Episode 73: A 20-Something's Sexual Metamorphosis

What is it like being 27 and in the middle of a sexual metamorphosis, or “awakening”?

Current stats: 6 partners over 15 years

He remembers first being introduced to sex via a VHS porn tape introduced by his cousin. He was later raped by an older woman when he was 13 and she was 19. Following that experience, he had sexual/romantic relationships with single partners for several years at a time.

Some specific details: he was a pro wrestler for a few years (which comes with a fair amount of debaucherous activity), a former girlfriend has come out as trans, and he’s been - he feels like if the coming out had happened while they were dating he would have still been with the person romantically accepting and capable of falling in love with any person. He’s kissed a handful of guys over the years. He is currently more actively exploring sexual attraction to people of other genders or on the spectrum of gender.

Newly single, what does he have in mind as far as what is on the horizon, what’s left to try, how is his sex drive, what is his mental state like?

Diving specifically into threesomes > with brief transgression into the possibly played out nature of MFF > what is his vision about a MMF threesome? What types of interactions is he looking for? What past experiences with men have informed what he’s looking for?

Another brief discussion of a past opportunity for a MMF threesome that didn’t come to be.

And then a dive into the porn he watches; voyeur, POV, bondage, some “classic” scenarios, Russian public sex, natural women (breasts, hair, etc.).

Speaking of pubic hair and being newly awakened to the joys of going down on another person, how does he navigate hair in his mouth or throat. His tip: spit it out and on the genitals of your partner as both lube and a means of getting rid of the hair.

The role and benefit of communication in a healthy relationship — especially when it comes to sex.

How does the age of potential female partners play into his life now, i.e., how has the rape at the hands of an older woman affect his relationships with women?

What is dating like? What is his experience with apps and meeting people? Why is his age range so wide? And speaking of, what is it about younger men being attracted to much older women?

Wrapping things up, we talk about his attraction to monogamous relationships, and why he feels it’s counter to what’s “normal.” He has this idea that being more casual with sex and relationships is the new standard > this leads to some discussion as to what other things seem “new” but really aren’t i.e., polyamory, gender fluidity, etc. Also, why is he judging himself for the way he prefers to relate to people? How can he be more accepting of himself, especially as he moves ahead in his sexual exploration?