On paper, I was a retail associate and my mission was clear — ring up dick pills, straighten boxes of dildos and tell couples to stop fucking in the dressing room. On the floor, however, my coworkers and I were tasked with a different role. As the first people many customers felt comfortable asking sex and relationship questions to, we often found ourselves having to split the difference between amateur sex therapist and basic sex educator, walking couples and singles alike through some of their most pressing questions about sexual health and pleasure. For many people, anal sex is the great gaping question mark in their sexual repertoire.
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The idea that you have to go to school to learn how to do what human beings have been doing for 4 million years or so might seem strange. But we live in an era of enormous sexual anxiety. I am not referring to moral outrage, sexually transmitted diseases, or gossip about the sex lives of politicians and pop-culture disposables like Paris Hilton.
Then I asked them if they had ever considered anal sex. They said no but they were open to it. I had her flip over to her stomach and began massaging her glutes and sit bones. I explained to him all that I was doing. Using lots of lube I began to massage the crack of her ass.