How can I prepare myself for my first time having anal sex?

Question

This is a serious question. I have never had that done to me, but my boyfriend wants to do it. I fear it will be very painful.

Answer 1

There is often some pain, at least initially. Two rules first off.
1. You don't do anything you don't want to do. If you are truly put off by the idea, whether it's pain or other reasons, he must respect that. 2. He will wear a condom and use plenty of water based lubricant. There are a million reasons to want to skip the condom, and only one reason to use one...your life.

That being said, lots of foreplay, relaxing you will help. A gloved, lubricated finger first will help you get used to the idea of penetration. Again, relaxation, and plenty of lubricant. Use something like KY or another water based lubricant (Vaseline and other oil based lubes can wreck the condom and make it break). Take your time. If it doesn't go well at first, maybe next time you try working up from the finger to a sex toy (clean, not shared with others) bigger than his finger, but smaller than his erection would be an intermediate step. If he loves you and respects you, he'll be willing to take the time it takes to get you ready (if you want to do it at all). If he doesn't love and respect you that much, get out of that bed NOW!

Answer 2

The first thing you want to do is to take an enema and clean yourself well. Drink a glass of wine or something to make you a little more relaxed. (relaxation is a key factor in the enjoyment of anal sex)
Anal Eze can be bought from most adult stores. This works wonderful at easing some of the initial pain.
Use a glove and a condom to avoid the chance of infection.
Make sure you use lots of lubercation to enhance the feeling and make it more comfortable. I found that Astro Glide is a very good, inexpensive lube that you can get from Wal-Mart.
Your partner should start off with a gloved finger to open you and gradually work you up to a couple fingers or a plug/toy. If your partner cares about you, he will not rush this process as it is very important for your comfort level.
Anal sex is very enjoyable when done properly, have fun and enjoy!

Answer 3

First off - ignore the haters. Shame on them.

I'd start preparing your self before hand. Wash your hands and stretch your azz. Put one finger in, then two, then more. Now maybe try putting a dildo or ********* in. Start small and work up. If you put in a dildo or something, use lube.

For lube, get either "eros pur" or "wet".

Before the deed get an enema. Either use female douche products or a water bottle.

Someone said poppers. I think they are great - but don't use them if you have a heart problem. They are not a narcotic, but they do temporily widen blood vessels. You are young and don't need viagra, but if your boyfriend ever needs viagra or you do - never have popper and viagra together - viagra also widens blood vessels. That would be cruising for a heart attack! But anyway, I was just warning you, if you have no problems, take the poppers because they really do help you out.

Never let him enter you with out a condom unless you have been together monogamously for 6 months and have both been aids tested. As the bottom, you are more vulnerable to infection.

Use lots of lube. Let him enter you slowly. Once he is in you tell him just to be still for a minute or so until your passage expands. Then he can start to pound away.

First time or so will be a bit hard - but you'll adjust. You will be a size queen before you know it!

Answer 4

Ok, this is coming from a top with enough to make you scream before it gets put in you. And I've done straight guys.

First, that anal-eze stuff is going to burn inside you. It may numb initially a bit, but it burns. Everyone I've used it with says the same thing. Save your ten bucks.

Second, poppers *can* help, but are impractical to keep using if you are on your back getting it.

Third, a hot bath and some booze will do wonders. Just don't get so sloshed you don't remember how bad it hurt...Heh.

If I were trying to top you, I would suggest a shower/bath/hottub together, complete with very red wine and perhaps some...

I'd get there. :)

Booze, bath, lube, and patience from your b/f who hopefully isn't so big you'll have to be hospitalized!

Answer 5

You can prepare yourself by first making sure it is something that you really want to do. I'm not gonna lie it's gonna hurt. But if you have a tat or a piercing, that hurt to. All I can say is if you really want to try this here are some tips; 1. He needs to play with it first, use some fingers and some lube. 2. He needs to take his time getting in, a lot of lube would help at this part. You need to breathe and if it hurts then tell him so he will go slower. 3. I also suggest that if you can, to play with your cl*t or use some toys while he is trying to get in. This will take your mind off the pain and think about something good. The Key is for him to go slow, use a lot of lube and for you to breathe!!!

Answer 6

A few points:

First, you said your boyfriend wants to do it, but do you? Top/bottom roles are common in gay relationships, but be sure you want to assume the role. Don't do anything you don't want to do. If you decide to let your boyfriend top you, would he reciprocate, or accommodate other desires or interests you have?

That said, aside from the obvious (penetrating yourself with an appropriate object), there's not much you can do to prepare yourself beforehand. In fact, I'd recommend against advanced preparation. You've never done it before, and if you screw up you could injure yourself and worsen your anxiety over the whole issue.

Make sure you can trust your boyfriend. Be sure he knows it's your first time, and that he'll go easy and allow you to adjust gradually. Make sure he uses plenty of lubricant and (most important) a condom. If he's not exceptionally well endowed, you may not have a terrible time of it. If he is very well endowed, make it clear ahead of time that you may need him to stop if the strain on you is too much.

You may want to have a drink or two beforehand to help you relax. You'll experience much greater pain and difficulty if you're tense and unable to relax.

Answer 7

genuinely good answer...you'll enjoy it more if you actually want to do it...not because your boyfriend wants you to.

Have a good wash, especially "down there", and if you take some milk of magnesia (the evening before) and you will have to use the toilet during the day (ie have a bowel movement) then you will be clean on the "inside" as well as the outside.

Set the mood and start of slow...poppers (amelnitrates) is very handy...available in any good adult store...don't be embarrassed about buying it cause lots of straight people use it aswell.

Gently sniff the top of the bottle every few minutes and it will have you relaxed and ready to go in no time!! Lots of lube...& protection

The rest is obvious...soon enough you'll really enjoy it...as that's where the male g-spot is...I promise,

Answer 8

Make sure u are relaxed adn he has prepared u properly ( yes im a girl, but we do anal too u know)lots of water based lube, without proper preparation it can be painfull. Let him use one finger, then two, and not just for a second, till ur easy with two fingers, when ur comfortable with two, like really comfortable and u want more let him try his penis, relax, if it hurts go back to the fingers till ur ready.

Answer 9

Number one is get some good lube. Try loosening yourself up, if even jut a finger, than two and a little more, depending on how big your boyfriend is. First time will always hurt, but relax yourself, and don't be too tense or it will huty for sure. In time you'll losen up and love it!

Answer 10

Listen no drugs! Absolutely not! Unless you take like two shots of alcohol.
But you want to not eat anything that day but light things like Chicken soup,crackers and lots of water and liquids.
Take a laxative early in the morning and follow up with enemas. This way it is all cleaned and there is no residue.
Get a good water based lube like WET or KY. Make sure he licks at your "glory" hole and gets it stimulated and relaxed.
Then I think it is easier to lay on your stomach with your butt propped in the air a little bit and make sure he takes his time and lets it slide in. His member should be well lubed also. Let him slide in nice and easy then build up to a harder stroke.
You will be fine! I'm so excited for you. And just because you bottom this time doesn't mean you will stay one. Its good to be open minded and versatile.