Taking His Virginity
This is a true story. I wear diapers for urinary incontinence. The guy I'm with knows this and is OK with my diaper wearing. One evening as I came over to see him, he greeted me at the door completely…
First time anal sex stories. Sex stories focusing on first time anal sex encounters.
Department Store Hook Up
A little bit about me - I am a very feminine looking male. I have been cross dressing since my early teens when I decided to explore my mother’s bedroom. The first time I tried on a bra and matching…
Rewarded For Helping
It was a blistering hot day and I was trying to remember why I volunteered to help my friend Colleen with her sprinklers and grass installation as I pulled up to her house. Then, when she opened the door I…
The Day My Friend’s Mom Became My Secret MILF
I was 19 years old and my friend just graduated high school. I was at his grad party real late, so I decided to help clean up from the party. My buddy's dad works third shift and had left for…
Wife’s Drunk Friend
Jim was starting the water to take a shower when he heard the doorbell ring. As he turned off the water and quickly put on a shirt and shorts it rang again. Once he turned on the porch light and…
Work Trip Part Three
The more Jeanette stroked, the harder he got, and as he continued to rub her tits with his hand he looked at Christine in disbelief of what was happening. Christine had a blank look on her face, but had still…
Hitchhiker Part 2
"... and learn more about yourself. You have a chance right now to do exactly that, you know. Have you ever been fucked like that guy?” “No,” I replied softly. “Ever had anything in your butt?” “No,” I said. “Now…
Hitchhiker Part 1
Hitchhiker’s First Time (Part 1) It was a warm sunny day as I stood on the side of the road. The semi-arid landscape seemed to go on forever and heat waves rippled near the surface of the ribbon of pavement…
Lessons From Daddy Part 3 – Finally
I changed my position slightly to slide myself into her, It slipped from her ass towards her pussy she pushed the shaft back, then whispered, “Uh-uh. Not there; I want you in my ass.” She placed the head of my…
Lessons From Daddy Part 3 Continued
Her inner muscles clenched around my hand, grabbing my head with her hands. Panting and grunting loudly, she held him there, as my hand withdrew, not wanting me to move she pressed her cunt hard onto my mouth, rubbing and…