World famous adult star and sex educator jessica drake answers your questions about sex, dating, the world of adult entertainment, every week here in Ask jd.
I love to pleasure my boyfriend. There is one problem though. He wants to try anal but I don’t know what will happen, What can I do, is it painful?
How sweet you are, to try to have anal sex for your guy. The thing is, there are two kinds of women…those that do like it and are comfortable with it, and those that do NOT like it and don’t want anything to do with it. Your job here is to determine what kind of woman you are.
Your first step should be exploring this on your own. The next time you’re alone, explore a little as you’re masturbation. Feel all around your ass, try a little penetration with a lubed-up finger. Do that with some clitoral stimulation using your fingers or a vibrator. Figure out if you like it, and how you like it. If you’re getting turned on, try using some toys. Start small, work your way up – I’m not suggesting you do this all in the same evening, take your time.
It does take awhile to figure out how to relax, and it’s definitely easier to learn how to do this on your own, but once you do, feel free to show your guy what you’ve learned…and ask that he do the same thing with you as you did with yourself. Start slow. Fingers first. Lots of lube (but NOT the kind that numbs you- if you’re numb, you won’t feel your limits as well, and could end up hurt later)…and work your way up to getting his cock inside you. Once that happens, take it slow, relax, breathe, and rub your clit. Enjoy!
So I have a crush on this guy we’ve been texting and I got pretty drunk the other night and it was his birthday I told him I thought he was cute and all I got as a response was “thanks” even though I was pretty sure he was a sure shot cause he’s pretty much always all over me and then yesterday he starts texting me again and asked me if I wanted to MAKE OUT?!?!?! via text.
And when I got his make out text I was out partying and tipsy so I was like “ya man you’re a babeeeee” and I said it like 3 times throughout our semi-sexting convo and the last time he was like “no way” and I was like, ok dude I’ve said it three times and he NEVER SAID IT BACK all he wanted was to makeout What should I do? Go for it? Just make out with him? Sleep with him? Try to make him my boyfriend?
- Lara L.
What you SHOULD do is get that app for your phone that allows you to lock it during drinking hours. Just sayin’.
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Do you have your own question or problem you want advice on? Just leave it in the comments section below. If you prefer to email your questions, send them to the Peeperz editor at firstname.lastname@example.org and they’ll forward them on to me. Be sure to check out the previous installments of my column at this link: Ask jd.