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Trying to relax. It is best to „hang loose“ and not to be stressed.
Also, train yourself to get used to things in there, or get a Dom to *** you to be trained if you prefer
Training to get your ass ready. My boys always do. Also there is lube that is for anal which will relax your asshole. That helps a lot from what I have been told by boys.

Bresthe, relax, get her to use her fingers first clean out really well beforehand...

Relax... And lube. Make it a special event and take your time with it. If you drink or party do some of that first. Loosen up with some toys or hand play. Make sure she's comfortable with that and just go from there. Clean out a few hours beforehand to prevent a big mess. Just remember when playing with anal. It's your butt shit happens, don't get embarrassed. Clean up, switch roles for a little bit, relax, and keep going.
  1 hour ago, TheTemptingRedQueen said:
Training to get your ass ready. My boys always do. Also there is lube that is for anal which will relax your asshole. That helps a lot from what I have been told by boys.
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Do NOT use numbing agents you want to feel everything for pleasure and ***
*** tells you to stop

Have you given any thought to exploring on your own with a suction cup dildo? That way you can do more exploration at your own pace. To reiterate what others have said start small and go slow. Try to relax and breathe. And with all things, communicate, communicate, communicate with your partner. What are your partner's fantasies and do they align with yours? Perhaps your partner can watch you with the suction cup dildo so they can get an idea of what you're looking for ie s***d, depth, rhythm, etc.
  1 hour ago, Cypresswillys said:

Do NOT use numbing agents you want to feel everything for pleasure and ***
*** tells you to stop

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It is not a numbing agent. It just helps relax your ass. It is especially made for anal.

Training on your own time. Butt plugs are huge. Loosening very good before getting pegged. Realizing a lot of its me mental as well as ***ful. For me its not size really that uncomfortable… its the actual texture of the dildo. But biggest thing like anything else is just time and practice. It took me over a year with my Mistress to really get comfortable with any butt stuff.
Optimise your diet and you won't have any troubles.
This is controversial but if you have decent muscles, you don't even need much lube. Just a little bit of patience.
Lots of lube.
Discomfort is fine, *** means stop-some5hing may have torn.
Start small, then go larger. Youre stretching muscles. For the love of god, srart small and work your way up.
Lol ...*for the love of God, start small and work your way up* never truer words spoken
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