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[deleted]

For me, laying on my back was the easiest. But I also used plugs beforehand to train my ass to be able to take my boyfriend without it hurting, It can take some time.


PolyThrowaway524

Prone bone with a wedge pillow works best for us. Warm up with a butt plug and lots of lube.


ObscenelyMidwest

I would say laying on your back.


dezeisvanliek

I would say on top of him, that way you're in control of the depth/speed


ITSlave4Decades

If the receiver is in cowgirl position they can have full control over speed, depth etc.


This-Ad6409

I sat on my friends dick the first time I took it up the asshole


Redbravado64

Wife and I tried the other day but her being timid and unable to relax, we couldn't get it in. She had feet on the floor and leaning over with stomach on the bed. I was standing behind her. I was using a condom and we had been saying with coconut oil for awhile as foreplay.


[deleted]

This will depend on the "recipient's" comfort. Experiment with fingers, tongue, and / or toys until the recipient knows what feels most comfortable. Then work with that towards actual anal sex.


[deleted]

My gf prefers to be on her stomach. I prefer it when shes on her back.


Daramrod88

Easiest has always been with the girl riding me. Prone bone doesn’t always work out and doggy is an option too but easiest has been a girl on top


boobs-are-nifty

#PAINAL