Guy Tips for Successfully Using CraigsList to Hook-Up

Now, CraigsList is definitely a sketchy website in some cases. There’s a lot of people that post on there because there are issues in their real lives or they aren’t able to connect with people in real-life. Because of the anonymous aspect of it, it also makes it a great breeding ground to find potential victims or find somebody that’s less-than-stellar. At the same time, not everyone who uses it is bad. A lot of people are on there out of boredom or just because other dating attempts haven’t worked. And when it comes to No-Strings-Attached sex, CraigsList is still known as one of the better places to try.

So, let’s say you’re a guy and you’re answering female ads looking to hook-up. This guide is designed to help you. It’s really not designed for males answering any other types of ads as I imagine a male-to-male dialogue has different nuances, and I honestly am not familiar with it. However, as a female who has experience with these types of things, here’s what you really need to know if you want to be successful in using CraigsList for a one-night-stand.

You Can Post Your Own Ad, but Don’t Expect Much: You can post your own ad on CraigsList, but honestly don’t expect too much. A lot of responses may be spam, but some women do read the CraigsList listings now and again, so you may get lucky. Be clear and concise in what you’d like but also be respectful. Read other ads and see what guys tend to do – now DON’T do that. You want to stand out – and in a good way.

If You Respond, Respond Well: If a woman posts an ad and you’re interested, please take the time to write out a legitimate response. Lots of responses tend to fall under the “hi” or “i’m interested” category. Seriously? It’s laughable. You might assume that she gets the same responses to her ads that you get to yours, but you’d be wrong. It’s a USUAL occurrence for CraigsList casual sex ads posted by females to get 300-400 responses. Guess what? If you don’t do something to stand out, she’s going to delete your e-mail without even bothering to reply. You want to have sex? That’s fine, but understand there are lots of other people out there that do too, and they might have taken more time with a response than you.

Have Pictures but Don’t Send Unsolicited Ones: Yep, you probably own some pictures of your penis – and you might think they’re awesome. But after 300 pictures of penises (one in each e-mail), they don’t look some entertaining anymore. Unless she specifically asked for it, you’re probably better off leaving it out. Instead, try something more suggestive. Women are used to seeing penises just out and about – and it kinda isn’t all that special anymore. (Having something shoved in your face so often means it’s just not all that unique) However, suggestive can be fun. Consider taking a photo pulling down the corner of your jeans and underwear to expose a hip bone. You can always save the penis pictures for later – when the two of you are actively flirting and having fun.

Understand Her Need for Comfort: If you meet up a girl for casual sex, it’s pretty unlikely you’ll be harmed or raped. Guess what? Her chances are MUCH higher that harm will come to her. While you both are looking for something casual, it helps if you make it clear that her comfort comes first. If she wants to meet in public first, do that. For example, if you’re meeting in a hotel, offer to meet at the hotel bar, see if you both “click”, then disclose room numbers if you both want to. While every person has different comfort levels, it’s important that you make it clear that you respect her need for safety and comfort.

Respond to Her Ad: Don’t just copy and paste a reply to every ad that’s posted. Instead, take the time to actually respond to what her ad says. If she says she’s looking for a good night of fun, tonight, you might want to make it clear that you have time available tonight. If she wants to fulfill a specific fantasy, respond with information about how you’d be a good choice. Read her ad; usually it’s obvious if she’s looking for a hot and sexy fantasy tonight or if she wants a good guy a week from now after she’s had some conversation with him.

Protect Your Own Safety: While it may not cross your mind, keep your own safety close as well. Just in case, consider leaving a notepad with where you went and who you went to meet on it in case something happens. You never know – you could end up meeting a male instead of a female, and it could potentially be dangerous. (Females can be dangerous too, of course, but it’s just much less likely) Also ensure that you have your own condoms and lubricant. In case she doesn’t have any, you’ll want to be protected and ready for your own fun.

I’m curious: have you ever used CraigsList successfully? Has it worked out for you?

Mistress Kay
Mistress Kay
Sex toy reviewer, kink educator, and weirdo who is constantly staging pretty photos for sex toys.

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