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We like to think of pleasure as good and pain as bad, but the Shadow side of us sees through that simplistic thinking. I have seen more hatred expressed in an act of vanilla sex than I could believe, and I have seen inexpressible tenderness while one partner bled and the other inhaled their pain like the bouquet of a rare wine.

WHO’S THERE?

This “big picture” stuff is fun to think about, discuss, and research. But it’s a little too abstract to help two people who want to branch out in the bedroom and get into some daunting activities. How can you make your socially unacceptable, thigh-squeezing, nubby-nippled, ball-tightening dreams come true?

It helps to give some preliminary thought to the psychology of both top and bottom. When I do workshops on BDSM role playing, I like to give participants four different scales that they can use to rate themselves, for masochism, sadism, submission, and dominance. Each of these qualities is independent of the others. I’ve met dominant masochists and submissive sadists, for example.

Why someone is going to inflict or accept a sensation is as important as who will be playing each part. A masochist may be willing to pretend they are submissive just so they can get whipped till they cry. Without the catharsis of a good workout on a regular basis, the masochist gets cranky and sluggish and depressed. As long as they are black-and-blue, they are perky and industrious. You may get more out of a masochist if you dispense with courtesies such as waiting at the table or picking up heavy things and letting them tell you which implements they adore, which ones they laugh at, and which ones strike terror into their hearts. I’ve seen joyous and amazing pain play that had not a shred of role playing in it. (This does not mean, by the way, that a masochist cannot be quite loyal and helpful to you, if only because you see and value a side of them that the world despises.)

A submissive may not like pain at all unless it is presented as a service that they are required to perform for the master or mistress. It is the submissive’s obligation to provide service and give pleasure—to yield and submit to a higher will. Pain can be administered as a symbol of ownership. “I can do this to you because you belong to me, and you will take it because it excites and relaxes me.”

If you don’t know where you fit in this complex picture, don’t worry about it too much. It can take a lot of experience to figure out your own psychic twists and turns. Very few of us are exclusively top or bottom. If there wasn’t at least a crumb of masochism in the sadist, how could he or she understand what they are asking the bottom to do? Not to mention the fact that people’s needs often change as life changes them. Even if you know your pain tolerance can be rated on the heavy end of the scale, be prepared for its fickleness. There will be nights when the paddle that you worshipped last time is just too evil to be borne. Remember that the point of doing a scene is how it makes you feel, not the techniques or toys being used. A good top understands this, and won’t throw a hissy if you need to be beaten with a terry-cloth bathrobe tie.

I hope it won’t completely confuse the issue to say that not all pain trips require a top and a bottom. Some people who create ordeals view themselves as spiritual guides or assistants; they don’t want a romantic relationship. I’ve heard hot stories of two competitive bottoms who got together to see who would use their safeword first. And, during those periods of drought when the bars and parties and clubs seem populated by toads and trolls, the self-infliction of sexy pain is a very nice adjunct to masturbation. Who could you trust more than yourself?

SET AND SETTING

The terms set and setting were coined by Timothy Leary to describe factors that determine the experience of ingesting psychedelic drugs. It is useful to consider these factors because they influence the emotional content of an event, whether it is theater, long-distance running, or therapy. Set has to do with the participants’ mind-set, the internal processes that can either enhance or destroy pleasure. Setting refers to the location where the event takes place—what you see, smell, touch, hear, and feel around you.

These factors are highly individual. If the steps I suggest don’t sound effective for you, you are the best judge of that. But at least I can give you some specific ideas that have proven their worth for me and other players. This can help you pin down your own experimental parameters. And after every session, it’s a good idea to discuss what did and didn’t work, with an eye to brainstorming new possibilities for erotic play. If you must give your partner negative feedback, express it with tenderness, and surround your misgivings with praise for what did work. Both top and bottom make themselves equally vulnerable in a session. If the only thing you can come up with is a barrage of criticism or inflated demands, the two of you are probably incompatible.

Take a look at the space where the scene is going to happen. Do enough preparation so that the two of you can be spontaneous. Everything you are going to need should be in the room. Leave the room if you must, but be aware you are opening the oven and letting some of the heat out. When you return, you’ll need to back up a little and build up to the point you reached when the two of you broke connection.

The room needs to be clean—well, for most fetishes. Toys ought to be organized, in good repair, and accessible. Lube and safe-sex barriers should be in clear view. Rope ought to be untangled, clean, inspected for weaknesses, and laid out so it won’t turn into a snarl the minute the top touches it. If you are going to play with locking devices, make sure there are extra keys, and that both of you know where they are.

Think of this as foreplay. You can start getting excited by your own sexiness, and by anticipating your partner’s presence. Touching your toys and disinfecting a play surface is like caressing your own body. Your energy, sense of purpose, or consciousness starts gathering into a focus on Eros.

Before you play, ask yourself what makes you feel alluring and powerful. (I am including bottoms here because you need your own strength. The session comes from you as much as, if not more than, from the top.) Take the time and trouble to dress up, even if you are only wearing a beautiful collar or a badass pair of boots. Get enough rest and eat a healthy meal a couple of hours before you play.

I’m going to assume that you’ve already been educated about how to negotiate a scene, get any needed consent, choose a safeword, etc. I’m also going to assume that you know your way around the toys or equipment you will use. This is an article about pain play in general; describing every single technique is beyond my scope. Never pretend to have experience that you lack. There is honor only in being honest about this and making sure you get trained to an expert level.

Unless you are the Ice Queen escorting your latest paramour to your frigid palace, I recommend taking the bottom into a warm room. Loose, relaxed muscles are going to accept building sensations more easily. I also suggest taking away one of your bottom’s senses, if only for a little while. Using a blindfold or gag is your first demand for control over their body. Can they let go and graciously accede to allowing you to orchestrate their experience?