Would it be so wrong to have with this distant friend?

Say that you're just entirely sick of dating, but you're a woman that... has needs she wants to share with someone else after only having memories with long-term boyfriends. You've been so responsible and always plan everything out so as to do the right thing, but it makes you so weary. You don't want to hang around bars to pick up mysterious guys and you're tired of doing everything for yourself by yourself- and you have a friend who is very suggestive in nearly all his conversations, but he says dirty things to be "funny" and you don't know how he really feels about different girls. You know he likes being single, too, and you two were never really close in the first place though you have several of the same friends. If given the opportunity, would you fool around with him? Isn't it part of being a young woman to mess around and live a little?