I Was a 30-Year-Old Virgin and My First Time Wasn’t What I Had Expected - LOVE TV

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I Was a 30-Year-Old Virgin and My First Time Wasn’t What I Had Expected

“I was relieved that a p*nis didn’t feel like a giant finger inside me.”


Hi, my name is Virginia Jones and I’m a comedian and writer. I made a girlfriend six years ago who was beautiful and smart and kind and fun to be with, and at one point she told me she was a still a virgin in her late 20s, and I was pretty surprised.

In the years since we met, she has transitioned into non-virginity, and she agreed to sit down and talk with me about it.

Historically, virginity has been so important in religion, in vampire lore, and in marriage, but now it doesn’t seem as significant, and I wondered what her thoughts were on the topic. In this interview, I’m calling myself by my initials, VJ, and I’m calling her Unicorn Charmer, because in Medieval times it was said that a unicorn would only lay his head in a virgin’s lap.

VJ: At what age did you lose your virginity?

UC: I was 30. When did you lose yours?

VJ: I was 15, which at the time I felt was ancient and now I am totally grossed out by. When I see 15 year olds, I think, well, these are children.

UC: Oh myyyy.

VJ: How many partners have you had since then?

UC: I’ve had five sex partners — spread out over the past five years. Two long-term boyfriends, three shorter term. You?

VJ: Some multiple of that. Have you ever had a one night stand?

UC: I tried to have one in Europe with a sexy European man, but he kept in touch and it became an affair that kept going for a while — so I still haven’t successfully had one. I guess I maybe had one with someone I had been in love with forever — but that feels more like a continuation of our friendship. Once I had sex for the first time, he was someone I wanted to circle back and have sex with.

VJ: What was the original motivation for keeping your virginity, and did that change?

UC: I was raised in a very conservative Baptist household and was definitely taught that sex was for married people, and lots of scary stuff about STDs. When a boy first kissed me, I was quite sure I had AIDS. I was engaged for three years starting at 19, and when that engagement ended, I decided, well, I don’t have to be married, but I’d like to have sex with someone who loves me and who I love back. So, that only took… another seven years.

VJ: That’s a minute.

UC: It was. It wasn’t all the guys’ fault. I’m sometimes… fickle.

“I missed sex with people who weren’t in love with me, which I feel is missable.”

VJ: Have you ever lost partners or relationships because you didn’t want to have coitus?

UC: None of them ever admitted it, but looking back, I think, yeah. I think it’s not something you want to say is the reason.

VJ: It’s not a good look. Do you regret anything about waiting?

UC: I don’t regret my age or the timing when I lost my virginity — but I would have liked my first to be a different person?

VJ: Why is that?

UC: I thought he loved me and that he was the right partner, but it turned out that he wasn’t faithful and didn’t care for me the way I thought he did. Later, I felt like I was a conquest. It seemed like the right person at the time, but looking back, could have been better

VJ: I think most of us feel that way.

UC: Ha! But I don’t regret waiting, either. All I missed over the years was sex with people who weren’t in love with me, which I feel is missable.

VJ: What are some positive responses people have had to your sex history?

UC: Women have been 100 percent positive, girlfriends all think it’s great. Lots of men, friends and ex-boyfriends have been respectful of my decision. One man I did sleep with said it made him feel extra special. Which he is!

“I had built a lot of my self-image on being a virgin, on being that girl”

VJ: What is something that you changed your mind about after having sex?

UC: Strangely, I have changed my feelings about oral sex, which for years was my main sexual activity — now it seems VERY intimate and kind of more precious than sex — like, I can have intercourse with someone way before oral sex. I have to trust them more.

VJ: I’ve heard that’s the feeling a lot of millennials have, that sex with a condom you can have with anyone, but oral sex is more intimate. It’s the opposite of when I was growing up. What were you surprised about after the first time you had sex?

UC: I thought it would be really bloody and painful, and it wasn’t. I was surprised that it wasn’t actually that big a deal — I wasn’t a different person, I wasn’t transformed in one way or another — it was strange, I had built a lot of my self-image on being a virgin, on being that girl, and I had to figure out who I was again!

VJ: Ha! Right, part of our worth as a woman is your sexual purity — It gives you the idea that you will be a different person once you have sex, but you’re not. Like a button is pressed and POOF you are a different being.

UC: I guess so! But I just had to train myself out of thinking of myself in relation to what I hadn’t done, and think about myself in the context of what I have.

VJ: Have you had any negative feedback on staying a virgin for longer?

UC: Unfortunately, yeah- it usually gets thrown in my face by partners or men when they’re angry with me or want to hurt me? Stuff about I’m frigid or not normal or can’t come during sex, which I can — Lots of men want to tell me that because I waited, I’m gonna have hang-ups or other issues, that I’ll never be normal in bed.

VJ: That’s cruddy.

UC: It is. One guy in particular has hit that one same note over and over, that I’m not normal, normal people just hook up a lot and don’t put a lot of importance on sex, but you know, I know those people, and they don’t seem that happy to me.

VJ: Maybe not.

UC: And I know that I’m worth more than that.

VJ: Well, I think everyone is worth more, both women and men. But we believe what people tell us, which is that the only thing available to us is hookup sex, so we’d better take it, or get nothing. (laughs)

UC: Ha! Right.

“I was relieved that a penis didn’t feel like a giant finger inside me.”

VJ: What were you relieved about when you lost your virginity?
UC: I was honestly glad not to worry about it anymore. Also…Oh, god…

VJ: What?
UC: I was relieved that a penis didn’t feel like a giant finger inside me.

VJ: Haaaaa!

UC: Well, I wasn’t sure.

VJ: Well, how could you be? Thank you for sharing your sex history with me, babe.

The Unicorn Charmer has just ended a serious relationship and is currently out meeting new dates and potential partners in her new city, and is having fun, mostly!

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