Message: Getting Virgin Girlfriend Into Anal

Ted: Hi! I’m Ted, a 26yo male VERY MUCH into anal. I knew I wanted anal only after watching my first porn video at 16yo. Thankfully, I’m attractive, with a boyish face that pleases the ladies, so I never had to compromise too much with vaginal or clitoral action. I’m either dating women who are already into anal, or getting women to try it.

My ultimate dream would be to be in a couple with a younger, complete vaginal virgin, who never had her pussy fucked and who barely/never stimulated her pussy at all (no clit/vaginal action), but who’d be available non stop for oral and anal action. Also, I’m into orgasm denial in the sense that to me, the only orgasms a woman should get are those gained naturally from anal.

Months ago, through friends, I met this cute 21 year-old who quickly grew fond of me. We had a few dates, we got closer, and recently, she confessed to me she’s a complete virgin, and she’d love me to teach her what sex is all about.

This is a golden opportunity. She’s beautiful, small, smart, innocent, funny, we have good things in common, she’s just my type of girl. I tried to question her about sex, and apparently, she has next to no experience, even by herself or through porn.

I’d like to know if you have any advice to help me get her into pure anal, no compromise. I’m very afraid to screw up and chase her away, even if she’s so much into me that IMO she could accept a lot.

I thought the better approach, rather than flat out say I prefer anal, would be to suggest anal for contraception, as a first step. I know she doesn’t take the pill, so I could say I can’t stand condoms and I’m scared to penetrate her vaginally. Then if I can get her hooked on anal, or at least be used to it, it’d be easier to go from there.

I’m already planning to use the content you have here, like the super well-made The Dangers of Clit Stimulation, to keep her from pussy action once she’s accepted anal.

What do you think?

I recommend being honest and up front and not trying to manipulate her, just present your case for preferring anal, why you think anal pleasure is so much better than vaginal, and how it can amplify her pleasure to keep things anal only from the start without distracting her pleasure with multiple sources and reducing both rather than focusing just on the one with the most potential for pleasure.

Present the benefits: greater pleasure, more intimacy and trust, and natural birth control. From there, you can talk about how it’s what you’ve always much preferred and how you think it’s really attractive and sexy that she hasn’t had vaginal sex and that you’d like her to try going and staying anal only with you and keeping her pussy virgin.

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