My wife/Mistress and I have experimented with chastity, off and on for roughly the last two years. The longest continuous period I’ve stayed locked is around ten days. In late August, she asked if I was ready to tackle Locktober by remaining locked for all 31 days of September. We agreed to try it out, dedicating the month to preparation since this would clearly be a big step up from our usual routine. Part of our prep involves completing a 10-day ruined orgasm challenge. There are many variations online if you search for them, but we selected one specific version - … challenge/ - and made a few adjustments:
- She always cums first.
- Once the ruin is complete, she strokes very slowly (carefully to avoid accidents) to ensure everything dribbles out so we capture every last drop.
- I have to eat all pre-cum and cum.
With those rules set, we began last night. We aren’t following the exact order listed in the post because some of the challenges take longer than others.
Last night, after she had her climax, I was permitted PIV and could ruin on her thigh. Sexually serving her and giving her pleasure always gets me very aroused, so it didn’t take long:D . Afterward, I dutifully bent down and licked my spunk from her thigh. She then performed the slow stroke, collecting what remained in her hand for me to lick up as well.
Later, she asked if finding out she was getting full pleasure while I was being ruined was frustrating—knowing going in that I would only get a ruined orgasm…and with nine more to come. I told her it wasn’t exactly frustration. It felt tempered by my submissive mindset and knowing she enjoyed herself made me sexually aroused and horny. Instead of frustration, I described the feeling as unfulfilled.
So, we continue tonight. I’m not sure which specific challenge we’re doing next, but I’ll report back tomorrow.