Well, in another thread, Jason made the comment about how he lost his 'how to have anal sex' post. I figured I would help him out.
This is something I found on the net a while ago. It's pretty detailed. Good luck folks, please consider safe sex.
Enjoy,
Jeff
PS, it's in two parts.
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No one every answers this thoroughly, so let's see if I can do something a little different this time.
Contrary to what a lot of people seem to think, anal intercourse (when done correctly) should be pleasurable for both partners. A good top can make it fun even for a virgin bottom, but there are things a prospective bottom can do before being fucked that will make it a lot easier for both of you -- no matter how much experience the top has. (Good subject for a separate memo.)
This is what a typical, successful session is like:
We've already been making love for half an hour or so. Hugging, kissing, stroking, undressing, jerking together, sucking, maybe 69ing or even rimming. You may ask if I'm ready to fuck you, or I may ask if you're ready to be fucked, or I may simply move you into position without a word. There are three main positions that are good for fucking, plus a few exotic ones that are cool but don't work quite as well. They all have in common that I need to be able to enter you comfortably, thrust inside you, and jerk you off after I cum but before I pull out. (Some very submissive bottoms don't want the top to make them cum, but usually a good top will jerk off the bottom before he pulls out of him.)
The easiest position is you on your left side and me behind you -- spoon style. (The reason it's your left side is because I'm right handed and I'm going to want to reach your dick with my hand. If the top if a leftie, this will need to be reversed.) In this position, you'll pull your knees up at a right angle to your body (fetal-style). For some reason, this causes your rectum to be at the right angle for me to thrust comfortably inside you. Otherwise, I can end up hitting the rectal wall, which is painful for both of us. This position has several advantages: it's the least athletic position, so neither of us will get tired out too soon; for the same reason, I can really take my time on the entry, so I'm much less likely to rush it and hurt you; the penetration is the shallowest, so the risk of "hitting bottom" is lower; you can move your legs to control the angle if it is uncomfortable; we can lie together and cuddle for as long as we want afterwards. A drawback is that I can't see your face. Also, as you get more accustomed to being fucked, you'll want me to be deeper inside you. Likewise, this is the position where I am most likely to pop out of you accidentally and have to reinsert. Nonetheless, this is the ideal beginner's position.
The most submissive position to be fucked in is doggie-style. You get on your hands and knees and I mount you from behind. Lots of bottoms love this position because it is so submissive, and submission is a big part of the pleasure of being fucked. I can easily reach your dick if I want to, and I can rest most of my weight on your hips, so I don't get tired as fast. Your legs may get tired, however. Drawbacks include: it may be hard to enter you if our relative heights don't match up right (some spreading of your legs may be required); we can't sustain the position for long after we both cum.
The most intimate position is missionary-style. You are on your back with your legs spread. I face you to enter you, possibly resting your legs on my shoulders. This is intimate because I can kiss you while I fuck you. It's also the deepest. And when I jerk you off after I cum, I get to see you shoot. But it's the most athletic as well (for the top). If I take too long to cum, I'll run out of breath and have to stop. If you take too long, my legs may get cramped. Still, this is my favorite position, and I've used it successfully even with virgins.
The most obvious position -- flat on your stomach -- isn't really very good because the legs are straight out which means the rectum is at the wrong angle. Unless the top has a very short dick, this will be uncomfortable for the bottom. The top-of-the-world position, where the top sits indian-style
and the bottom faces him and lowers himself onto the top's dick is useful for a very apprehensive bottom because it lets him completely control the pace of entry (although bottoms can also be guilty of wanting to go too fast and then feeling pain). The touble with this position is that the top can't thrust at all, and if the bottom tries to pump himself up and down, it's easy to end up bending the top's cock, which hurts a lot. If the height is right, there's a variation on the missionary position where the top stands at the edge of the bed and holds the bottom's legs up. This can work very well if the geometry works out. Likewise, the bottom can stand and bend over and the top can enter him from behind. Again, this requires just the right match of height between top and bottom or it won't work. Other, stranger, positions (e.g. where the top holds the bottom up in the air) are mostly for pictures. Almost no one can cum that way.
So I get you into whatever position I want you in and I begin to lube your hole. If we're doing this missionary style, I'll be able to suck you while I lube you. I'm always slow and gentle when opening a guy up like this, and it should feel warm and pleasant as my finger slowly has its way with you. I
don't mind if this takes a while -- it's very important that you be loosened up before I try to enter you -- and this can be fun in its own right. If you seem to be real tense and not loosening up despite my best efforts, I'll switch to missionary style, where I can lube and suck, and I'll let you know that I'm going to suck you off instead, but that I want to keep fingering you. That'll take the stress off and guarantee that you remember being fingered as a pleasant experience, so maybe next time it'll work better. In no event will I try to fuck you if I can't loosen you up. (But I succeed about 90% of the time -- even with virgins.)
