14 Signs You’ll Regret Sleeping With Him

Sex can be spontaneous and fun, but it should never be something you know you’ll later wish you hadn’t agreed to. Here are 14 signs that you should walk away from the guy who’s inviting you back to his place so you can wake up in your own bed tomorrow morning with no regrets.

  1. You’re drunk. You’re so drunk, the guy you were chatting to has started to look much hotter the more you drink. Even his little snarky comments have stopped annoying you and have instead become… tolerable. Don’t go to bed with him. When you see him clearly tomorrow morning, you’ll regret drunk sex with a guy you don’t like sober.
  2. He hasn’t hinted at wanting a relationship. You’ve chatted quite a bit but you have no idea if he’d really like to date someone or if he’s just looking for a hookup. Hmm. Maybe it’s better to clear this up before you head to the bedroom so that you prevent either one of you from being disappointed.
  3. He’s clingy AF. He asked for your number and email address, and he’s already talking about meeting up next week to go to a concert. Whoa. If he’s this clingy when you’ve just met him, imagine what he’ll be like after sex.
  4. He’s passive. He seems into the idea of having sex but he’s not putting in any effort to impress you or show you that he’s into you. Loser. If you have to do all the work, it doesn’t look like the sex is going to be that great—and it definitely doesn’t look like he’s going to want to date you.
  5. He’s talking about his ex. It’s clear this guy is still hung up about his ex because he keeps talking about her every five minutes. Ugh. Do you really want to be someone’s revenge booty call or a way for him to get over her? No.
  6. There’s real relationship potential between you. Sometimes rushing into sex too early on in a relationship can mess up the potential. It could zap that mystery and anticipation you had going, or cause an anti-climax. If there’s something really special going on between you and this guy, maybe hold off on the sex for a while longer. It’ll be totally worth it.
  7. You’re not okay with it just being sex. You’re really attracted to this guy but you know that you’re really keen on having a relationship with him or at least going on a real date that doesn’t occur in his bed. If you can honestly say you’re not okay with him just wanting sex from you, don’t do it.
  8. Your friend has the hots for him. Just because nothing’s happened between your friend and the guy you’re chatting to, you can’t deny that you know she’s into him. It’s wrong of you to take him to bed because you’ll feel guilty about it afterward. Remember, sisters before misters.
  9. He’s a bad sexter. Your sexual chatter happened via cell phone instead of in person and he’s writing up these really sexy texts… No, TBH, they’re really awkward AF. The dude can’t sext to save his life. In fact, you’re chuckling at how badly phrased they are. If he can’t sext, he’s not going to give you great sex because he can’t turn you on or communicate his sexual desires effectively. Move on.
  10. You’re feeling low. You’ve just come out of a relationship so when you meet a great guy who seems interested in you, you can’t help but get swept up in the attention. Wait. Never have sex when you’re lonely, anxious, heartbroken or depressed. It’s a recipe for disaster.
  11. He’s rude. You might think it’s fine to overlook his sexist comments or how rude he is to the waiter because you’re just interested in having sex with him, but a rude guy makes a rude booty call. He might argue with you about not wanting to use a condom or make sarcastic comments during sex that are sure to grate your nerves.
  12. You’re close friends or colleagues. If you’re dealing with this guy in your daily life, like if you’re best friends or work together, you definitely don’t want to complicate things with sex. If the sex is bad, you’ll create an awkward atmosphere. If the sex is great, it’ll become a distraction or get in the way of your friendship or work relations.
  13. He’s not a good kisser. You can tell a lot from a kiss. If you feel chemistry with the person, if you both kiss in similar ways and are in sync, and if you connect. This all translates into great sex. If the kissing’s just “off” or boring, you’re wasting your time by going to bed with him. 
  14. He’s your ex. Maybe you’re not properly over your ex or you are but you miss the great sex you used to have. Whatever the case, sleeping with your ex is never a good idea. It can bring up old feelings that you don’t need to re-explore, or it could just make you temporarily forget why he’s a total jerk that needs to GTFO of your life for good. You should have a rule that you don’t go back to boyfriends or bedfellows because the past has nothing great to offer you anymore.
Giulia Simolo is a writer from Johannesburg, South Africa with a degree in English Language and Literature. She has been working as a journalist for more than a decade, writing for sites including AskMen, Native Interiors, and Live Eco. You can find out more about her on Facebook and LinkedIn, or follow her on Twitter @GiuliaSimolo.