Q&A: Sexual Debut + Conservative Background = Help!

I’m a 20-something penis-owner who hasn’t yet made his sexual debut. I grew up in an environment that was pretty conservative and repressive, so issues around sexuality were taboo. I’ve since made a conscious effort to fight this conditioning, but I still feel somewhat uncomfortable around sex. Do you have any resources you would suggest to someone who wants to learn more – how to do it, how to reach orgasm, how to help partners reach orgasm, how to do sex in context of healthy relationships?

Hey Anon! Thanks for reaching out!

I made my sexual debut with a partner at 19, so my first comment would be don’t stress about the age bit (if that was even a concern in the first place). Before my first partner, though, I had fulfilling sexual experiences with myself, so I’d like to highlight the positives that solo-play can bring about. Knowing more about one’s own body—how it feels, how it responds, what things are good/bad—can help immensely when it comes to reaching orgasm with a partner, or even just having a discussion about it. (The second piece is all about communication, but I’ll get to that later). I also think that as a society, we should start acknowledging that solo sexuality can still be gratifying for those who practice it, and it’s not like a person’s “sex-life” begins once another person pops into the picture…but anyway.

As someone who grew up under the Jehova’s Witnesses practice (read: a SUPER conservative Christian denomination), I was educated in the ways of “sex before marriage is wrong,” “homosexuality is a sin,” and all that came with that. I even overheard a conversation where it was said that “masturbation is just like losing your virginity—you are no longer pure after that.” (Oops. I was already touching myself by then, so that was awkward.) Somehow, though, I didn’t end up completely shame- and guilt-ridden the rest of my life. I also know a lot of folks who were raised in very conservative families and came out the other end feeling various degrees of sexual empowerment, so I’m sure you can achieve that as well. Hopefully the following resources can help!

The first place I’d like to point you toward would be the website for one of the places where I work: The Center for Sexual Pleasure and Health. That is just CHOCK full of information (check out the Pleasure tab, too, which has info about positive porn, lubricants, toys, and more). Within that site/organization, specifically, I’d say check out the Q&A section here. It’s all questions people have submitted, and I think some of them might be helpful in your situation. Here are the main ones:

  1. Climaxing is not always the goal in sexual interactions, but when it is, you want to make sure it happens! So what to do when you have difficulty? This Q&A answers just that for penis-owners.
  2. On that note, not all people with penises masturbate in the same ways or want their penises touched in the same styles! Here are some tips/tricks for solo stimulation that can also be employed in various ways during sex with partners.
  3. A big question (pardon the pun) that many penis-owners have is around penis size and its impact on sex/relationships. That gets addressed here!
  4. In terms of sexual debut and just general sex-having, anal sex might be on the menu at some point, so it’s important to learn about that and prepare beforehand before just soldiering on, especially if you don’t have lube on hand.
  5. Something that might also help is reading about sex-positive spaces and being around sex-positive people, whose perspective on sex (ideally) could balance/counterpoint your conditioning. However, for someone from a conservative background, entering such a space could be weird or even super uncomfortable, so here are some tips on being more comfortable in sex-positive spaces, and even how to FIND those spaces in the first place.
  6. How do I get my partner to be more sexually adventurous? – This one could help you “talk to yourself” or even articulate things to a partner if you discover you have wishes that might be a bit outside of the mainstream.
  7. If you’re interested in vibrators and toys, this is a good intro for when you’re considering/picking something out.
  8. Someone wrote us because they had strong feelings to their partner’s past experiences, and felt insecure when comparing themselves to their partners’ past lovers. We gave some advice about how to deal with that and communicate those feelings. As someone who might make a sexual debut with another person who has already had partners before, this could be helpful to you.
  9. Sometimes penis-owners lose their erections and wonder why that happened. There are many reasons, and though this Q&A was directed at a person whose partner was the penis-owner, I think it’s important for everyone to read.

My second big resource would be Charlie Glickman’s work, and specifically, the “shame” tag on his prolific blog. He writes a lot about shame and the related situations/feelings, as well as how to recognize, deal with, and overcome them. He has many years in the sexuality education field, and his dissertation was all about sexuality and shame, so he knows what he’s talking about ten times over.

The healthy relationship part of your question I could write about forever and still have things to say, so I’m going to write a separate entry about it in the coming week. Stay tuned!

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