Straight Male / 42
Never Expected This
Let me start by saying I have never had any interest in gay sex, never found anything about men sexually appealing.
I was divorced a little over three years ago. My ex was a school teacher who lost her job and was sent to prison for having sex with numerous students. It was devastating finding out that the love of my live had been fucking her students the entire time we were married.
I moved far far from there after getting a new job in my new town. I got a nice apartment in a very nice complex that has a great pool and community center etc...
I pretty much kept to myself but I'm always cordial. This very pretty woman who lived only a few doors down started talking to me more and more. We got to know each other a bit and I really liked her. She made me feel comfortable and has the nicest smile, and an amazing body. I wasn't looking to date or anything as I was still reeling from the life changing events that led to my divorce. She heard my story and even started to cry, at which point I apologized. But she said you poor poor thing and gave me a big hug and a kiss on the cheek. Weeks went by and we became closer and closer. I could feel myself falling for her. But I resisted and tried to avoid her even. One day she came to my door and asked if we could talk. I invited her in and we talked about how much she likes me and why I've been avoiding her. I explained that I was having strong feelings for her but was scared to be quite honest. She said that she would leave me alone then if that's what I wanted, with tears in her eyes. That just tore right through me. No, no, that's ok and I hugged her and we kissed for the first time. I know this will sound corny but there were fireworks. That kiss seemed to last forever as if we were suspended in time. When we broke the kiss she said wait. I have to tell you this before we go any further.
I have a penis. I was born male but I am now a woman. I can't have babies, but other than that I am all woman.
I was shocked to be honest. There is no one alive that would have assumed she wasn't 100% female. She's 5' 4" and 100 lbs. Beautiful eyes, long blonde wavy hair, petite hands, nice legs, perfect butt and nice C cup tits.
I said, that's ok. I don't care. I don't know where we will end up but I really like you and let's just play it by ear.
Inside I was really thinking, just my fucking luck, right? My dream girl was born a guy. Great!
So we started seeing each other every day. We had dinner almost every day together, watched tv every evening together , went to the beach, the movies, and so on. After a couple of months she says are we ever going to have sex? I said, if you want to, I'll try. She took it the wrong way or something and said, you'll try? Am I that gross that you'll TRY???
She started to cry. I stammered you took it wrong. I just am not sure what to do. That made it even worse. She said you never had sex before??? I said of course but not... She said, with a man right??? I said yes, no, I mean... I stopped.
Look Lexi, I am sorry. I have only ever had sex with biological females. I guess I'm just st*pid for not treating you as such. But I am honestly not sure about touching a penis other than mine. But I want you. I want you in every way so if you'll have me, I want to make love to you right now.
We kissed, again just like every time we kiss, my heart is set on fire, my head spins and I am lost in the moment. Clothes come off and I get to see her perfect tits for the first time. They feel pretty natural and she has pretty pink nipples just like real woman tits. I suck on them and they get hard and she moans just like a real woman. She goes down on me and sucks my hard dick like no one had ever before. I came in less than two minutes. I apologized but she said no worries, I understand. We cuddle and kiss for a while and I start getting hard again. She turns so we are spooning and slides my dick in her ass that she had used her own saliva to lube herself up. It was amazing. I had never done anal before and I was immediately hooked. She was grinding back on me meeting my thrusts. I was squeezing her tits pinching her nipples and she said, please touch me down there. So I did. I grabbed her hard throbbing penis. It was not as long as mine but it was thicker by quite a bit. It was very very thick and it felt good in my hand to be honest. So I began stroking he in rhythm with my thrusts. Yes baby I like that. I shot my cum into her sweet tight ass right then and there which triggered her as she shot a huge load all over the bed. I told her at that moment that I loved her. She said she knew, and she loved me since the first day we started talking.
Since then we moved in together and I've learned how much I like servicing her orally, who knew how much I'd love sucking dick? I even like letting her fuck me on role reversal days.
I don't consider myself gay. I still don't find men sexually attractive. I have a fiance with a penis. But she is the kindest, sweetest, and most beautiful woman I've ever known. We have been together for nearly two years now and are going to get married next spring.
