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My First Time Having Anal Sex 💗 One night whilst drinking a glass of wine, we had his log fire burning and we were curled up naked under a blanket whilst watching a movie. We began touching one another under the blanket and he slipped his fingers inside of me whilst I caressed his penis with my hand. May 11, 2018 · The first time I used lube during anal sex (I think it was KY) I actually felt an uncomfortable tingling sensation when the anal intercourse started that wore off eventually, but it Author: Anna Breslaw.