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>>43828136
More than enough time. Get yourself a set of 3 plugs that slowly increase in size with the last size being roughly a little larger than the size of your partner. Use lots of lube, go slow, and don't stress about it. The more relaxed you are and learn to train your body to be, the better. You can also practice kegels to give them a little something extra.

>>43828136
Anon, clean your asshole. Douche clean it. Ask if he prefers it shaved or unshaven. If he wants pictures to know how it looks, please spread your asscheeks and send pictures. If insecure about pictures, ask him to come facetime your stretched asshole.

One cleaned and groomed, you need buttplugs and use lube. I don't think you need 3 plugs, just one as most of the stretching should be done by him. If your asshole is already buttplug expanded, than he'll think you're a whore.

Keep it tight, but not so tight that he can't fit his girth. Please also inform him you are using a buttplug from now to July 4th.

Keep him updated on the process. Its now his hole as much as it is yours. Only the dumbest bottoms who retain no men do not defer to their tops. Know your place.

Practice stretching your asshole open for him so you don't look like a klutz when he fucks you. No, he can't bend you over and manhandle into position. You have to assume position and present your hole to him. Men need be served, please don't be a bad bottom.

Understood?

>>43828255
>>43828372
So do I buy a buttplug or a dildo?

>>43828136
ghost him on july 3nd

>>43828394
Buttplug is tighter and long-term. Also, you can monitor it 24/7. You can't dildo yourself 24/7. But it is short-term in the sense of you can stretch it as desired in a few ROUGH sessions.

But I don't think you want to tire yourself out and you will definitely feel disappointed when he rams you. So no dildo. Get a buttplug, and you need to wear it 24/7 and remove and wash it habitually ofc.

And then after he's finished with you, you can keep it on. Getting a dildo will just get you addicted to masturbation and getting fucked. Buttplugs keep you steady and if you enjoy bottoming, you'll probably buttplug yourself till death.

>>43828372
>I don't think
Obviously. You have no idea how the anus or good anal sex works other than rape fantasy

>>43828516
Imagine getting hard pressed over a fucking phrase. You crusty virgin. No, your "boyfriend" doesn't like crust he fucks your dirty hole.

>>43828394
1 of each. Start with a 1.5" glass plug and a standard size dildo with a suction cup
I asked this recently on /d/ and that seems to be the best advice >>>/d/11525248

>>43828136
fast before he comes. get a bulb to flush yourself, get lube. practice relaxing.

>>43828136
You need to practice both short term (loosen yourself up before he sticks it in) and long term (practice regularly).