Message: Girlfriend Loves When I Lick Her Ass, But Sex Hurts

Anonymous: Hi I had a couple questions , how do I get my girlfriend to want to do anal and like it more ? She loves it when I lick her lil butthole and rub it and put my finger in when I’m making love to her but other then that she says it hurts and I try to tell her to relax … we use lube and what not but her being anxious makes her scared … is there anything I can do? I recently bought her a princess plug but we haven’t used it yet. Thanks

Keep doing the things she likes and make them regular parts of sex for the two of you. Start using the plug as well. From the baseline of what she enjoys, gradually work up in size at a pace that she’s comfortable with. Encourage her to play with her ass as well and masturbate anally, and to tell you what feels good, what’s comfortable, and when things start to not be. Push her limits, but gently and slowly. As you work up in size and get near your own size, only then should you try going ahead with actual anal sex.

Play with her clit and give her lots of orgasms during anal training, and that will help her relax and develop the association between anal penetration and pleasure, and she’ll start wanting more and more.

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