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When losing you anal virginity it is best to start small. Once you have become used to a small object you will actually want to try something larger in a bid to increase the pleasure. For men, a finger will usually be enough, you can penetrate as you give oral making sure there's plenty of lubrication/5().
However, you have to take a seat back with your cup of Earl Grey tea and think that something so bad, could actually be quite good. I thought the same thing when I lost my anal virginity to a guy that came home from his Christmas break from his studies in Finland. Losing your anal "virginity" 8. 7. Next. Most Helpful Guy. normalice. for me, a girl asking for anal sex is as though she wants my **** so badly she wants it anywhere I'm willing to put it and she will get off on it all the same. The physical sensation is really not all that different than oral sex (except I can thrust without choking her), but.