BDSM dates & sex skills & online dating

Most guys still don't know and can't do BDSM, but Yoylo, who is working the game says, "I know it sounds a weird request - but how would you stage a sex date with a girl who has complained all her life about sex not being rough enough? I’m planning the date with the MILF for next week."

Not odd/weird... there are lots of things to do... if you have space and money for a spanking bench, that is a nice touch (etsy seems to be the place to buy them, don't know why, but check your local sex shops too). Many apartments/flats are too small for spanking benches. In thinking about BDSM... do the slow/teasing leadup... most girls complain that guys go too fast and are in too much of a hurry... so do the opposite. Sex skills for guys, and this one about vibrators, are also good posts with actionable advice applicable to BDSM dates.

Once you have read those two... you'll understand some basics, so we'll start when the chick is back at your apartment. If it's one-on-one, start with kissing her, holding her neck, etc. When she is ready, collar her and put wrist and ankle restraints on her. You might use them, you might not. I wouldn't gag her the first time, tempting as it is.

Have nipple clamps (key) and a collar.

Be ready with a butt plug and lube.

Talk dirty, tell her she's a slut, etc.

As you are kissing her, strip her as typical when leading to sex. Play with her nipples and see how sensitive they are. If they're very sensitive, she probably won't like clamps. If they're less sensitive, she's more likely to. Don't use clamps immediately, but when she's very warmed up see if she's interested in having them on her.

Eventually she'll only be wearing her panties (assuming she's wearing any). While she's still standing, bend her over partially and begin spanking her. If you've never spanked a woman before, "How to spank a woman" in a search engine will give you good resources for this. Alternate spanking and caressing. Pay attention to her sounds and body. You may go back and forth with a paddle, or with a flogger.

It's also reasonable to engage a leather paddle. Move to a wood one if you think she is not reaching her terminus. If you are swinging a wood paddle like a baseball bat and connecting with her ass... and it is not enough... then she is going into places I (personally) don't want want to go. It's getting too close to something like torture instead of bondage. There are chicks who go for that... I find it to be a real turnoff when she's into that level of pain/suffering. For newbie chicks, hands and paddles are usually sufficient.

At some point you want to slide your hands in and begin touching her clit. If you've spanked her well and her body responds well, she will probably already be wet. This can go on for as little as four or five minutes or as long as 20 or 30, intermittently, with some gentle caressing in between.

Move her to the bed at some point, or the bench mentioned earlier. Like with sex, it's not a bad idea to move spaces once or twice. Not so much as to break flow, but enough to keep her from getting bored or too acclimated. And go a little more slowly than you think. It's tempting to just ratchet up rapidly. If you sense she's getting bored or restless, ratchet up more quickly. For a lot of chicks, anticipation is as good or better than the execution.

Play with the restraints and with blindfolds. When she's been spanked well, tie her to the bed and try going down on her and you will likely get a great response, for example. At some point just f**k her as you normally would, but incorporate spanking and choking into it. Hold her collar, lightly, perhaps. This can be dangerous because you don't want to hurt her windpipe, so be careful with it.

Some chicks who like needles and who like a level of pain and bruising I'm not into. This chick would send me pictures of her entire ass and upper thighs turning black with bruising. I would hit her HARD with paddles, and she seemed to... not shrug it off, but I was not touching her innermost space. I consciously decided she goes too far for me... I don't want to really beat up a woman, or leave her like that chick liked. I don't want to mess with needles and blood. I have seen chicks who like that and I'm just not interested and don't find it erotic. These girls are pretty rare.

Like with sex or symphonies, it's good to have some mini crescendos, then back off, then build up again.

Like with business, proper preparation is ideal. For chicks, guys make things "just happen" so that the chick doesn't have to do anything besides pick her outfit and bend over. Chicks live in a world where they just show up... and the guy has done the work... so do the work. Feminism's noise about "equality" is bullshit. Most chicks want an experienced guy to show them the way.

So that's my step-by-step towards a chick who has never had it rough enough. This is a scaleable action plan, because some chicks just want a little light spanking and paddling, which they've never had from their pussy, feminist boyfriends. Some chicks want extreme pain that I don't want to get to. Most chicks won't know where they are until you take them there, and ideally the chick will say "yellow" if you get her to that end state. A good dom is monitoring the chick carefully and backing off when necessary.

I don't think Yoylo, who asked, really needed the above... it sounds like he'd gotten it all figured out before my reply and was prepared, but he was also ready to change based on the feel of the mood and other contingencies. Being prepared decreases any stress or anxiety in the moment... I have done a little description of prep to friends who say that it sounds like a lot of work. But then I point out that advance work improves the moment because you don't have to worry about where the paddle is, whether the cuffs are available, how to tie her up, how to release her, etc.

Also, you don't have to use the equipment at all, or not all of it, every time. You can just use what feels right and if she's fatigued or you're just done, you can have it and not need it. Like firearms and condoms, better to have it and not need it than need it and not have it.

My sense is that the BDSM market is not tapped properly online, unlike the general market. This guy, Andy has/had a BDSM Tinder profile that seems to have worked well for him. Will it work for you? No idea... if I had to try online dating again I would give this a shot, given how terrible most online dating has become. You have to decide for yourself.