'm sure he had said that to women before and I'm sure it usually worked on them.
It worked on me too.
We left together. His apartment was close. He kissed me in the elevator. His hands on my waist. Then lower. He grabbed my ass and pulled me against him and I could feel how hard he was.
He didn't know. I was wearing a tight skirt and a top and I'm small and thin and my tits are small but they're there and I look like a girl. I always look like a girl. Even guys who know I'm trans tell me they forget sometimes.
We got inside his apartment. He pushed me against the wall and kissed my neck. His hands went everywhere. My hips, my waist, my ass, my chest. He pulled my top over my head and looked at my tits and put his mouth on one and I moaned. His other hand slid down my stomach toward the waistband of my skirt.
I caught his wrist. Gently.
"Wait" I said.
He looked at me. Confused.
"Before you go any further I need to tell you something."
He waited.
"I'm trans."
He blinked. Looked at my face. My body. Back at my face. The pause was long. I know that pause. I have stood inside it a hundred times. My heart was going fast. I know it shouldn't still make me nervous but it does. Every single time.
"Okay…" he said slowly.
"Okay as in?"
"Okay as in I don't care." He smiled a little. "I mean I care. But not in a bad way. You could have told me earlier."
"I know. I usually do. I just didn't this time."
He looked at my body again. "Do you have..."
"Yeah."
"Can I see?"
I pulled my skirt down. My cock was half hard. He stared at it for a second. Most guys have that moment. Even the ones who already knew. I am still always surprised by how people can't tell just by looking at me.
He looked at my cock and then looked at my face and something shifted in his expression. Not disgust. Something closer to curiosity.
"I've actually thought about this before" he admitted. "Being with a girl like you. I just never thought I'd actually do it."
"Do you want to?" I asked. Direct. No room for him to backpedal.
"Yeah. I do."
I kissed him. Hard. He kissed me back and his hand went straight down and wrapped around my cock. His grip was strong. He stroked me slow and I got fully hard in his hand.
"That's really hot" he said. Looking down at his hand on my cock.
I pushed him back toward the bed. He went. I pushed him down on it and he lay back and I climbed on top of him. Straddled his hips. His cock was hard against my ass through his pants and I rubbed myself against him. I undid his belt and pulled his pants down and his cock was big. Really big. Bigger than most guys I have been with.
"Impressive" I told him. I meant it.
He pulled me down and kissed me and our cocks pressed together. He moaned at that. The feeling of my cock against his. I wrapped my hand around both of us and stroked and we both moaned. I used our precum to stroke us both together.
I slid down his body and put his cock in my mouth. He groaned and grabbed my hair. I sucked him slow. Looking up at him. He was watching my face and I could see him going through something in his head. Processing. Wanting.
"Can you..." He hesitated. "Can you fuck me?"
I looked up at him. "You want me to?"
"Yeah. I want to try it."
He reached for lube in his nightstand. He actually had some. I didn't question it. I figured he had been curious and had experimented on himself. I got him ready with my fingers. Slow. He winced once and then his body relaxed and I added another finger and he moaned.
"Ready?" I asked.
He nodded.
I pressed the head of my cock against his ass and pushed in slowly. He grabbed the sheets and his breath caught and then he let it out.
"More" he said.
I pushed deeper into his ass. Every stroke into his ass made him gasp. His cock was hard against his stomach. I started fucking him slow and he moaned with his face turned into the pillow.
I grabbed his hips and fucked him harder. He was loud. Louder than I expected from a guy this big. His cock was leaking onto his stomach and he was gripping the headboard.
"Harder" he begged me. "Please fuck me harder."
I fucked his ass hard. Deep. He came first. I was stroking his cock while I fucked his ass. It shot across his chest and hit his chin and he yelled and his whole body tensed. His orgasm went on for a while.
I came a few seconds after. I pulled out and came all over his ass and balls. A lot. He lay there breathing hard with his own cum on his chest and mine on his skin.
We lay there for a minute. Both breathing hard.
"I wish you had told me at the bar" he said finally.
"Why?"
"Because I would have taken you home faster."
I laughed. That was the best possible answer honestly.
I got dressed and he watched me from the bed still covered in both of our cum. He looked happy. Relaxed. Like he had just done something he had been wanting to do for a long time and felt relieved.
I think some guys carry this around for years and they just need someone to make it easy for them. I'm okay with being that person.