Anal sex... Pain.... pleasure.... or do you like a little of both

How do you like it... does entry cause pain, and then pleasure ? Do you like to be dialated before ?

I love it. Prep is the key to this pleasure. I find inserting a butt plug really “readies the way” prior to having a nice penis penetrating your hiney hole! Use lots of lube — I like Astroglide (YMMV) — and your buddy’s errection will just slide in for a most incredible ride. I especially love ❤️ it when he goes “balls deep” and you can feel his balls slapping on your hiney! Wow!

I like it when it's smooth and comfortable, not rough, enough to hit my prostate and love it when he is in me for a long time thrusting or not. Initial penetration always stings a little bit for me until the lube and my muscles relax, from there in its hopefully nice and smooth sailing.

Don't care for a rough guy and definitely not a jack hammer.

I enjoy a very smooth, well-lubed experience. And I like it deep… but no Jack-hammer pounding.. just a sensual, slippery, deep fucking. (Real or dildo)

I agree about “NO jackhammering”! Feeling his cock head popping through my sphincter is a wonderful feeling. Slow insertion followed by Nice slow thrusting and “parking it deep” is what I love ❤️ the most!

My partner and I both love anal sex that's gental easy going full depth pentration. Before intimacy, bottom end cleaning and inserting lube. We are regular users of butt plugs, so a lengthy warm up is generally not needed.

The first time was a little uncomfortable at first, but painless. Gently going in slow and steady to full depth and stop. Once the bottom is relaxed and ready, thrusting starts. This method has been our painless experience.

We're not into or do "jackhammer" rough style of sex. It goes far deeper than just sex.

Yes to the dilation before! Either a plug or at the least finger me with progressively more fingers. There's always pain at the initial penetration, but if I'm prepped before it's much less and/or it hurts but it feels good too.

Entry causes a bit of discomfort, but, it soon turns to pleasure. Slow, deep and steady is always nice. A little bit of pounding can add a bit of variety as long as it doesn't overtake and replace the slow and steady. As a bottom, I like it when my top keeps me guessing what's coming next and then stays inside me after he cums.

I very happy of the post made to this point on this topic. Everyone seems to be playing safe at their comfort zone and realistic desires. As always listen to your body, play safe, and enjoy the experience my friends.

@Nurse_Phillips Having been both the recpient & giver of an anal fuck I agree there is usually a burning sting on initial penetration but I would hate it to turn into outright pain for my partner. 😞 Lots of patience lots of lube & a couple of fingers or a small plug / vibrator all help ease the way. This should be all about giving & receiving pleasure not pain...😃

Always enjoyed it a little, for a short time..love the preparation part, usually starting with enema, the lubing, the teasing, the slow enter, the deep and slow penetration. I had numerous experience in my life, starting fairly young. I was never interested in being fucked in its general meaning..no hard and fast for me, no big cocks tearing in.... My wife had learned to do it just right, going in slowly and then rubbing herself so that the motion contributed to her pleasure. I've never had an orgasm while penetrated, she did most of the times. Of course, if I was sitting on one, moving slowly while being sucked, that would have brought me off....

So, anal sex for me it is only for pleasure whatever I'm giving or taking....

I do anal sex with plugs. My beautiful blonde is happy for me to insert in front of her, but she prefers other pleasures. Currently up to XXL with Square Peg Egg. I take an enema every morning, usually with a SN SPD-2.5. The XXL is a bit larger but softer. I dilate and lubricate well. Yes, it does, initially; hurt a little going in but I love the feeling of fullness and the pressure on my prostate. The sensation of loving my beautiful lady well plugged is amazing. I am almost seventy and sex had never been this good!

I've had anal sex with my wife about six times, twice in the first year after we were married almost 50 years ago and four times about two years ago.

In all six cases, I did the best preparation I knew how to do: used lots of lube, inserted one finger, inserted two fingers, tried to insert three fingers, inserted my penis, proceeded slowly. Unfortunately, it was always too painful for her. And she got no pleasure from it at all.

After the last time we had anal sex, I asked if it always hurt, all the time. She said, no, it took a minute or so to get used to my penis and then it wasn't painful. But the pain before that point was too much for her.

Thank you, @Nurse_Phillips, for saying...

Yes to the dilation before! Either a plug or at the least finger me with progressively more fingers. There's always pain at the initial penetration, but if I'm prepped before it's much less and/or it hurts but it feels good too.

I'm glad to hear from a woman who enjoys anal sex that "there's always pain at the initial penetration, but if [you're] prepped before it's much less and/or it hurts but it feels good too."

Now, I feel a little better knowing "there's always (some) pain at the initial penetration." Unfortunately for us, or at last for me, even that pain is too much for my wife. If she got some enjoyment or pleasure that was greater than the initial pain, then we would probably being having regular anal sex.

On the other hand, or, on the other anus, as in mine, I like having my wife peg me and she happily pegs me anytime I request it, which is probably about once a month. Because she has inserted many toys into my bottom over the years, my bottom is eager and able to accommodate the pegging implements virtually pain free, as long as she doesn't ram it home immediately. I don't require any preparatory stretching--she just needs to go slow with the initial penetration...and then she can ram it home.

I like the intense feeling of anal sex and think that the pain is a really pleasurable and highly erotic.

Analsex has not to be painful, when doing it the right way !! - means many foreplay for stimulating, also intensive lubrication, and doing it slowly !!

But otherways a moderate feeling of pain can be also very attractive for the lady, when in special mood, setting and atmosphaere !! - and so highen the entended enjoyment !!