Tonight I layed my sissy out on my anal training table with her legs hoisted high in the air for her new butt plug fitting. This was no ordinary plug. This has 3 bumps that get bigger in size. I first stretched her out with my slender 7 inch dildo

This was a custom clip request for me to be Nurse Keswick. I am dressed in my leather pencil skirt and 7 inch high heel white platform leather boots. I start by teasing my sissy while she is standing up and secured to my ceiling wrist restraints. I

My sissy was supposed to be organizing my pantie drawer while I was out but I caught her playing with my panties instead. So I have her lay across my leather lap for an over the knee spanking with my leather gloves. I am also wearing my patent

I put clothespins all over my sissy’s clitty and edge her over and over until she squirts sissy cream for me. I love milking her this way! Download Mrs Keswick Sissy Clothespin Handjob - 161,8 MB

Another Custom clip order. This was all about a closeup handjob of me slowly edging my sissy over and over until she drooled out all her sissy cream for me. This was a lot of fun! Download Mrs Keswick Closeup Sissy Milking - 266,1 MB

I edged him for only about 3 minutes until he had an unauthorized ejaculation all over my shiny pantyhose covered leg. It even ran down into my new heels. I then continued to milk more out not once but two more times. My pantyhose were soaked at the

I have my sissy secured to my infamous milking table again. Tonight I am feeling greedy and decide to not only ruin her orgasm but then milk a second orgasm out of her little clitty. After teasing her over and over it got to the point where she

I use my new favorite toy (realistic life like squirting dildo) to show you how I like to make my subs to cum for me. The end of this clip has a massive cum shot that soaks my newly dark red manicure finger nails. Lots of sensual jerk off

I make a reluctant submissive transform into a crossdressing sissy gurl. The transformation is complete after I milk out her first squirts of sissy cream with a long teasing handjob. Download Mrs Keswick Mommy Transforms Sub Into Sissy - 472,3 MB

This session was all about teasing and denial followed up with both a ruined and a administered milking. I start by encasing his tiny penis in my soft lycra shiny pantyhose. Once he got nice and hard I brought out my penis forceps to see how wide I

New custom clip order. I have my sub trapped under my trample board and tease his tiny penis with my 6 inch patent leather boots. Once he gets nice and hard I edge him over and over until he finally squirts all over my trample board for me like a

I was not happy with my sissy’s last milking. I showed her what a proper amount of sissy cream should look like by displaying the sissy cream soaked panties from my other cum slut, Sissy Veronica. For her punishment I inserted a urethral sound and

This was a custom clip request for me to wear double shiny gold pantyhose. I administer a soft silky pantyhose footjob but my sub has an unauthorized ejaculation across my double layered pantyhose covered foot. I tell him I want more and remove the

Trailer for my full length clip: www.manyvids.com/Video/1107471/Femdom-Mommy-Gives-Sissy-First-Milking/ Download Mrs Keswick Femdom Mommy Gives First Milking Trailer - 129,7 MB

This is part 1 of a 5 part series I am starting this month. This first part is not for the faint of heart! This includes needle play in my sissy’s hard swollen clitty head. I welcome a new sissy into my HOUSE OF SISSY. In her first phase of training

I have my sub bound under my trample board with his little penis poking thru the gloryhole. I make him stare at my shiny pantyhose and 5 inch heels while I edge him over and over for 14 minutes. Finally I allow him to cum by getting his little penis

I have my sissy strung up and spread eagle with my pink sissy spreader bar. She is dressed in her new sheer nylon see thru pink skater skirt. Her little clitty is completely visible under the sheer nylon material. I tease and edge her while seated

This clip was a custom clip complete with a new item I have never owned…Patent leather Knee High Lace Up Boots! I had my sissy secured under my trample board and decided to milk her clitty out with just my 6 inch heeled boots. She squirted out sissy

In this custom clip I tease my sissy maid with a pair of my pantyhose I wore earlier in a different milking session. I slide the pantyhose back and forth just under the head of her swollen little clitty. Next I take one leg of the pantyhose and roll

This clip was a lot shorter than expected due to my sissy having an unauthorized ejaculation. I start this clip standing up. I love looking down at my bound helpless sissy with her hard clitty twitching and throbbing for my touch. I edge her for the

Another custom clip for one of my loyal supporters. I have my sub under my trample board because he was caught playing in my panty drawer without my supervision. I start off teasing his little penis with a soft pair of my shiny lycra black panties.

This was a custom clip. A nice close up of my shiny nylon covered feet slipping in and out of my 5 inch heels. I slowly rub my nylons together as I cross and uncross my legs. Close ups of shoe dangling and ankle rolls. If you love that slippery

Tonight I teased my sub for over 2 hours before ruining his orgasm and then quickly administering another orgasm which ended up all over my shiny pantyhose covered leg. This clip is edited down from 120 minutes of session footage to 17 minutes of my

This is for those that have a fetish for tickling handjobs. Once I get my boy’s cute little penis nice and hard I administer some very slow penis tickling techniques. I use slow circling motions with my lubed up hand right on top of his swollen

This Part 2 of the custom order clip. Cum On My Latex Skirt and Bound Handjob For this final milking I have him bound to my milking table and edge him for 15 minutes before draining his ball dry for the night. Download Mrs Keswick Bound Handjob Mp4

This was a custom clip with close ups of my double layered 20 denier shiny gold pantyhose covered legs and high heels. My client asked for elevator/department store music to play in the background. I truly feel this added a classy retro vibe to the

Once again I secured my sissy to my milking table and had a nice long edging session. Once I realized she was getting too close to hold off I stopped and placed her satin blue milking bib over swollen twitching clitty. This way once she starts