Losing your virginity with a straight male escort

I came across an article last night that NineMSN ran in October 2008 about young women choosing to lose their virginity to male prostitues (rather than boyfriends, or complete strangers) and how this is becoming more common. It was surprising to hear, but at the same time, rang true to me. You can see the original article here:

http://news.ninemsn.com.au/article.aspx?id=657558

I have never met a woman who raved about the experience of losing her virginity. Perhaps that’s partly reticence, but from the stories that I have been told, for most women, losing their virginity was awkward, painful, a total non-event, ruined by their partner’s excitement and inexperience, or some combination of those things. Which, to me as an escort (whose job is making sex and sexuality fun and enjoyable) is a shame.

I would like to contrast that with losing my own virginity. The experience was all that I could have hoped for. Firstly, the setting was exotic: I competed in the Sydney to Hobart yacht race when I was 20, and after arriving in Hobart prior to New Year’s Eve, I met a charming, older woman. She took my virginity on New Year’s Eve, just on midnight, in the large rear cabin of the yacht that I had raced on. It was a dream come true and made all of the cold wet hours sailing home from Hobart that much easier to endure.

Secondly it was fun: my partner was older and more experienced than I was and was happy to help me out, like when I had trouble with the condom. She wasn’t demanding and was quite understanding about my relative lack of experience.

While losing my virginity wasn’t the best sex I have ever had, it was definitely a highlight of my life and a memory that I really treasure. And for that I have to thank a patient, considerate partner, since she helped to make it that way.

So, for me as an escort, I would like to extend my guarantee. Normally I guarantee my clients an orgasm if that is what they want, but for a virgin, this is less likely to be the focus. If you are considering losing your virginity with me, then I will guarantee that it will be a fun and memorable experience. If you are not satisfied, then I will refund your money.

As noted above, I have wonderful memories of my first time sex, and I want women to be able to experience the same thing that I did.


While researching this topic further I came across a really interesting blog:

http://accidentalvirgin.co.cc/

… written by a lady called Tya. The name (Diary of an Accidental Virgin) says it all. Tya writes interesting posts discussing the issues of virginity, losing your virginity, romance, and relationships. It is highly readable, as are the comments that Tya’s readers leave.

Many of the stories left me feeling sad. They demonstrate that (some) people who are virgins feel ostracised, or ashamed by their virginity which speaks poorly of our societies and how we treat each other. I have read plenty of criticism of women who use escorts to lose their virginity, but frankly if that helps them get past the exceedingly bad attitudes (mostly of men) about women who are virgins, then I say: good for them.

If you are a virgin (or not!) and have thoughts on this topic, I am interested to hear them. Please feel free to post a comment, or question to me.


A few months back I was contacted by Therese Shechter of Trixie Films. Therese is working on a documentary called “How To Lose Your Virginity / The Film”. You can find out more about her project here:

http://theamericanvirgin.blogspot.com/p/about-film-how-to-lose-your-virginity.html

and read heaps of interesting virginity related blog posts there as well. Therese interviewed me by email and has posted the results here:

http://theamericanvirgin.blogspot.com/2011/01/should-woman-hire-sex-worker-to-lose.html

The post is open to comments and I am sure that Therese would love to have your input. I am trying to respond to any comments on my interview article as well.


I have had dates with a number of ladies this year who were virgins and have concluded that the best outcome is achieved when we have a longer, or overnight date.  Shorter dates do not allow enough time for relaxation and full enjoyment – in my opinion – so I recommend that you book a longer date (at least four hours) if you are a virgin.

I really feel that first time sex deserves to be special and time is one of the keys.

However, if you would rather have a short date, or a number of short dates due to personal preference, finances, or any other reason, then I am still happy to see you and we can work out a session that suit you.

John.

5 thoughts on “Losing your virginity with a straight male escort

  1. Pingback: Losing your virginity with a straight male escort | ESCORTMAT blog

  2. In my opinion, and in consideration of everyone being different, I think it’s a bit mean to only offer virgins an overnight booking. By all means recommend it, but not everyone can afford the money to spend a lot of time with an escort, and even a two hour booking with someone whose aim is a good outcome, is going to be better than the awkward non-events, and issues with inexperience.

    I am speaking as someone who lost her virginity with an escort, when aged 35. Two hours was fine for me. Also not exhausting my funds meant I could have repeat encounters.

    Aside from my first boyfriend, with whom I only experienced oral sex, I have never been with anyone overnight. Even now, I simply would not and could not justify spending the money for that experience.

    Am I missing out? Maybe. Then again, perhaps I (and others) have different priorities. Occasionally I think it would be nice to wake up with someone, and I definitely like to cuddle for awhile, I also like to have my bed to myself for sleeping. After a sexual encounter I often lie there thinking about the experience I just had, enjoying my own body as I go.

    • Hi Lely, thank you for your comment. I accept what you say above about time – for some women, an overnight booking is not necessary and in recent times I have seen a number of women who just wanted a shorter date to explore penetrative sex for the first time.

      At the end of the day that is always your call. Based on my experience, I believe that a longer date will give a better first experience and I stand by that claim. However as you say there are financial realities and personal preferences.

      So thank you for the feedback, I have updated the article (originally written many years ago now) to better represent the situation and give women more choice.

  3. My experience losing my virginity was, as you’d mentioned, a bit painful and a bit of a non-event but I was fortunate enough that it wasn’t a negative experience. My 24 year old boyfriend at the time was also losing his virginity so he had no idea what he was doing either! Haha. We’d had a couple of drinks, and it was quite late at night. It wasn’t amazing sex, but it was a fine enough experience, we stayed together as a couple for 15 or so months after that. Could have been worse!

    • Thank you for sharing Maria and it is good that your experience wasn’t negative. Personally I would like to see more education available for young people about sex and sexual pleasure, what to expect – what to demand – and how to prepare for exploring sex. Then perhaps this narrative about first time sex can change.

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