Would awkwardness be a concern of yours if you moved a close friendship to a friends with benefits situation?

Not too long ago I told my best guy friend I would sleep with him. Like no strings just fun kind of hookup. We are both single. He told me he was flattered by that but we didn’t go today deep into the conversation. Well today we were talking about a sexual topic and he told me you know when you said you would have sex with me it really meant slot you told me you would be comfortable with me like that. Then he said but my one worry is that it would make things awkward between us. That he doesn’t want to mess up our really close friendship. And when I said I understood what he meant he replied good cause I didn’t what you to think it was because of you at all. So what is a guys take on this? Why mention it to me again even though I didn’t ask? Would the worry of making a friendship awkward keep you from a friends with benefits set up? He has said to me before that those are risky cause feelings get involved. Could he be worried about since we are so close already?
Updates:
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I should add we talk about sex all the time. Also he has seen very dirty photos of me. Nothing more than my bare ass but still very teasing photos
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Superb Opinion

  • Friends with benefits is usually in name only. Usually, you aren't really friends or give a damn about each other. At least one of you doesn't. It's really just nothing with benefits.

    I can't see friends with benefits working at all. You're already close friends. Which means you get along well and like each other. Then you're adding sex too it. At that point just call it a relationship.

    If you spend free time with each other, are friends with someone and have sex. You're in a relationship. However, you want to label it. Emotions will be involved.

    Those emotions will get really involved if you add that degree of physical intimacy to a friendship. So, I think one of you will get hurt if it ended or tried to be casual and date other people. People have a hard enough time keeping emotions out of casual sex.

    At this point. Why not just pull the bandaid all the way off and try dating? There's worse things in life than being involved with someone you get along with and care about. Passion only lasts a few years. After it does. You hope that person will be your best friend and partner to spend the rest of your life with.

    • I just got out of a long term relationship and do not believe I am ready to date someone. And he has said to me he doesn’t want to date anyone right now and a few other excuses why he doesn’t want to date me from he doesn’t feel that way to he is afraid to being cheated on again. So that’s why not dating

    • Sex will change your dynamic. You two don't have to go in thinking you'll be in it for ever. Life's too short to miss a good opportunity. So, have sex, spend time together outside of sex and see how it goes. At some point you two will be ready to label it as dating. As long as you care for each other and spend time together.

Most Helpful Guy

  • I've 2 fwbs neither of them are good friends more like acquaintances, I'd not start up anything with a close friend, it's sure to screw up a good friendship.

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What Girls & Guys Said

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  • I mean it is ok as long as they wear protection