So I’m lucky enough that the wifey will let me in the back door on occasion. I would live there permanently and pay above average rent to do so if I could. Wife enjoys it “in the middle” in her words. Starting out can be slightly uncomfortable (no pain just the sensation). After everything is good and proper she enjoys herself, and actually tends to come much harder from it in combination with say a magic wand. The problem is after she comes she starts to get pain ( that obviously changes everything). I was thinking that maybe its a size adjustment type of issue (I’m shockingly average in all measurements). I had the thought of getting a series of small to average size plugs and just slowly building up over time, like maybe that would get her used and comfortable to climaxing and continuing with something inserted, but I dunno. She’s willing to try but is doubtful thinking its a relaxation issue. Should we try pulling out after she climaxes and taking a small break before retrying? Any other tips, tricks, or other ideas would be greatly appreciated!

2 comments
  1. Sounds like the increasing sized plugs could help. Given that you didn’t mention what type of prep is involved pre anal activity, it could be her body not being used to all the tightness that comes with orgasm contractions

  2. This is just my own personal experience, but may apply to your wife? When I am having anal sex with a partner, once I orgasm I’m totally done with anal. It’s typical for me to have multiple orgasms with other types of sex, but for some reason, once I’ve orgasmed oncf during anal, it’s like my butt comes to its senses lmao. It’s no longer pleasurable for me, and quickly becomes uncomfortable/painful. I haven’t exactly gone surveying the public on this, but I do know of one other person who has the same response. Might be worth exploring if your wife is similar in that regard.

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