I never in a million years would have thought this would happen to me.
I was divorced a little over three years ago. My ex was a school teacher who lost her job and was sent to prison for having sex with numerous students. It was devastating finding out that the love of my live had been fucking her students the entire time we were married.
I moved far far from there after getting a new job in my new town. I got a nice apartment in a very nice complex that has a great pool and community center etc...
I pretty much kept to myself but I'm always cordial. This very pretty woman who lived only a few doors down started talking to me more and more. We got to know each other a bit and I really liked her. She made me feel comfortable and has the nicest smile, and an amazing body. I wasn't looking to date or anything as I was still reeling from the life changing events that led to my divorce. She heard my story and even started to cry, at which point I apologized. But she said you poor poor thing and gave me a big hug and a kiss on the cheek. Weeks went by and we became closer and closer. I could feel myself falling for her. But I resisted and tried to avoid her even. One day she came to my door and asked if we could talk. I invited her in and we talked about how much she likes me and why I've been avoiding her. I explained that I was having strong feelings for her but was scared to be quite honest. She said that she would leave me alone then if that's what I wanted, with tears in her eyes. That just tore right through me. No, no, that's ok and I hugged her and we kissed for the first time. I know this will sound corny but there were fireworks. That kiss seemed to last forever as if we were suspended in time. When we broke the kiss she said wait. I have to tell you this before we go any further.
I have a penis. I was born male but I am now a woman. I can't have babies, but other than that I am all woman.
I was shocked to be honest. There is no one alive that would have assumed she wasn't 100% female. She's 5' 4" and 100 lbs. Beautiful eyes, long blonde wavy hair, petite hands, nice legs, perfect butt and nice C cup tits.
I said, that's ok. I don't care. I don't know where we will end up but I really like you and let's just play it by ear.
Inside I was really thinking, just my fucking luck, right? My dream girl was born a guy. Great!
So we started seeing each other every day. We had dinner almost every day together, watched tv every evening together , went to the beach, the movies, and so on. After a couple of months she says are we ever going to have sex? I said, if you want to, I'll try. She took it the wrong way or something and said, you'll try? Am I that gross that you'll TRY???
She started to cry. I stammered you took it wrong. I just am not sure what to do. That made it even worse. She said you never had sex before??? I said of course but not... She said, with a man right??? I said yes, no, I mean... I stopped.
Look Lexi, I am sorry. I have only ever had sex with biological females. I guess I'm just st*pid for not treating you as such. But I am honestly not sure about touching a penis other than mine. But I want you. I want you in every way so if you'll have me, I want to make love to you right now.
We kissed, again just like every time we kiss, my heart is set on fire, my head spins and I am lost in the moment. Clothes come off and I get to see her perfect tits for the first time. They feel pretty natural and she has pretty pink nipples just like real woman tits. I suck on them and they get hard and she moans just like a real woman. She goes down on me and sucks my hard dick like no one had ever before. I came in less than two minutes. I apologized but she said no worries, I understand. We cuddle and kiss for a while and I start getting hard again. She turns so we are spooning and slides my dick in her ass that she had used her own saliva to lube herself up. It was amazing. I had never done anal before and I was immediately hooked. She was grinding back on me meeting my thrusts. I was squeezing her tits pinching her nipples and she said, please touch me down there. So I did. I grabbed her hard throbbing penis. It was not as long as mine but it was thicker by quite a bit. It was very very thick and it felt good in my hand to be honest. So I began stroking he in rhythm with my thrusts. Yes baby I like that. I shot my cum into her sweet tight ass right then and there which triggered her as she shot a huge load all over the bed. I told her at that moment that I loved her. She said she knew, and she loved me since the first day we started talking.
Since then we moved in together and I've learned how much I like servicing her orally, who knew how much I'd love sucking dick? I even like letting her fuck me on role reversal days.
I don't consider myself gay. I still don't find men sexually attractive. I have a fiance with a penis. But she is the kindest, sweetest, and most beautiful woman I've ever known. We have been together for nearly two years now and are going to get married next spring.
I never in a million years would have thought this would happen to me.
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