A Special Gift

By Kendra Holliday | December 20, 2013 at 9:40 am

Gather around for a sex-positive storytime!

Gather around for a sex-positive storytime!

Recently, I had the pleasure of sharing intimacy with a 32-year-old male virgin. (I’ve worked with several adult virgins, you can read more here.) I was his first sexual experience with someone besides himself – first time kissing and everything!

Why? No major reason – no past trauma, no religious guilt, a normal enough upbringing. He was shy in high school, then figured he would date in college, but never really got around to it. At this stage, he started feeling stuck. Online dating wasn’t working for him. Neither was expanding his horizons in other ways.

I asked him, “Don’t you have friends who can hook you up with women to date?”

He replied, “Not really. All my friends are coupled and don’t seem to notice that I’m perpetually single.”

“Why don’t you say something to them?” I wondered.

“I don’t know. I don’t want to rock the boat or feel embarrassed.”

He lives in a neighboring state, so our first two or three session were done over Skype. During the first session, I asked a lot of personal, probing questions. The following sessions, I went with a casual conversational approach, asking him all kinds of silly questions so we could get to know each other and to put him at ease. He admitted to having anxiety issues. I asked him to make a mental note of what he thought our encounter would be like, so he could compare it to what it was like in reality.

Finally, it was time to meet for a hands-on session. He drove hours, checked into his hotel, then headed towards me.

Knock, knock, virgin calling!

I answered the door, and was mildly surprised to find myself face-to-face with a handsome, calm man.

Taking his hand, I commented on how relaxed he seemed.

He said with a smile, “You know how someone can get shot, and not realize they’ve been shot until they look down and see the hole and blood? I guess that’s how I feel right now.”

He was stunned! It was very surreal for him, but not for me. Sex is my natural gift.

If you’re wondering what it was like for him, then read on. He gave me permission to share his thoughts.

When we talked on Skype, you suggested that I should write down what my expectations were. While I didn’t put anything down on paper, I did visualize some different scenarios and possibilities. But I eventually came to this conclusion: “I’m 32 years old and was beginning to think this would never happen, so whatever occurs (good, bad or ugly) is an excellent first step.” Maybe that lack of expectations accounts for some of my calm while standing on the edge of the cliff?

From the beginning, just the feeling of your skin on mine was amazing. In fact, just touching felt so good that when you had me turn around and rubbed your hands along my back and shoulders and up onto the back of my neck I could already feel my dick pushing forcefully against my jeans, I remember thinking, “This ain’t gonna last long”.   Then we started holding each other and you were breathing in my ear (which was an amazing feeling). I began hoping to at least make it to the bed.

Once we got into kissing and exploring each other, I kind of felt like I was in a dream and just went with it and stayed “in the moment”.   When I slid that first finger inside you, I was amazed at how soft and warm you were. And I think the most thrilling part of the evening for me was when you came while I fingered you; I loved the way it felt as your pussy contracted around my fingers. That’s not to say I didn’t enjoy the sex, but watching you get off was a HUGE turn on.

Once we got to the actual sex, I was SO ready.  I was really digging having you on top to set the pace and keep us going, plus I really enjoyed the feeling of your weight coming down against me. Once we switched to doggie I loved the power shift and felt like now I was in control. Grabbing a handful of your hips and thrusting at my pace was an amazingly powerful moment for me, and you reaching back to rub my balls was icing on the cake!

My second favorite part of the night was the post-sex cuddling.  Lying there stroking your bare skin, I had such a great sense of well-being, I felt like I could just stay there forever.  And that euphoric feeling stayed with me to the hotel and through the night.  I walked through the front doors and had such a “shit eating grin” on my face, the woman out the front desk gave me a crazy, half suspicious look.

All in all, it was an amazing experience and well worth the trip.  THANK YOU. I really feel like I’ve turn a page in my life and now consider myself a full-fledged adult male.  Hopefully some of the encouragement you’ve given me will come through and increase my confidence and “sexiness”, if even just a little bit.

So thanks to me, there’s one less virgin in the world! I have to say, he was quite talented and adept; he even kissed well. I teased him, “Are you SURE you lack experience?” He assured me he was as pure as the driven snow… well, not anymore!

I had someone ask me, “Just curious….do you think being a virgin is a bad thing?”

To which I replied, “If the person wants to be a virgin and is happy – NO! but if the person wishes to experience a change, I am glad to help!”


Sharod 2013-12-20 10:59:42


Reading that story made me wish I had someone like you take my virginity. I had a female friend I trusted and it wasn’t like what this gentleman described. I haven’t had sex since that one encounter and that was about two years ago. I hope I can find someone that can make me want to have sex again one day


    polynewb 2013-12-20 22:01:22

    As I read your response, I was so sad for you! Why haven’t you had sex since? Was your first experience so traumatic that you have been unable to continue? :(


Dan 2013-12-20 14:29:24

Mine was on the beach at 5am, age 19. She tried to guide me but I lasted the proverbial two pumps; which would have made ME the chump but for the fact that she gave me a little present that night. What a trade. I gave her my heart, she gave me the clap. I should have had your number, Kendra. But being as that was 45 years ago, not likely.

Your work and calling reminds me of a great book, The Sacred Prostitute by Qualls-Corbett



Charley 2013-12-20 16:47:55

I think this might be of interest to you …

Canadian court strikes down anti-prostitution laws

TORONTO (AP) — Canada’s highest court struck down the country’s anti-prostitution laws Friday, a victory for sex workers who had argued that a ban on brothels and other measures made their profession more dangerous. The ruling drew criticism from the conservative government and religious leaders.

