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Just posting a bit of a ramble,
I have been with three girls, and heres the stories
I consider myself a guy with a high libido, I've always loved women and was introduced to porn and masturbated from an early age. Eventually I became more and more aroused as I came across the trans images and videos, eventually finding advertisments in backpages of newspapers and found that there were actually girls like this who exist I could share time with and explore this side of me.
It must be close to ten years now, but I took my first chance. Late at night, calling up Lucy and seeing whether she would see me. A little light flirting on the phone and explaining my reasons for calling, she agreed to let me come see her at something close to 2AM as i was at that time and away I drove into the city. I don't remember parking, or how I got into the building, I was nervous, anxious, it felt like this might be a bad idea. There was someone in the hallway to the apartment who looked strung out, with long blonde hair, not like the picture- I was thinking oh my god what did I do and was worried then suddenly the apartment door opens a beautiful woman ushers me in and my nerves subside.
(Large Pic)
We got into small chat, but it was hard to focus on anything but how good she looked. Something of like a housecoat and a bra panties, she was playfully touching and talking with me. I knew what I came for, and with little hesitation, we began the session with some deep french kissing. I moved my hand towards her face and down her body, slowly made its way all over her curves until her panties - and cupping the area with my hand, my first time touching anothers, she asked if I wanted to suck each other, I nodded and then she unrolled two flavored condoms, one for each of us and we 69 like a couple of vacuum cleaners attached to one other. This was a passionate affair. A little bit off and awkward with the rubber feel but none the less, theres something magic about being locked mouth to cock with another in a sexy ouroboros. She asked if I wanted to fuck her - I nodded again. She comes overtop of me as Im on my back, grabs my cock and begins the expedition for the hole (one of my favorite parts of sex is when the lady does this). I tempered her expectations, I was a young man, I have only about a 6 incher, I was like, I don't know, maybe its not going to reach in this position or work - she laughed and dissmissed me still holding my dick against her puckered asshole and suddenly glory glory hallelujah I was in. Ass feels different than pussy. A little tighter.. I dont know what it is, but that ring around my shaft and going in and out as our bodies grow tighter and closer, our balls patting one another like little high fives , and the kissing... I am a bit of a romantic so once the kissing is in the mix, its basically like being on a drug trip.. we had sex like this until I came. I didn't get her to, or ask her either. I was nervous, unsure about everything and after I came and we cuddled and it was close to 5 AM I had to get going. Our small talk was good and I fell in love with her of course haha.. I would never see her again, but I dreamt and jerked off about it all the time...
This being my first time, I know I wasn't exactly feeling comfortable. I had a bit of a gag reflex, the rubber feel, not knowing my way around the tool, I just wasnt super sure on what I was doing, and although nothing was communicated like I was doing it wrong, there was no take charge out of me, and she was treating me as a delicate first timer. I knew there was more I needed.. which brings me to 'first' time number two... (After I play squash I'll get back to continuing this)
I have been with three girls, and heres the stories
I consider myself a guy with a high libido, I've always loved women and was introduced to porn and masturbated from an early age. Eventually I became more and more aroused as I came across the trans images and videos, eventually finding advertisments in backpages of newspapers and found that there were actually girls like this who exist I could share time with and explore this side of me.
It must be close to ten years now, but I took my first chance. Late at night, calling up Lucy and seeing whether she would see me. A little light flirting on the phone and explaining my reasons for calling, she agreed to let me come see her at something close to 2AM as i was at that time and away I drove into the city. I don't remember parking, or how I got into the building, I was nervous, anxious, it felt like this might be a bad idea. There was someone in the hallway to the apartment who looked strung out, with long blonde hair, not like the picture- I was thinking oh my god what did I do and was worried then suddenly the apartment door opens a beautiful woman ushers me in and my nerves subside.
We got into small chat, but it was hard to focus on anything but how good she looked. Something of like a housecoat and a bra panties, she was playfully touching and talking with me. I knew what I came for, and with little hesitation, we began the session with some deep french kissing. I moved my hand towards her face and down her body, slowly made its way all over her curves until her panties - and cupping the area with my hand, my first time touching anothers, she asked if I wanted to suck each other, I nodded and then she unrolled two flavored condoms, one for each of us and we 69 like a couple of vacuum cleaners attached to one other. This was a passionate affair. A little bit off and awkward with the rubber feel but none the less, theres something magic about being locked mouth to cock with another in a sexy ouroboros. She asked if I wanted to fuck her - I nodded again. She comes overtop of me as Im on my back, grabs my cock and begins the expedition for the hole (one of my favorite parts of sex is when the lady does this). I tempered her expectations, I was a young man, I have only about a 6 incher, I was like, I don't know, maybe its not going to reach in this position or work - she laughed and dissmissed me still holding my dick against her puckered asshole and suddenly glory glory hallelujah I was in. Ass feels different than pussy. A little tighter.. I dont know what it is, but that ring around my shaft and going in and out as our bodies grow tighter and closer, our balls patting one another like little high fives , and the kissing... I am a bit of a romantic so once the kissing is in the mix, its basically like being on a drug trip.. we had sex like this until I came. I didn't get her to, or ask her either. I was nervous, unsure about everything and after I came and we cuddled and it was close to 5 AM I had to get going. Our small talk was good and I fell in love with her of course haha.. I would never see her again, but I dreamt and jerked off about it all the time...
This being my first time, I know I wasn't exactly feeling comfortable. I had a bit of a gag reflex, the rubber feel, not knowing my way around the tool, I just wasnt super sure on what I was doing, and although nothing was communicated like I was doing it wrong, there was no take charge out of me, and she was treating me as a delicate first timer. I knew there was more I needed.. which brings me to 'first' time number two... (After I play squash I'll get back to continuing this)
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