20F - Help me learn to love anal (add thread?)

[hannah_slave123]

Hello GetDare!

I've been on this site for a few years now and, in that time, anal has moved from being a limit (I didn't even want to try it) to being a dislike (I try to avoid it). I'm thinking with some more practice though, I could probably train myself (and my ass) to enjoy anal (and move it onto my list of likes).

So, I'm asking you all, the lovely people of GetDare, to help train my ass to love anal. I don't have any toys yet, though I will consider buying some if this thread gains any traction on here.

I am thinking that maybe every post on here can be 5 minutes with something inserted in my ass? Poster can specify what they'd like inserted until I buy a plug (I will modify this post / update the thread if I get one). And obviously feel free to give other dares or rules to help me learn to love being stuffed like a good slut.

Xoxo,

Hannah

[Heyythere04]

As it has moved from limits to dislikes
I think 2 fingers every day for 5 mins till you buy a plug

And buy a small or medium
Don't fo for large as you are still new

[Sissymjohnson]

And, once you have your butt plug, put it in, and hold your vibrator on it. Start with 5 minutes the first day, and add a minute every day for 2 weeks.

[pepsilg]

First of all, take care of lube. If you doesn't try anal before at all, I suggests you to start with one finger. To make it all more enjoyable, I dare you to rub your asshole with one finger and lube for 5 minutes, then start to sliding it inside. Just a tip of finger 10 times in and out. Wait a minute and start sliding it deeper, 15 repeats this time. Next play with your pussy to make you cum, but hold edge for a moment (I know you don't like it, but one edge isn't edging at all!) and put your finger in ass again, then make yourself cum. You can feel how sphincter works and when something is in asshole, orgasms are a little different. To go further, you can orgasm only with your finger inside your ass (or two if you train) for a week. And of course, buttplugs are awesome and you should buy few small/medium sizes and shapes, but anal beads are great too. Don't be so brave with anal as a newbie, train a bit longer but safer and lighet. Pleasure will come anyway, but as long as you have no injury.

[pepsilg]

So how are you and your ass doing, Hannah?

[hannah_slave123]

Originally Posted by Heyythere04

As it has moved from limits to dislikes
I think 2 fingers every day for 5 mins till you buy a plug

And buy a small or medium
Don't go for large as you are still new

Thank you! I've been doing this for a few days now and it is definitely starting to get easier the more I do it.

[hannah_slave123]

Originally Posted by Sissymjohnson

And, once you have your butt plug, put it in, and hold your vibrator on it. Start with 5 minutes the first day, and add a minute every day for 2 weeks.

I don't have a vibrator currently, though it is on my list of desired toys once I have enough money to buy some. Is there some other way that I can do this task once I have the butt plug?

[grannyd16]

Try masturbating using only anal pleasure, no touching anywere else

[hannah_slave123]

Originally Posted by pepsilg

First of all, take care of lube. If you doesn't try anal before at all, I suggests you to start with one finger. To make it all more enjoyable, I dare you to rub your asshole with one finger and lube for 5 minutes, then start to sliding it inside. Just a tip of finger 10 times in and out. Wait a minute and start sliding it deeper, 15 repeats this time. Next play with your pussy to make you cum, but hold edge for a moment (I know you don't like it, but one edge isn't edging at all!) and put your finger in ass again, then make yourself cum. You can feel how sphincter works and when something is in asshole, orgasms are a little different. To go further, you can orgasm only with your finger inside your ass (or two if you train) for a week. And of course, buttplugs are awesome and you should buy few small/medium sizes and shapes, but anal beads are great too. Don't be so brave with anal as a newbie, train a bit longer but safer and lighter. Pleasure will come anyway, but as long as you have no injury.

I've done anal a few times before, but it has always been in the context of a punishment so I've never really enjoyed it. I don't find it that hard to insert one finger into my asshole (I've done up to 5 pens at once), I just find it hard to be comfortable with something up there lol

It definitely felt a bit weird to orgasm with a finger in my ass, and it was a bit harder to cum this way. I was in a bit of a weird position to try and keep a finger somewhat deep in my ass whilst also using my other hand to edge myself. I might try this again, but with pens or something inserted in my ass so I can lay more comfortably.

Thank you for all the advice & for the task!

[hannah_slave123]

Originally Posted by grannyd16

Try masturbating using only anal pleasure, no touching anywere else

Thank you for the task! I will try this now and report back. I think this might be difficult for me at this point, but I will see what I can do.

[hannah_slave123]

Question for all of the anal experts out there - what companies make good butt plugs? My budget for this isn't super high, but I do want something that will be safe and has a decent reputation. Any thoughts?

[Moonovermarin]

If you're a straight up beginner, I'd say buying a good set of jelly-style plugs is your best bet.

I use these all the time because they're super comfortable, especially if I'm wearing them for longer periods of time, i.e. at work/school/whatever...

they're not as intrusive or noticeable as metal or glass.

happy stretching friend.