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Popping His Cherry: The Women Who Have Sex with Male Virgins

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He wanted a play-by-play instruction manual. Personally, after one time in high school, I swore never again—dude was Catholic and flung major steaming heaps of guilt my way afterwards. He was so cocky afterwards—until he asked how it was for me, of course. I didn't realize he was a virgin until after we had sex, so it wasn't that I planned it. When it was all over, he ran straight into the shower. I'm single, been married in the past, and I love being a domme.

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Popping His Cherry: The Women Who Have Sex with Male Virgins

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I'm usually on good terms with my boy toys. I have no advice—people do what they want when they want. He was 16 and very cute and had some sexual experience, just not actual penetrative sex. . Not just for the number of girls he had slept with, but for the number of virginities taken. But one reason may be that I am somewhat selective. I won't agree to a play session until I feel comfortable with a person; it may take a while.

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I really enjoy giving pleasure as well. We spoke to some serial deflowerers to find out. He felt like the condom was maybe the problem, and that none of it felt like his usual masturbation technique. He jumped under the covers so I couldn't see anything. The first time was with a boyfriend who was overly confident; he thought he had watched enough porn to know what to do, so I let him go for it.

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To learn what's so sexy to some about a squirming young virgin, I spoke to three women who get off on sleeping with them. We arranged to meet up at his house; we both knew we were going to have sex. All of them were attractive to me in general. And losing your virginity is one of the big life experiences; everyone always remembers losing their virginity, and who it was with. I guess I like the thought that they will remember me many years from now. Guys tend to get distant; they might be embarrassed that things may have not gone the way they expected. I have a small group of friends, most of whom know all about my kinks.


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He said he was very inexperienced and had really only made out and never been naked with a woman before. He nervously started playing with my stomach and pulling my top up, so I turned to kiss him. We spent a month beforehand talking about his expectations and what he thought he might like. He had no idea where to put it, and when I showed him, it didn't take long for him to finish. I am fully and gainfully employed; I have a master's degree. In one form or another we've all encountered the seedy male stereotype who loves to deflower. I think it took him by surprise.

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Popping His Cherry: The Women Who Have Sex with Male Virgins

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Not everyone wants to deal with virgins. Afterwards it was like he had put a big brick wall up; he stopped talking to me and completely denied anything had happened between us. I got down to my underwear and started undressing him. I'd like to think that in some way I help them become more confident, making life a lot easier for them. Popping His Cherry: The Women Who Have Sex with Male Virgins - Broadly window. And don't fake an orgasm just to make them feel like they did good! We had sex one more time several months later, and he was basically the same sexually.

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Popping His Cherry: The Women Who Have Sex with Male Virgins

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He didn't get off, even though we did a lot of things over a couple hours. He was so nervous I decided to take control. He had a look of amazement during the whole thing. Like touching me with his hand made his eyes get wide. He tried to play it cool—putting on a film, Netflix and chill. When things finally came down to it he was very open and could talk to me freely; it was more of a lesson for him than a hot and steamy experience. I loved edging him, stopping right before he was going to come.

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Guys are always afraid of being judged on their appearance or performance. Afterwards I answered all the questions I could so he could finally have the courage to have sex with his girlfriend. Women like collecting V-cards, too—we're just unlikely to scratch up a perfectly good bed frame over it. He just lay there with a huge hard-on not having a clue what to do. I am willing to be gentle and patient. After a few days of sulking, every time we had sex he would try so hard! Everything seemed to blow his mind.

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