I've tried to do research but haven't really found any first-hand perspectives.

Has anyone else felt tenderness during anal play (masturbation or with a partner)?

When I mean tender, it hurts but not like my first few times with an ex where it was DEF a lack of lube. I am tested regularly & am clean. What could be causing this? It's been incredibly frustrating because I would like to explore. I am apprehensive that with larger toys that it'll only get worse.

Please vote from your experience(s). less

Well, I don't engage in ANY anal play because of the risks involved, and because well, I cannot get comfortable with anal. This is one sex fad I have finally realized I just won't ever be comfortable doing.

Anyways, when you think about it, vaginas were naturally made for penetration where as booties really were not. Some people say they don't feel discomfort during anal stuff, but I can't understand how that'd be. Unless they're used to it by now. However, I've never heard of anybody who didn't feel at least discomfort for the first few times. You're putting something in a dry, very tight hole that originally was not meant for things to go inside.

What about things like anal fissures, hemorrhoids? Do you suffer with problems like IBS or any other digestive disorder, even constipation can truly cause irritation down there. I am no anal sex expert, but I know a whole hell of a lot about booties. It's more than likely going to hurt or at least be uncomfortable. If it does hurt or doesn't feel GOOD, you could just not do it. If you're set on doing it though, I suppose you need to prepare even more than you already have. If you're using a handful of lubricant and it's not helping a whole lot, adding even more won't either. Plus if you have had small tears/anal fissures, you're absolutely going to feel discomfort if not real pain and anal sex will further irritate those conditions.

I can only say, if you're experiencing discomfort, you really don't NEED to try larger items. I don't mean to sound like one of those people who just say "don't do it." But in this case, it IS your bodie's way of telling you that something is not right if the discomfort/irritation/ pain is not subsiding. Either try sticking with smaller toys for now and be patient while you work your way up or try to avoid this type of play all together.


I think most anal sex likin' people will tell you to be patient, stay with something that is comfortable and don't push yourself with larger items until you are truly ready. Sounds like you need to give your booty time to relax more (although a butt hole can really only relax so much) and gradually get to where you want.

Keep in mind the anal canal is NOT the vaginal canal. A vagina can usually withstand a bit more roughness than a booty can and you don't want to overwhelm yourself and end up causing tears/fissures or something far worse than ol' discomfort. less

I've tried to do research but haven't really found any first-hand perspectives.

Has anyone else felt tenderness during anal play (masturbation or with a partner)?

When I mean tender, it hurts but not like my first few times with an ex where it was DEF a lack of lube. I am tested regularly & am clean. What could be causing this? It's been incredibly frustrating because I would like to explore. I am apprehensive that with larger toys that it'll only get worse.

Please vote from your experience(s). less

I've tried to do research but haven't really found any first-hand perspectives.

Has anyone else felt tenderness during anal play (masturbation or with a partner)?

When I mean tender, it hurts but not like my first few times with an ex where it was DEF a lack of lube. I am tested regularly & am clean. What could be causing this? It's been incredibly frustrating because I would like to explore. I am apprehensive that with larger toys that it'll only get worse.

Please vote from your experience(s). less