CuriosityKilledTheCat

Thank you for taking the time and giving me your helpful perspective. The truth is, if there wasn't someone I like who I know is into getting fucked, I wouldn't be inquiring now. I am relationship-oriented, so I feel like you should stray from your comfort zone to ensure your partner is accommodated. I kind of know it's not right and I shouldn't, but I somehow feel insufficient for not having engaged in anal before. Then I see 20-somethings who have done it hundreds of times, and I feel like trash, haha. Thanks again for your advice.

Good evening everyone - I am a decent looking 40-something in athletic shape. I've been with guys before (making out, oral, frot, j/o), but never fucked. To be honest, I've never had the urge to. However, I feel some kind of pressure to do so. There's a guy I like, and I know he's a bottom. I don't know "how" to top, and I don't think I could ever be a bottom. I was hoping to perhaps hire someone to "teach" me this skill of topping and was looking for guidance or suggestions with this. Thanks! - J