Once you're relaxed and my finger slides easily in and out, I ask how you feel. Typically, you feel great, and you're ready for the real thing. If not, we'll skip it. A big part of the pleasure of fucking you is that I know you want it too. Conversely, you should steer clear of anyone who you think
would pressure you into something you don't really want to do.
If we're having safe sex, we'll be using water soluble lube -- Like Wet or ID -- and I'll pull out a new condom. Before I put it on, I put a drop of lube on the head of my dick. (This increases sensation -- which is very important.) Then I leave a small gap at the end to hold the cum and roll the rest of the condom all the way down. Then I lube it thoroughly from the head all the way down to the bottom. If we're not having safe sex, we're probably using something like Vaseline, and I just lube my naked cock directly. In either event, I press the head against your hole and hold it there. (Note, the only way we'd be having unsafe sex is if we're in a committed relationship; my risk is fairly small [although not zero] but you're literally putting your life in my hands every time we do it like that, so it's unwise to do it with a stranger.)
Entry -- especially of a virgin -- is a slow and delicate thing. The pressure of my cock against your asshole should be intensely pleasurable, and you moan and urge me on. I'll ask to be sure it feels nice, but this part always does. Then I increase the pressure slightly and coax you repeatedly to relax. As the pressure increases, the pleasure builds up too
-- up to the point when my penis actually starts to open you up. When I feel it starting to move into you, I immediately back off on the pressure. It needs to slide into you slow and easy. Otherwise, you'll feel that pleasure suddenly turn to a sharp pain -- a pain too intense to tolerate. If that happens, I'll have to pull out of you, and it'll continue to hurt for about 2 to 3 minutes (although it will seem like forever). If I'm so clumsy as to do this, I'll hold you and speak soothingly to you and we'll wait until the spasm is completely over. Curiously, after a spasm like that, it's usually a lot easier to enter you, but it may be hard to get you to let me try again, unless you are a very determined bottom. Again, if you don't want to, we'll just do something else.
ONTO PART 2
_________________________________________________________
This is something I found on the net a while ago. It's pretty detailed. Good luck folks, please consider safe sex.
Enjoy,
Jeff
PS, it's in two parts.
___________________________________________________
No one every answers this thoroughly, so let's see if I can do something a little different this time.
Contrary to what a lot of people seem to think, anal intercourse (when done correctly) should be pleasurable for both partners. A good top can make it fun even for a virgin bottom, but there are things a prospective bottom can do before being fucked that will make it a lot easier for both of you -- no matter how much experience the top has. (Good subject for a separate memo.)
This is what a typical, successful session is like:
We've already been making love for half an hour or so. Hugging, kissing, stroking, undressing, jerking together, sucking, maybe 69ing or even rimming. You may ask if I'm ready to fuck you, or I may ask if you're ready to be fucked, or I may simply move you into position without a word. There are three main positions that are good for fucking, plus a few exotic ones that are cool but don't work quite as well. They all have in common that I need to be able to enter you comfortably, thrust inside you, and jerk you off after I cum but before I pull out. (Some very submissive bottoms don't want the top to make them cum, but usually a good top will jerk off the bottom before he pulls out of him.)
The easiest position is you on your left side and me behind you -- spoon style. (The reason it's your left side is because I'm right handed and I'm going to want to reach your dick with my hand. If the top if a leftie, this will need to be reversed.) In this position, you'll pull your knees up at a right angle to your body (fetal-style). For some reason, this causes your rectum to be at the right angle for me to thrust comfortably inside you. Otherwise, I can end up hitting the rectal wall, which is painful for both of us. This position has several advantages: it's the least athletic position, so neither of us will get tired out too soon; for the same reason, I can really take my time on the entry, so I'm much less likely to rush it and hurt you; the penetration is the shallowest, so the risk of "hitting bottom" is lower; you can move your legs to control the angle if it is uncomfortable; we can lie together and cuddle for as long as we want afterwards. A drawback is that I can't see your face. Also, as you get more accustomed to being fucked, you'll want me to be deeper inside you. Likewise, this is the position where I am most likely to pop out of you accidentally and have to reinsert. Nonetheless, this is the ideal beginner's position.
