My wife and I have played with chastity off and on for about two years now. I am seldom locked for more than a week at a time though. When Loctober came we agreed she could pleasure herself as needed and I would be allowed to watch but would remain locked. She uses a clit vibe and a realistic dildo that is more than twice my size. God I love to watch that! She says she still likes my cock just fine, but I know she likes her toys better. After two weeks, I begged her for a supervised jerk off. She took pity on me and I would be allowed two minutes to cum, using her breasts as a target. I didn't need the full two minutes. I was then allowed to suck her cum covered nipples. She clearly liked it, as did I. I went back into lock-up right after that. Fast forward to early November. I was allowed another short release. She had me kneel in front of her to masturbate while sucking her nipples. I came in my hand after about 30 seconds without even getting an erection. I hoped she would have me eat my cum, but she didn't ask. Instead, as soon as I had come, she wanted me locked back up. She had never before helped push my balls through the base ring but now she most definitely wanted to assist. How far we have come in two years! Then last night after I had been without PIV for over a month and caged 24/7 for over a week, she told me to take viagra. Yes!! I was really looking forward to PIV! When we went to bed a couple hours later she bent me over the bed for a good flogging which has become a regular part of our foreplay in the last year or so. Like I said, our sex life has been changing quite a bit. After the flogging she reached between my legs and played with my cage and balls until I had a painful in-cage erection . I had never been so hard in the cage. She told me to stand and I showed her what she had done to me. My cage and balls stood out from my body. There was a good three inches from my abdomen to my balls. Then came my balls and my two inch steel cage. I was fully erect at a length longer than my normal small erection and incapable of doing anything about it! "OK,we're done...time to get some sleep" she said. I love that woman!
Sounds like your relationship is progressing very nicely. Viagra while caged without release is a nice sadistic touch! My Mistress also much prefers her toys to unsatisfying PIV, though I am still allowed to lick her to orgasm, assuming good behavior.
Any updates? Yes we have finally found the right dildo for my strapon harness (the one a wear for her). It took several atempts to find one. Now, finally she has one she likes. She road it to a strong orgasm a couple of nights ago.
Congrats. Now don’t mess it up. Keep doing what you’re doing and don’t do what lots of guys do ... push her for more. Its amazing if we are patient and don’t push and let the ladies feel comfortable how they’ll embrace their dominant sides. So I’m looking to hear more as you feel like sharing.
One of those panties with a built in ring for a dildo (rather than a leather harness). It came with a "starter" pegging dong that is not too big around and only about 5" long. Then I ordered a clear silicone cock sleeve (cock extender) . Made the total length about 6". So, a little longer than me and a little thicker, and a little stiffer than me, but NOT as stiff as many cocks made for strap ons. It is not the best for missionary but great when she wants to ride. https://www.stockroom.com/scandal-pegging-panty-set.html The smaller one: https://www.amazon.com/SHEQU-Reusable-Extender-Extension-Ejaculation/dp/B071K82LQ2