The court, ruling in a case brought by three women in the sex trade, struck down all three of Canada’s prostitution-related laws: bans on keeping a brothel, making a living from prostitution, and street soliciting. The ruling won’t take effect immediately, however, because the court gave Parliament a year to respond with new legislation, and said the existing laws would remain in place until then.

The decision threw the door open for a wide and complex debate on how Canada should regulate prostitution, which isn’t in itself illegal in the country.

The court found that Canada’s prostitution laws violated the guarantee to life, liberty and security of the person. For instance, it said the law prohibiting people from making a living from prostitution is too broad.

It is intended “to target pimps and the parasitic, exploitative conduct in which they engage,” the ruling said. “The law, however, punishes everyone who lives on the avails of prostitution without distinguishing between those who exploit prostitutes and those who could increase the safety and security of prostitutes, for example, legitimate drivers, managers, or bodyguards.”

Other countries around the world, particularly in Europe, are having similar debates. Earlier this month, France’s lower house of parliament passed a bill that would decriminalize prostitutes and fine their customers. Some argue such laws empower prostitutes against their potential exploiters but others — including some prostitutes — say it only drives their practice further underground and makes it more dangerous.

Sex-trade workers in Canada stepped up their fight for safer working conditions following the serial killings of prostitutes by Robert Pickton in British Columbia. Pickton was convicted in 2007 of killing six women whose remains were found on his farm outside Vancouver. Years earlier, authorities had closed down a Vancouver house for sex workers that many had considered a safe haven just as the disappearance of several prostitutes began raising fears that a serial killer was prowling the streets.

The Supreme Court ruling upheld an Ontario Court of Appeal ruling last year that, among other findings, struck down the ban on brothels on the grounds that it endangered sex workers by forcing them onto the streets.

“I am shocked and amazed that sex work and the sex work laws that affect our lives on a daily basis will within a year not cause us harm anymore,” said Amy Lebovitch, who brought the case along with Terri-Jean Bedford and Valerie Scott.

Justice Minister Peter MacKay said the government was “concerned” by the decision and is “exploring all possible options to ensure the criminal law continues to address the significant harms that flow from prostitution to communities, those engaged in prostitution, and vulnerable persons.”

Chief Justice Beverley McLachlin, writing on behalf of the court, said Canada’s social landscape has changed since 1990, when the Supreme Court upheld a ban on street solicitation.

“These appeals and the cross-appeal are not about whether prostitution should be legal or not,” she wrote. “They are about whether the laws Parliament has enacted on how prostitution may be carried out pass constitutional muster. I conclude that they do not.”

Don Hutchinson, vice president of the Evangelical Fellowship of Canada, a religious group that opposes the decriminalization of prostitution, warned that the ruling could lead to increased human trafficking and victimization of people.

“I think we’re going to see an increase in cross-border traffic for those hoping to access our brothels,” Hutchinson said.

The last time Canada’s Supreme Court considered the country’s prostitution laws was in 1990, when it upheld a ban on street solicitation. The two women then on the high court dissented from the ruling. This time, all six men on the court justices sided with their three female colleagues.

“The harms identified by the courts below are grossly disproportionate to the deterrence of community disruption that is the object of the law,” McLachlin wrote. “Parliament has the power to regulate against nuisances, but not at the cost of the health, safety and lives of prostitutes.”

The Supreme Court appeared to acknowledge the Pickton case in the ruling, saying: “A law that prevents street prostitutes from resorting to a safe haven such as Grandma’s House while a suspected serial killer prowls the streets, is a law that has lost sight of its purpose.”

Grandma’s House was a safe house established to support street workers in Vancouver’s drug and violence-riddled Downtown Eastside. Authorities considered the house a brothel and raided and closed it in 2000. The brothel charges were stayed four years later, but by then it was too late.

Parliament could ask the Supreme Court for an extension on the effect of the ruling, if it has tabled legislation but can’t meet the one-year deadline.

The ruling told Parliament it needs to reshape the legal framework around prostitution.


Sandy 2013-12-21 16:14:23

Makes me wanna be a virgin all over again! :)


    WD 2013-12-21 16:57:09

    Kendra, this is a wonderful story. You remind me of the awesome surrogate partners I’ve had the honor and pleasure to work with. I hope your patient follows up and learns to be a true load warrior. You had not mentioned oral but that would be an additional gift to his future partners for him to learn the mutual satisfaction and skillful approach to pleasing the whole vulva. Perhaps you simply omitted that in your posting. Never the less, it is a most noble cause you work for, empowering men and women to be able to trust and reach new pleasure moments for the rest of their lives. Keep up the fantastic work and thank you for posting. Perhaps more women will be interesting in this work. There are courses available for the more academic aspects to taking on this sacred work and being certified. Blessings of the Holliday Season.


      Kendra Holliday 2013-12-22 09:02:44

      We’ll get to oral next time :) thank you for the kind words!


        WD 2013-12-22 17:23:34

        Yes, in my sessions we worked up to different modalities. That allowed all the feelings and sensations to find a home–so as not to overload my circuits. I hasten to add: lucky bastard! LOL, Love, Peace and Ciao for the Seasons and Happy 2014!


Rishi 2013-12-29 12:14:41

A very special Happy new years in advance to You. This is Rishi- I sent you an email once, remember? I was supposed to come down to the U.S but sadly that got put on hold. I will still be there sometime next year(Feb maybe) and I am so excited to see you. To experience you! And I have so much to share I’d need at least 6 sessions.



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