Your preferences for making anal sex pleasant?

Make sure to relax, don’t tighten up.

another option would be to not do it.

In addition to what you wrote; use a condom. Some girls like to stimulate the clitoris to boost. This, as everything else, takes practice.

Avoid it.

I met someone who ended up having to have a colostomy as they had damaged themselves so badly.

Not being on the receiving end.

with a woman.

Keep your toys clean and dry. Rinse them and any body parts well (soap can burn).

Keep fingernails trimmed close. A candlelight enema works well too.

Alcohol. (don’t get so toasty that you hurt yourself or your partner)

Relax do , do it it will make you cum > lol
Relax , start with fingers , use loads LOADS of lube and spittal . If it’s your ass when the device is inside push , then take it slow until time says faster .

Not to scare you but the first few times you attempt it, will probably be the most painful. They say the key is to relax. But even once you think you’re relaxed, you’re “hole” still isn’t. It takes a lot of concentration to control those muscles. Make sure to tell your partner to go very slow and be extra careful. One wrong slip and you’ll be in a LOT of pain.

I have heard a lot of good things about This
I haven’t personally used it but a few of my girlfriends have and they said it helps tremendously.

As I have said elsewhere, I got a scratch and developed an anal fisture which led to a nasty surgey. Since I had two small kids in school, I put off the operation for 6 weeks and had to take three warm baths a day to prevent infection. (I, too, am a woman.)

@gailcalled ^ I think you have definitely made up my mind ^ about whether I will ever try anal. Im thinking HELL NO Thanks! :)

Don’t try to stick a penis in there the first time. Work up to that.
Just like losing your virginity, it’s going to hurt a little.

Losing my virginity did not hurt. The timid attempt at anal sex was very painful; enough for me to know to stop.

Anal sex will be easier on you if you’re very aroused, so make sure your boyfriend uses all of his sexual power to turn you on first.

It is not for everyone.

You are either an anal sex person or you are not.

Do not do it if you are not hip with it. Or, if your partner is aggressive about it.
You could be up for the experience, but a bad do’er could stop you from ever trying it again.

And, all the above mentioned.

I’m curious and willing to try it. I just don’t know how necessary enemas or douching are and want to make sure he’s still excited while all of this is happening with me. I know positioning would be tricky but i wasn’t sure if there’s really anything i can do for him.

Be mature about it. Don’t expect it to be all nicey nice if you had a BIG meal earlier. There is a good possibility there will be butt truffles, in any case.

Keep a washcloth in the bathroom sink for your partner to clean up right after. If he is a good man he will get another wash cloth to clean you up with.

There are smells, and bodily fluids no matter what type of sexual experience you are going to have. It is all good and two mature and understanding individuals can accomplish and enjoy plenty.

my advice is the first time or two don’t even plan to have anal sex – just some anal play – his finger and lots of lube. see if you like it and see if it turns you on. remember a penis is a lot bigger than a finger so the finger is just an indicator if this is for you. if it’s not for you, don’t worry about letting the guy down. he can deal with it and don’t feel guilty about it. but just go very slowly with the progression from play to finger to penis. lots of lube, try to make it all romantic, slow slow slow…...

The finger play was what generated the scratch that got infected. Perhaps have partner trim nails if you are really willing to try. I can’t imagine, myself, anything less romantic or sexually arrousing about what ChazMaz so charmingly calls “butt truffles.” Why not just play in the excrement already in toilet?

@gailcalled That was lovely.

Finger condom.

The key is to go slowly and cautiously.. Start with a fleet enema and then gloved finger play.. Work up to the big moment and you control the speed, not him.. Just ease into it and enjoy it.. It is not for everyone so if you don’t like the finger don’t go any further…

another piece of advice: when you have anal sex, and it hurts (because i think there’s no denying it hurts, although i think if you relax it’s a good hurt), when you first feel the pain, and your first instinct would be to tense up, you have to force yourself to relax. your first instinct will be like “whoa, that hurts, get it out!” but you have to concentrate and relax, and then it will start to feel good (although i think it will still hurt) and you may enjoy it. put your shoulders down as low as possible to your ass is in the air , push out and just try to relax. remember slow slow slow.

when you say you don’t know if there’s anything you can do for him, don’t worry about him, he should be worrying about you.

my recommendation would be to douche.

It’s important to “relax” and “stay in the moment”. Letting your mind go in different directions (like worrying about things) can be a real mood killer. Lots of lube helps, too.

do it with a guy with a small penis…not a big one!

Agree with @Lightlyseared . My lady had to go through that after being raped and otherwise assaulted before we met. The colostomy was needed for six months for the damage to heal. Obviously we never attempted anal sex.

As many others have mentioned, it’s not for everyone. If you aren’t psychologically into it, it won’t feel the same. Most of the thrill is the idea that you are being penetrated and are letting someone get that close. You don’t naturally lubricate there, so use plenty of lube. As far as cleanliness goes, many people will “prepare” for the evening by using an enema ahead of time to ensure that the “rectal vault” is empty. Regardless, there is always bacteria there, so using a condom is the way to go. Wash afterwards, him too, and don’t go directly from anus to vagina without washing with soap and water. Remember that the mucosa in the rectum is not like inside the vagina and is much more delicate – use lots of lube and go slow.

@Iclamae You wrote: _ I know about the excessive lubing, being gentle, communicating, and going slow._

You’re good to go.

Seeing this is old, this will be for those just wondering in. Anal sex can be good right off the top with preparation, the big mistake is to go from nothing to deep in the buns. To get ready for anal you should start ”training” weeks or longer before that. The 1st thing in is the finger, it helps if you lube up you finger and place her across your lap. While fingering her you slip a digit in the pooper so you are like doing a double penetration thing. It helps with the relaxing because it will all blend into a good finger session. Once you have it so you can slip in a finger and no discomfort you can move up to a slender butt plug, and you can work that slowly in and out with ample lube while fingering her or giving her head. Then you move up to a larger butt plug or small dildo (helps if it vibrates or the butt plug is expandable.) Then after you have loosen things up with the larger butt plug, vibrator, or dildo you can usually get it in quite easy with lots of lube. Go slow, and when all the way in hold it there no movement until she is acquainted with the fullness then you can start pumping, but don’t go at it like some piston in a car and all should work well. If you are concerned with cleanliness, have her take an enema 30 minutes to an hour before the fun is set to start.