Straight Male / 50
The Virgin Taboo (Part 1)
I've enjoyed reading the posts here for quite a while and at 50 years old, I've decided to share a few of the more erotic and fun adventures I've had over the years. My stories and confessions are true with no embellishments. My first submission, The Virgin Taboo, is my most outrageous confession and experience.
Honestly, if I read my own story here, I'd swear it was fantasy. Here it goes.
I was 42 and fairly recently divorced. Craigslist hadn't been censored yet and the personal sections was a fun place to meet people.
I had come across an ad that was outside of my normal parameters of NW CT and over into Western Mass. I can't recall the exact title of her ad but upon reading it, I discovered it was a young woman who was looking to loose her virginity in a very specific way. No other info and no pictures.
Well, my first instinct was to say BS but I messaged her anyway. Even when I was young, I never had sex with a virgin. I was really curious. I went about my searching but on this night, nothing happened...
The following day however, I got a response. We went through the standard exchange of basic info. Back then you started with the classic ASL, (age, sex, location.) It's where I learned she had just turned 18. Then she told me what she wanted. She wanted to be tied up and have her virginity taken while restrained from an older man.
I'm thinking to myself, this can't be real. I asked for her picture. She was a bigger girl and kind of plain looking to be honest. I asked to see her driver's license to prove it was her. She did. Her birthday was April, and we were now in early June. I asked if she had any sexual experience. She had confessed that she had given 2 different guys blowjobs but that was it. I still wasn't convinced but we talked over a couple of weeks and then committed to a Saturday. I asked her how would she possibly explain where she was going. She lived with her Grandma and told her she was spending the weekend with her gf and that her friend's dad (me) would pick her up.
Well, Saturday came and I took the drive, a little over an hour away. Up to this point, I was still prepared to have this be a big joke or worse but whenever she stepped out of her house and came over to my car, I was like this is really going to happen. I waived to her grandmother just before driving away.
She was so nervous and honestly so was I. Maybe after about 15 minutes of talk to try to settle the nerves, I put my hand on her leg and started to rub it. Her nervous smile told me that she knew this was going to happen too. I then told her to take her panties off and rub her pussy. "Yes Daddy."
(Up to this point, I had only had one GF who was my age jokingly refer to me as Daddy during sex. This was completely different however to hear an 18 year old call me Daddy. What a rush.)
She did as told and then handed them to me. The panties, white cotton, were very damp already and had a very strong scent. Not unpleasant but strong. The rest of the car ride was a blur of small talk and sexual tension.
When we got back to my house, I brought her upstairs to the bedroom. It was a warm day and I had the ceiling fan on to keep the air moving. I instructed her to undress while I sat on the bed and watched her. There she went. First the blouse, then the skirt. Once the skirt came off, I saw her full natural bush, and finally the bra that held some decent sized tits with very prominent nipples. Her skin was milky white, soft in a plump sort of way. I was in Daddy Dom mode and I told her, "Show me how you suck cock." She moved over onto the bed and started to undo my jeans. I was wearing a belt and she fumbled with that. Finally undone, she pulled my sports briefs down and freed my aching erect cock. Without a word she moved to start licking it. I was twitching with excitement. She then moved and took my mushroom head into her mouth. I just closed my eyes to savor every moment.
She barely took much past the head but she was able to suck and lick my most sensitive spot and while her hand held my shaft, she bobbed up and down. At 42, I had certainly built excellent stamina and could last quite a while under normal conditions. But this was not typical. I had an 18 year old girl sucking my cock and even though it wasn't close to the best head I ever had, I found myself cumming in her mouth ptetty quickly. While I didn't force her head roughly, I did have my hand on her head to let her know I wanted her to swallow it all. And she did like a good girl. After my orgasmic waves subsided, I asked her, "Are you ready?"
"Yes Daddy."
To be continued....
Honestly, if I read my own story here, I'd swear it was fantasy. Here it goes.
I was 42 and fairly recently divorced. Craigslist hadn't been censored yet and the personal sections was a fun place to meet people.
I had come across an ad that was outside of my normal parameters of NW CT and over into Western Mass. I can't recall the exact title of her ad but upon reading it, I discovered it was a young woman who was looking to loose her virginity in a very specific way. No other info and no pictures.
Well, my first instinct was to say BS but I messaged her anyway. Even when I was young, I never had sex with a virgin. I was really curious. I went about my searching but on this night, nothing happened...
The following day however, I got a response. We went through the standard exchange of basic info. Back then you started with the classic ASL, (age, sex, location.) It's where I learned she had just turned 18. Then she told me what she wanted. She wanted to be tied up and have her virginity taken while restrained from an older man.
I'm thinking to myself, this can't be real. I asked for her picture. She was a bigger girl and kind of plain looking to be honest. I asked to see her driver's license to prove it was her. She did. Her birthday was April, and we were now in early June. I asked if she had any sexual experience. She had confessed that she had given 2 different guys blowjobs but that was it. I still wasn't convinced but we talked over a couple of weeks and then committed to a Saturday. I asked her how would she possibly explain where she was going. She lived with her Grandma and told her she was spending the weekend with her gf and that her friend's dad (me) would pick her up.
Well, Saturday came and I took the drive, a little over an hour away. Up to this point, I was still prepared to have this be a big joke or worse but whenever she stepped out of her house and came over to my car, I was like this is really going to happen. I waived to her grandmother just before driving away.
She was so nervous and honestly so was I. Maybe after about 15 minutes of talk to try to settle the nerves, I put my hand on her leg and started to rub it. Her nervous smile told me that she knew this was going to happen too. I then told her to take her panties off and rub her pussy. "Yes Daddy."
(Up to this point, I had only had one GF who was my age jokingly refer to me as Daddy during sex. This was completely different however to hear an 18 year old call me Daddy. What a rush.)
She did as told and then handed them to me. The panties, white cotton, were very damp already and had a very strong scent. Not unpleasant but strong. The rest of the car ride was a blur of small talk and sexual tension.
When we got back to my house, I brought her upstairs to the bedroom. It was a warm day and I had the ceiling fan on to keep the air moving. I instructed her to undress while I sat on the bed and watched her. There she went. First the blouse, then the skirt. Once the skirt came off, I saw her full natural bush, and finally the bra that held some decent sized tits with very prominent nipples. Her skin was milky white, soft in a plump sort of way. I was in Daddy Dom mode and I told her, "Show me how you suck cock." She moved over onto the bed and started to undo my jeans. I was wearing a belt and she fumbled with that. Finally undone, she pulled my sports briefs down and freed my aching erect cock. Without a word she moved to start licking it. I was twitching with excitement. She then moved and took my mushroom head into her mouth. I just closed my eyes to savor every moment.
She barely took much past the head but she was able to suck and lick my most sensitive spot and while her hand held my shaft, she bobbed up and down. At 42, I had certainly built excellent stamina and could last quite a while under normal conditions. But this was not typical. I had an 18 year old girl sucking my cock and even though it wasn't close to the best head I ever had, I found myself cumming in her mouth ptetty quickly. While I didn't force her head roughly, I did have my hand on her head to let her know I wanted her to swallow it all. And she did like a good girl. After my orgasmic waves subsided, I asked her, "Are you ready?"
"Yes Daddy."
To be continued....
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# 56242 - by
TheBadDad / January 22, 2022
