[M/T] First time with cock | 2016

I've had a fantasy about being with a transgender for years that I had never had the chance to act on. After a bad break-up I was browsing escort ads and came across the transgender section. I found a girl named Erika that I chatted with and set up for her to come over the next day. I worked all morning, nervous and excited, and rushed home to get things ready. I threw down a new blanket, showered, and waited.

She arrived in a cab and waved him away once I let her in. I led her upstairs to the bedroom and she went to change in the bathroom. When she came out she was wearing red lingerie, it hugged her breasts, her body, and was showing a thick bulge beneath the nearly see-through fabric.

I'm pretty sure I froze staring at her. She came over to me, wrapped her arms around me and kissed me. She sat on the bed and asked me what I wanted to do. With my hands shaking, I told her I wanted to suck her cock.

She moved further up onto the bed, pulled the red fabric to the side and pulled out her cock. It was smaller than mine, and I'm only 6'. She slipped a condom on and smiled, laying back onto the bed as her legs spread.

I leaned forward and grabbed her shaft. It curved slightly to one side, felt a bit thin, but was throbbing and hot. I looked up at her and took it into my mouth. After years of dreaming about this I nearly came, and she started to buck her hips, shoving it deeper into my throat.

I tried to take as much as I could and gagged slightly. She kept thrusting while she played with my hair. Before long I pulled away to catch my breath, and she asked if I wanted to fuck her.

I nodded. She slipped a condom on me, lubed up my shaft and then put a fingerfull of lube on her asshole. She turned over, stuck her ass in the air and slapped it.

I grabbed her hips and pushed the head of my cock inside. Almost instantly she pushed backwards, taking it all in her ass. I pulled her hips into me and began to fuck her, matching the rhythm as she pushed back.

I reached around her and grabbed hold of her cock and began to pump it as we fucked each other. After a few minutes, I pulled back and asked her for what I had really, really wanted. The reason for me paying her.

I wanted to be fucked.

She asked me if I had ever taken a cock before. I had only used a small dildo before, years ago. She lubed herself up, and I felt a finger inside my ass as I buried my face into the bed.

She grabbed my hips and pressed her cock against me. It hurt going in. Even with lube, me trying to relax, and her cock on the small side, I wasn't ready for it.

She shoved it deep and held it there, waiting for me to relax.

I was nearly ready to tap out when she began to pump slowly. The pain went from a sharp pain, to one that felt really, really fucking good.

She picked up speed, pushing every inch into me, spanking my ass and pulling my hips into her. I was moaning like a whore into the bed, gripping the blanket as she went faster and harder.

Quickly she started jack-hammering into me, fucking me harder than I thought possible. She pushed me down flat onto the bed and began to moan into my ear, pinning me to the bed. Her tongue flicked against my ear lobe, I felt her kissing my shoulder as I nearly screamed into the mattress.

I don't know how long it went on for, but it felt like an hour. She told me she was close and pulled out of my ass. My body was shaking as I rolled onto my back. She straddled me, grabbed my cock with her hand, slipped on another condom and sat on the head.

I slipped back inside her easily. She rode me while I grabbed her ass, pulled her towards me and began thrusting upwards. She started stroking herself and asked if she could cum on me. I nodded.

I fucked her as fast as I could, bouncing my cock upwards inside her as I watched the head of her cock. She moaned and her body quivered, releasing a thick shot of cum into the air. It landed on my cheek, leaving a trail from my stomach to my face. She came more before collapsing onto me.

She climbed off, removed my condom and slipped a new one on, before shoving my entire cock into her mouth. It all happened within seconds, and before I knew it I was covered in cum and fucking her face.

I grabbed her hair and thrusted into her throat. She bobbed her head so fast, and so deep, that it wasn't long before I was cumming. I exploded, filling the condom in her mouth.

She got up and went to clean herself off while I laid in bliss, covered in her cum. She came back in, helped me clean up, and then left.

I couldn't crouch without hurting for the next three days.