This is the fourth in the series. In general, following the series in order is helpful, but not necessary, but reading the first one "Penthouse 01 - Who Am I" explains the main characters and setting making it easier to enjoy subsequent vignettes including this one.
Penthouse 4 - John
John was the caterer's representative for brunch when Kathy was here. Turns out to be a friend of Master and a member in our local BDSM group. After participating in our delightful brunch Master agreed that John could take me out to dinner and for an evening at our local BDSM club. They had agreed on limits and activities for the evening and sent me a copy to review. I have veto rights though Master knows me well enough that is rarely an issue. This time I asked that in addition to what they had agreed to, I wanted some private room time with John. Though unusual, Master agreed and let John know.
When Master agrees that I am to scene with someone else outside out home there is a negotiated playlist of what MAY occur. Things have progressed from when we used to do limits because too often something occurred that the bottom hadn't thought to add to her list of limits. So, the playlist is much more in line with current thinking on consent. My approved playlist with John was: public exposure (no public nudity), leashed, edged, crawling, flogging, dragons tail, caning (moderate), nipple clamps, labia and clit clamps, spanking, cunt and anal intercourse (bareback), oral sex, face fucking, blindfolds, naked in dungeon, spanking, spit roasted, plugs, vibrators (vaginal and anal), orgasm restrictions, approved third parties, and aftercare required. A fairly normal playlist for me for scenes at the club.
The scheduled day with John started normally, I got up early to make coffee, checked my email for any overnight client issues, and woke Master with his morning oral service. As we laid in bed afterwards, Master checked that I was still good with going with John that night. I told Master about my experience serving John in the hot tub, the care he had taken as he face fucked me to stay within my abilities, and that if Sir trusted me with him, I had no reason to be concerned. Sir smiled and told me that having seen John's equipment, I should wear the larger butt plug that day in preparation. I hadn't thought about that sizeable cock in my ass but told Master I would follow his suggestion. My ass is normally plugged in the morning, and after an enema cleaning right after lunch spends the afternoon on a Bluetooth dildo in the seat of my office chair controlled by my Master. With the evening plans I wore the larger plug all day and delayed the enemas till late afternoon.
Around four PM a courier delivered a package to me. It was from the same dress shop that Kathy and I had visited when she was here. John had sent over a dress for the evening. It was black, backless except for a strip of leather that ran from the collar down the center of my back to the matching leather belt, the front from the collar had two leather trimmed semi-sheer strips of cloth that came down to join a bit below my breasts with the leather trim continuing down to the belt, with another piece of leather trim, just under the breasts that gave a bit of support and finished framing my breasts.. The skirt was a jersey skaters skirt, very full and very short. Putting it on, my breasts were covered by the almost sheer fabric. It was cut so that while no bare skin was showing, they were framed by the leather trim and completely visible under the semi-sheer top. There was also a leather trimmed lace bolero jacket that covered the nipples but ended there. There was also a small box with a pair of clip-on nipple shields which would make sure my nipples stood out and stayed erect.
I got a note from my Master that he would be at the club that night, but that I was John's for the evening. I was to pay attention to John and not be looking around for my Master. The safeword for the evening was Red, but that he and John had agreed that I could use Yellow if I need time to adjust within the scene.
I started my preparations for the evening with my daily enemas. I removed the larger plug that I had worn all day in preparation for John's use later. First a bowel movement followed by a Castilian soap enema, then after purging that a plain salt water one. Both must be held for fifteen minutes while I do cleaning chores. Master thinks moving around while holding one helps get things cleaner. Then a shower, shave my body and cunt, leaving the neatly trimmed triangle of red on my mound that Master likes to see. I decided to leave my hair down but put a couple of hair bands in my little clutch purse in case John wanted pigtails later. I wasn't sure what look John would like so only went a little heavy with the waterproof make-up. Quite sure I was going to be shedding tears sometime during the evening and only a few sadists I know like the mascara running down the cheeks.
I teased my nipples erect and attached the clip-on nipple shields. Not quite as bad as clamps, but tight enough to make sure the nipple stayed erect, and the silver surround certainly would draw attention to them. I debated on which but plug and decided on the medium sized NJOY. Not as big as the one I had worn all day, but larger than my everyday plug. The stilettos were the obvious shoe choice since I wasn't expecting to do a lot of walking. The dress fit perfectly. Without the bolero, the silver nipple shields, and the dress's leather trim really called attention to my otherwise naked breasts. Adding the bolero covered the breasts as long as it stayed in place. When I moved an arm to reach for anything a breast and silver framed nipple became quite visible. I finished with the last touches when John texted that he was here and coming up. Master had requested that I wear my heavy leather collar tonight, so I was finishing buckling and locking it when John rang the doorbell.