The most submissive position to be fucked in is doggie-style. You get on your hands and knees and I mount you from behind. Lots of bottoms love this position because it is so submissive, and submission is a big part of the pleasure of being fucked. I can easily reach your dick if I want to, and I can rest most of my weight on your hips, so I don't get tired as fast. Your legs may get tired, however. Drawbacks include: it may be hard to enter you if our relative heights don't match up right (some spreading of your legs may be required); we can't sustain the position for long after we both cum.
The most intimate position is missionary-style. You are on your back with your legs spread. I face you to enter you, possibly resting your legs on my shoulders. This is intimate because I can kiss you while I fuck you. It's also the deepest. And when I jerk you off after I cum, I get to see you shoot. But it's the most athletic as well (for the top). If I take too long to cum, I'll run out of breath and have to stop. If you take too long, my legs may get cramped. Still, this is my favorite position, and I've used it successfully even with virgins.
The most obvious position -- flat on your stomach -- isn't really very good because the legs are straight out which means the rectum is at the wrong angle. Unless the top has a very short dick, this will be uncomfortable for the bottom. The top-of-the-world position, where the top sits indian-style
and the bottom faces him and lowers himself onto the top's dick is useful for a very apprehensive bottom because it lets him completely control the pace of entry (although bottoms can also be guilty of wanting to go too fast and then feeling pain). The touble with this position is that the top can't thrust at all, and if the bottom tries to pump himself up and down, it's easy to end up bending the top's cock, which hurts a lot. If the height is right, there's a variation on the missionary position where the top stands at the edge of the bed and holds the bottom's legs up. This can work very well if the geometry works out. Likewise, the bottom can stand and bend over and the top can enter him from behind. Again, this requires just the right match of height between top and bottom or it won't work. Other, stranger, positions (e.g. where the top holds the bottom up in the air) are mostly for pictures. Almost no one can cum that way.
So I get you into whatever position I want you in and I begin to lube your hole. If we're doing this missionary style, I'll be able to suck you while I lube you. I'm always slow and gentle when opening a guy up like this, and it should feel warm and pleasant as my finger slowly has its way with you. I
don't mind if this takes a while -- it's very important that you be loosened up before I try to enter you -- and this can be fun in its own right. If you seem to be real tense and not loosening up despite my best efforts, I'll switch to missionary style, where I can lube and suck, and I'll let you know that I'm going to suck you off instead, but that I want to keep fingering you. That'll take the stress off and guarantee that you remember being fingered as a pleasant experience, so maybe next time it'll work better. In no event will I try to fuck you if I can't loosen you up. (But I succeed about 90% of the time -- even with virgins.)
Once you're relaxed and my finger slides easily in and out, I ask how you feel. Typically, you feel great, and you're ready for the real thing. If not, we'll skip it. A big part of the pleasure of fucking you is that I know you want it too. Conversely, you should steer clear of anyone who you think
would pressure you into something you don't really want to do.
If we're having safe sex, we'll be using water soluble lube -- Like Wet or ID -- and I'll pull out a new condom. Before I put it on, I put a drop of lube on the head of my dick. (This increases sensation -- which is very important.) Then I leave a small gap at the end to hold the cum and roll the rest of the condom all the way down. Then I lube it thoroughly from the head all the way down to the bottom. If we're not having safe sex, we're probably using something like Vaseline, and I just lube my naked cock directly. In either event, I press the head against your hole and hold it there. (Note, the only way we'd be having unsafe sex is if we're in a committed relationship; my risk is fairly small [although not zero] but you're literally putting your life in my hands every time we do it like that, so it's unwise to do it with a stranger.)
Entry -- especially of a virgin -- is a slow and delicate thing. The pressure of my cock against your asshole should be intensely pleasurable, and you moan and urge me on. I'll ask to be sure it feels nice, but this part always does. Then I increase the pressure slightly and coax you repeatedly to relax. As the pressure increases, the pleasure builds up too
-- up to the point when my penis actually starts to open you up. When I feel it starting to move into you, I immediately back off on the pressure. It needs to slide into you slow and easy. Otherwise, you'll feel that pleasure suddenly turn to a sharp pain -- a pain too intense to tolerate. If that happens, I'll have to pull out of you, and it'll continue to hurt for about 2 to 3 minutes (although it will seem like forever). If I'm so clumsy as to do this, I'll hold you and speak soothingly to you and we'll wait until the spasm is completely over. Curiously, after a spasm like that, it's usually a lot easier to enter you, but it may be hard to get you to let me try again, unless you are a very determined bottom. Again, if you don't want to, we'll just do something else.
ONTO PART 2
_________________________________________________________