Drew’s specification

Drew sent me a text yesterday telling me to go in the bathroom and take off my underwear and go commando the rest of the day and he wanted proof that it happened. I was in a meeting at the time and couldn’t do it right away, but when I had the opportunity, I went into the large stall in the bathroom (the one a construction worker looked down into that one time and saw me in the Halfshell) and made him a video of me taking off my shoes and pants, stripping my underwear off (an old jock strap) and puting everything but the underwear back on, hoping the whole time nobody came in and caught a glimpse through the crack in the door of the odd behavior. The jock went into my pocket and then my computer bag. In fact, it’s still there.

I sent the video and he told me that for the rest of the week, unless I was carrying a plug in my ass I had to go without underwear. And if I had a plug in, the underwear had to be skimpy. This is a bit of challenge since I’m in the Steelheart this week and it’s heavier than the other devices I wear and it’s not comfortable to wear commando. The only option, of course, was to put in a plug. The XXL WMCBP is what I chose.

Issue is, for me, that the thong I’m wearing pushes the plug all the way in all the time, especially when I’m walking around. It feels exactly like someone’s following me and holding it in as far as it’ll go with their fingers. I mentioned this to Drew who thought that sounded awesome so, since I had to come home to deal with a carpet install, he told me to take the opportunity to replace the XXL with the XXXL plug. So…I have that to look forward to. I’ll do it after the carpet guy leaves.

After the jump, I’ve included the image I sent to Drew this morning as proof I was plugged and wearing the type of underwear he specified.