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TOM BOY

I’ve always been gender fluid, born female, Tom Boy into my adult years. It used to bother me but not anymore since I've transitioned. I use it to my advantage to give and experience pleasure. I am a good person, a kind person, creative and intelligent. I enjoy having conversations with interesting and intelligent men and I enjoy experiencing pleasure with them too. I’ve spent time with bisexual men, straight men, and sometimes women, enjoying our sexual pleasure together. ??Last year I met a man online, late 50’s, who lived not far from me. He proclaimed his heterosexuality, never having any sexual encounters with males but he was interested in spending some time together with me and was willing to accept my male appearance. We chatted for months, learning each other’s likes and dislikes. We discussed my gender fluidity and my comfortability with it. I told him I keep my hair buzzed down close to my scalp and he told me that it was fine with him. I opened the conversation up to his preferences. Although he enjoyed younger feminine women, he was also open to other types, too. He admired my breasts and my shaved pussy. He told me his preferences in sex acts, and they matched with mine. After a period of time we agreed to meet. ??

We met at a Notell Motel, for an afternoon of pleasure and PLEASURE, it was. I wore jeans, no underwear, a tee, no bra, and sneakers and a baseball cap. He was a few inches taller than I was, stocky, with a gut, but I didn’t mind. Hair was sticking from the top of his tee shirt and it was a turn on to me. I love hairy men. His head had about an inch of hair on it and so did mine and we joked about it. ??The door to the room was hardly closed when he took me in his arms and French kissed me. We stood for long moments and enjoyed the feel and taste of each other’s tongues. I ran my hands down to the crotch of his pants and could feel he was hard. I unzipped his pants and slid my hand in to his cock, releasing it from his pants and I held it in my hands. His cockhead was oozing with precum.??I could feel my pussy getting wet and my pussy hole was becoming ready for entry. He removed his tee and I removed mine. He grabbed both my tits and ran his thumbs over my nipples, making them immediately erect. He fondled and squeezed them, and he Frenched me again. I welcomed his tongue again; Frenching is such a turn on to me.

He moved to the bed and pulled back the covers while I dropped my pants and moved to the bed. He removed the rest of his clothing and I relished the vision of his hairy body, his hard cock and wonderful balls. I jokingly threw myself on the bed and he grabbed my legs, pulling me to the edge of the bed where he bent my knees and spread my legs. He reached for my pussy, spreading my lips with his fingers. With his other hand he rubbed my clit with his fingers and teased my pussy hole with his index finger. He then kneeled down and performed oral on me, bringing me to near orgasm. I asked him to stop and share in 69 with me, I wanted to taste his cock and precum. We lay side to side, facing, his mouth near my cunt and my mouth at his cock. We proceeded to share oral, with me licking and sucking his cockhead and shaft and balls and he, flicking my clit with his tongue while his middle finger slowly finger fucked me. We both moaned with pleasure and the room was filled with the sounds of wetness, our licking, our sucking and our moaning. He told me he wanted me to ride his face and I wanted that too. He moved up on the bed and comfortably rested his head on a pillow. I moved up his body, slowly rubbing my wet pussy over his cock to his belly and up his hairy chest, leaving my juices all over him.??I then hovered my clit over his mouth. I spread my lips back to show him my swollen red clit and then rested my clit onto his opened mouth. We both moaned as his tongue licked my clit and pussy hole up and down and back and forth as my juices ran into his mouth. My pussy lips and clit became even more swollen as he began to jack my clit with his lips. I came close to cumming again and asked him to stop, telling him I wanted to feel him inside me.??

We lay in missionary. He stated that he was never with such a butch female before. I asked him to concentrate on the pleasure I could bring him and not so much my physicality. He agreed and we proceeded to share in the utmost pleasure that two people could experience together. I wasn’t used to his size and I told him, and he was careful with me. He entered me slowly, stretching me so good. He moved in and out slowly and the pleasure was sublime. He moved up his pace and I wrapped my legs around his hips, and he moved in and out faster and faster, at times taking his cock all the way out and putting it back in again.??He Frenched me for long moments and sucked my nipples as he fucked me. We moved in rhythm as if dancing until we both told each other we were close. He began to feel my pussy walls spasm on his cock as I began to feel his cock pump his wonderful cum inside me. We moaned as we orgasmed together. ??

We lay in each other’s arms for a while, then talked about what it was like to be with each other trying to work through whether we’d want to meet again. We talked about sexuality being fluid and what determines male and female. It was a really nice talk and we decided we wanted to meet again for another afternoon of pleasure. 

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