I'm really on a roll here! Incorporating erotic massage into our enema play is very exciting and something I love to do for my partner. All of these entries are just additional techniques that you might enjoy.
Introduction
The General Approach this Guide Takes
This guide teaches how to give and receive erotic massage. It discusses how to help your partner relax, and discusses how to help your partner experience extended or multiple orgasms as part of your massage. A common arrangement is for one partner to receive a massage first, and then to return the favor, but of course how you choose to arrange this is up to you and your partner.
It's best to perform erotic massage while your partner is lying on a massage table of some kind. After preparing your space to be warm and pleasing, you can start with a sensual and relaxing general massage before shifting the focus to your partner's sex centers. The idea is to bring your partner to high levels of arousal, and keep him or her there for a while. For men, this is best done through verbal or non-verbal communication which allows stimulation to be slowed down, changed, or stopped before ejaculation becomes inevitable (stimulation then continues in a few moments, after the urgency fades). For women, this is best done by using G-Spot and/or clitoral massage to bring her to multiple orgasms, which naturally tend to take place over an extended period of time.
Erotic massage can work equally well for same-sex as for opposite-sex partners. Additionally, as having someone pleasure you with their hands doesn't tend to bring up the same set of cultural fears and judgments that oral sex or intercourse sometimes do, it sometimes works well even when your partner isn't of a gender you are normally attracted to.
Preliminaries - Set and Setting
Taking the time to create a sensual and appealing environment for your erotic massage shows that you care about your partner and value pleasure. Start by turning off the phones. You may wish to put a "Do Not Disturb" sign on the door, illuminate the room with either candles or soft indirect lamps, burn incense, and turn up the heat to where one would be comfortable lying down naked. Keep your lubricants, oils, and gloves (if needed or desired) within easy reach, and cover the massage table with a blanket and place a clean sheet over this blanket. You can let the sides of the blanket and sheet drape over the sides of the table so that they may be brought up to cover the receiving partner (keeping him or her warm) after the massage is finished. Pieces of (possibly fake) fur or feathers can be used for additional sensual tantalization, and an eye pillow or blindfold can be helpful in blocking out any unwanted light for your partner.
Putting a CD (or prerecorded tape) of your favorite music on repeat play is a good idea. Some people are more comfortable with a pillow or rolled bath towel underneath their knees and/or head (when lying face up) or their ankles (when lying face down), and some women will be more comfortable with a pillow underneath their hips; if this is your first massage with your partner you might want to experiment a little or ask him or her.
If you're going to be giving the massage, take a look at your fingernails and clip them if necessary.
Lubrication
One similarity between men and women is that some sort of lubricant needs to be used when massaging their genitals: this will make the experience more pleasurable and prevent sore spots from developing. One difference between men and women is that one may use oil-based, water-based, or silicone-based lubricants on men, while one should use only water-based lubricants on women to avoid encouraging vaginal infections. For genital massage on men, or for massage elsewhere on a man or woman's body, you can purchase special massage oils at massage supply shops or else just use a light vegetable oil (such as Safflower, Sunflower, or grapeseed) from the supermarket. Lubricants and oils should be reapplied as necessary, so it's good to keep them handy.
It's very convenient to have flip-top squeeze bottles for lubes and oils, and one of those massage oil "belts" that massage supply shops sell. Since many of these belts have two pockets, you could use one for lube and the other for massage oil. Be sure lubes and oils are warm before putting them on someone; if you wish you can run hot tap water over your flip-top bottles for a few minutes before using them, or maybe you could just keep the plastic bottles in a bowl of warm water instead of using a belt. It's also a good idea to put lubricants in your hand before applying them so you have a chance to rub your hands together to warm them if necessary. Oh, and one final word of advice: please be sure any water-based lube you may be using DOESN'T contain Nonoxynol-9. In this context Nonoxynol-9 is unlikely to do anything but irritate.
Good Communication
During both the relaxation and genital phases of your erotic massage it's important for the person on the table to always feel comfortable making requests and comments. He or she should feel free to mention anything that is getting in the way of his or her comfort and pleasure. Requests to go to the bathroom, for touch to be harder or lighter, to take a break or stop, for the heat to be turned up, etc., are all signs that levels of communication and trust are high. They are also signs that the receiving partner is paying attention to his or her feelings, which is a key to experiencing greater and greater pleasure.
Some people find that sex and/or pleasure can bring up difficult emotional issues for them. When someone is crying, or in a similarly distressed emotional state, it's usually best to just be there for that person and reassure them that it's OK to cry (possibly while holding them) rather than trying to rationally discuss what is going on or engage in problem-solving. Asking them what they need rather than assuming too much is also a good idea.
