Straight Male / 45
When I was in my late teens I had a friend who was a girl, not a dating gf, just a friend who we did stuff together. She didn't have a dad around either so those of us like that sort of hung around a lot.
She was cute, with blond hair and full pouty lips, she looked a lot like Dany from GOT, blond hair, sexy. Her obvious feature however was her super huge tits. She sort of had a love / hate feeling for them, they brought her lots of attention which she liked if it was from the right person, but she got a lot of teasing over it, grown ups calling her "Dolly" as in Parton because of their size, which I thought was pretty mean for adults to act that way.
I obviously noticed them because I was a normal, jock type, horny teenager, but she was a nice kind person and I sort of felt like her protector, I'd always watch out for her and she knew she could come to me for anything.
I always got the feeling she wanted to date, but I had a long time gorgeous girlfriend who was a 6' model, which turned out to be the worst relationship I ever had.
One night my friend and I were going to work on a float for a Christmas parade and I offered to take her back home after we were done. Her mom always liked me and trusted me, so she didn't give it a second thought. We were there alone all night in this warehouse downtown. As the night progressed she got kind of flirty, which back then girls, at least the ones I knew, rarely did that.
When it was time to go home we were driving back and I think out of the blue I just said "do you want to go parking?" and she said yes. It was a fall weeknight and it was late, so traffic around town was light. I found a secluded place to park where no cars went and we started kissing. I started grabbing and massaging her huge tits and she undid her bra and I could have full access. They were amazing, like two giant soft melons in my hands. I started sucking her tits and she started moaning and freed my cock and started playing with it.
With finally got in the back seat and I pulled off her pants so she was naked. Omg she looked so fuckable and wanted it. I started rubbing my cock on her wet pussy and started to push it in, just one problem...
I don't have a super massive cock, maybe 6-7" long, but I am very blessed with thickness. Another gf measured it one time and the head was 6" around. So I'm trying to push it in, I'm pretty sure she's a virgin, and I can't even get the head in. She's really wet and it's slippery but without splitting her open, it's just not going to happen.
I didn't want her first time to be a painful and bad experience, so I stopped and just fingered and kissed her for awhile and played with those amazing tits. Even getting my finger in was a challenge but she seemed to love it.
After we played for an hour or two and I had not cum I took her home then went home and must have unleashed a gallon of cum thinking about her when I got home.
We had one more session after that, she rode with me to a track meet and laid in the front seat topless and let me play with her boobs and tiny pussy the whole way. Lots of truckers got a good look that day, lol. She told me her tits were 36F's, I believe it.
We stayed friends after that, I always had a feeling she wanted to date and sex each other, but my gf kept me busy and distracted. She had a nice slim body, 34C, 6' 120 and enjoyed fucking and was on the pill, so she kept me distracted from my friend. My friend probably would have made a good wife, she seemed to love being physical and who doesn't love huge tits and a tiny tight wet pussy.
She eventually started dating her now hubby, nice guy but kind of a dork. I heard she got in trouble because her mom came home and caught her topless with him, lol. I saw her many years later and we're facebook friends. She's gained a ton of weight but oddly her boobs have remained the same size or even smaller. I wonder if she had them reduced, which would be a crime against nature, lol.
She doesn't communicate much anymore, I saw her at her mom's funeral and she hugged me and with everyone around including her hubby whispered "I always knew you loved me", which shocked me but she's right, I did. I think she stopped talking to me because she knows we might end up in bed again, I know it will always be on my bucket list, but it likely won't happen.
Thanks for reading, it's a wet cool Memorial Day here, so I thought I'd share.
She was cute, with blond hair and full pouty lips, she looked a lot like Dany from GOT, blond hair, sexy. Her obvious feature however was her super huge tits. She sort of had a love / hate feeling for them, they brought her lots of attention which she liked if it was from the right person, but she got a lot of teasing over it, grown ups calling her "Dolly" as in Parton because of their size, which I thought was pretty mean for adults to act that way.
I obviously noticed them because I was a normal, jock type, horny teenager, but she was a nice kind person and I sort of felt like her protector, I'd always watch out for her and she knew she could come to me for anything.
I always got the feeling she wanted to date, but I had a long time gorgeous girlfriend who was a 6' model, which turned out to be the worst relationship I ever had.
One night my friend and I were going to work on a float for a Christmas parade and I offered to take her back home after we were done. Her mom always liked me and trusted me, so she didn't give it a second thought. We were there alone all night in this warehouse downtown. As the night progressed she got kind of flirty, which back then girls, at least the ones I knew, rarely did that.
When it was time to go home we were driving back and I think out of the blue I just said "do you want to go parking?" and she said yes. It was a fall weeknight and it was late, so traffic around town was light. I found a secluded place to park where no cars went and we started kissing. I started grabbing and massaging her huge tits and she undid her bra and I could have full access. They were amazing, like two giant soft melons in my hands. I started sucking her tits and she started moaning and freed my cock and started playing with it.
With finally got in the back seat and I pulled off her pants so she was naked. Omg she looked so fuckable and wanted it. I started rubbing my cock on her wet pussy and started to push it in, just one problem...
I don't have a super massive cock, maybe 6-7" long, but I am very blessed with thickness. Another gf measured it one time and the head was 6" around. So I'm trying to push it in, I'm pretty sure she's a virgin, and I can't even get the head in. She's really wet and it's slippery but without splitting her open, it's just not going to happen.
I didn't want her first time to be a painful and bad experience, so I stopped and just fingered and kissed her for awhile and played with those amazing tits. Even getting my finger in was a challenge but she seemed to love it.
After we played for an hour or two and I had not cum I took her home then went home and must have unleashed a gallon of cum thinking about her when I got home.
We had one more session after that, she rode with me to a track meet and laid in the front seat topless and let me play with her boobs and tiny pussy the whole way. Lots of truckers got a good look that day, lol. She told me her tits were 36F's, I believe it.
We stayed friends after that, I always had a feeling she wanted to date and sex each other, but my gf kept me busy and distracted. She had a nice slim body, 34C, 6' 120 and enjoyed fucking and was on the pill, so she kept me distracted from my friend. My friend probably would have made a good wife, she seemed to love being physical and who doesn't love huge tits and a tiny tight wet pussy.
She eventually started dating her now hubby, nice guy but kind of a dork. I heard she got in trouble because her mom came home and caught her topless with him, lol. I saw her many years later and we're facebook friends. She's gained a ton of weight but oddly her boobs have remained the same size or even smaller. I wonder if she had them reduced, which would be a crime against nature, lol.
She doesn't communicate much anymore, I saw her at her mom's funeral and she hugged me and with everyone around including her hubby whispered "I always knew you loved me", which shocked me but she's right, I did. I think she stopped talking to me because she knows we might end up in bed again, I know it will always be on my bucket list, but it likely won't happen.
Thanks for reading, it's a wet cool Memorial Day here, so I thought I'd share.
