How to enlarge or stretch tight anus

JoliJyant

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My anus is fairly tight and often find it painful to even put my finger up there without feeling a little bit of pain (or burning sensation). I have done anal before and have enjoyed it, but not I have not been sexually active in months. I want to enlarge my anus so the initial part where the toy / penis enters won't hurt or be as stressful as it is now. As soon as something enters and begins to stretch my anus, I tense up and my anus tightens

What can I do to enlarge my anus overtime? Any techniques or exercises? Will butt plugs work?

Serious help appreciated.
 
First, make sure you're using lots of lube. Second, relax! You poop out things that are much larger than your finger, so it's not about size, it's about friction and relaxation. There are sets of butt plugs you can get that will help you get used to putting things up there, and can move you through small, medium, and large until you get used to relaxing enough to take something the size of the average penis. If you need to actually stretch larger, there are dildos and plugs that will help with that too... but if you've not learned to relax, even a little finger will be too much for you. Relaxation is your problem.

And don't worry about getting "too stretched"... that's not a thing. Your anal sphincter can normally accommodate things far larger than the average penis without ever having to stretch beyond normal. Again, it's about relaxation. You only really need to actually stretch beyond the normal range if you're trying to do something like fisting. Even then, people who are into fisting still have the ability to close their sphincter, don't need diapers, etc. So don't worry about that, because it's not a thing.

So just chill, lube up, and go slow. And keep working at it. You'll get there.
 
Butt plugs can be a tool in your arsenal. One suggestion I have is based on teaching some rookies. Some foreplay, maybe a plug, lots of lube to get relaxed. I would lay on my back and you would straddle me. That takes away the concern I am going to go in too fast and hard. Then you can start to go down on me a little at a time. Just a little, then pull up and got back with just a little more. Lots of coaching and encouragement from me during this. Maybe playing with your nipplies and your dick to enhance the pleasure. Keep going at it that way and soon you will have a 1/4 and then a 1/2. Go down and then pull up but not off. When you get to about 3/4 just relax and don't move. Get used to it, but then pull off all the way, reposition and go down on it again. That second time goes much better and you start to feel the pleasure. If you get the right angle I will start to hit your prostrate and it gets even better. Good luck. You can do it and have fun with it.
 
This is a great question. I recently bought a Fleshlight that came with a dildo (Colby Keller). I sucked on it and then tried to mount it and it was HUUUUUUGE.