I hope it goes without saying that you both should be in agreement that your relationship includes the possibility of sexual intimacy before going ahead with an erotic massage. Situations where the giving partner tries to shift a relaxation massage into an erotic realm for the first time, but the receiving partner was expecting or wanting only relaxation massage or doesn't feel your friendship should include sex, can be uncomfortable and embarassing at the least. It's worth it to somehow bring this topic up beforehand with a new partner, even if you have to blush a little when telling him or her what you think it would be fun to do with them.
Giving Your Erotic Massage - Relaxing Your Partner's Body
Start by connecting with your partner. There may be specific ways you and your partner prefer to do this. If not, try kind words, soft gazing into each other's eyes, synchronized breathing, and/or caressing each others' faces or hands.
When both of you are ready, have your partner lie face down, naked, on the massage table. Start by quieting and focusing your mind while resting your hands on the receiving partner's upper and lower back. Then, perform a relaxing massage on the back, legs, and feet. Basic principles of relaxing massage include keeping your hands in contact with your partner, taking your time, being rhythmic yet sensitive, and proceeding from long gliding strokes to deeper ones. When giving a massage be sure to use good body mechanics: use your body weight rather than arm strength for deep strokes, during gliding strokes keep your knees slightly bent and fluid, and don't lean over the table.
After relaxing your partner's back, legs, and feet, have him or her turn over. Massage the chest, arms, and hands. Then glide down to the legs. It can feel good to brush the genitals when going down to the legs. After finishing the fronts of the legs and feet, glide back up and slowly brush over the genitals, teasing them. This teasing process can be drawn out by brushing the inner thighs near the genitals, very lightly touching the pubic region, etc. At this point erotic energy is often building, making it a natural time to start shifting the focus to more explicitly sexual activities.
Especially if this is your first massage with this partner, it's a good idea to look into your partner's eyes while cradling his or her genitals, and somehow ask his or her permission to go further. The rest of the massage will focus on the genitals, with periodic sweeps up and down the body to spread, balance, and integrate the sensations. One of the skills that comes with practice is being able to read the energy and arousal levels of your partner, and smoothly and gradually ramp up from relaxing massage to more arousing and sexual massage.
Pleasuring Your Partner's Sex Centers
Male
Introduction
The basic principle of male genital massage is that you should slow down, stop, or change what you are doing just before ejaculation becomes inevitable. The best way to accomplish this is for the man to give a signal just before this point is reached. Verbal cues, raising a hand, pulling away slightly, or even subtle body language cues can all work well. This repeated "peaking" process can sometimes help men learn to have multiple orgasms without ejaculating, and can also be practiced during solo masturbation. Although delaying ejaculation during the course of the massage is desirable from the perspective of maximizing pleasure, many partners do like to finish the massage with one. Ejaculation provides a considerable spark of pleasure, but can leave men too fatigued to enjoy the rest of the evening or do a good job massaging their partner; opposite-sex partners who like to finish male genital massage with ejaculation should have the woman receive her massage first.
It's also fun to encourage your partner with hot talk (possibly weaving together a verbal fantasy based on your partner's desires). Letting your partner know verbally and non-verbally that you're actively enjoying his pleasure can be a powerful aphrodisiac.
As an aside, it should be noted that a nice feature of male genital massage is that an erection is not required for it to feel good; some massage strokes actually feel BETTER when the penis is soft.
Suggested Genital Massage Strokes
There are many different massage strokes that feel good on male genitals. Unless he indicates otherwise, it's usually safe to assume that firm and consistent stroking will feel best. I'm going to present a few favorite strokes below, but you can make up your own, refer to Appendix A, or examine the resources in this guide's "Learning More about Massage" section to learn dozens of additional strokes. One approach that some people favor is selecting two favorite strokes, and for a period of time alternating between them every once in a while.
"Healing Stroke" - With the penis resting on the belly, cup the balls with one hand. The heel of the palm of the other hand glides up and down the underside of the penis all the way to the tip. (Body Electric School handout)
"Anvil Stroke" - Bring one hand down, letting it stroke the penis from the top all the way to the bottom. When it hits the bottom, release it. Meanwhile bring your other hand to the top of the penis and repeat the stroke, creating an alternating motion. (internet Alt.Sex FAQ)
"Climbing the Mountain" - Take the penis in one hand and gently, sensuously caress it for about ten seconds, then give it one quick up-and-down stroke. Repeat the sensuous caressing for about ten seconds (perhaps using slow up-and-down strokes), and then give the penis two quick up-and-down strokes. Repeat the caressing, then give three quick strokes, etc. Continue until ejaculation approaches inevitability.
Cocooning
It's up to the two of you whether to finish with an ejaculation. If you do, then pleasuring can continue all the way through ejaculation and until your partner asks you to stop. At the end of the massage (whether or not there is an ejaculation), the sheet/blanket combination can be folded up over the person on the table to provide a warm cocoon. This can be a time of profound peace and contentment together.