This is another custom clip order. I administer a handjob to my sub and he cums twice for me. I decide to keep going until he he gives me 4 dry heave orgasms. This was a very painful session for him. Download Mrs Keswick Dry Heave Handjob - 282,8 MB

My sissy was such a good gurl when I took her shopping today for new outfits. I couldn’t wait to get her home and strap her down to my milking table and slowly milk her sissy cream out. This clip is all about edging her over and over until she

This is Part 1 of a 2 part custom ordered clip. I pull my subs pants down and spank his ass with my riding crop. I then have him stand beside me while I milk him all over my shiny latex covered lap. Download Mrs Keswick Cum On My Latex - 480,8 MB

This was a custom clip that focused heavily on small penis humiliation. I use size comparison with my 7 inch black dildo and a ruler to measure her small penis. It was so small I had to refer to it as a clitty instead of a penis. I edged her while

Another fun sissy cream milking session with my new sissy gurl! I use my riding crop and soft hands to tease her until she is ready to explode. At the end of this clip she does just that. She squirted sissy cream all over my soft leather skirt and

For this custom clip I tied my sissy down to my milking table and we played a game. If she could hold off from squirting her sissy cream while I administered a handjob I wouldn’t tickle her afterwards. I’m sure you can guess she lost this game. She

This clip was my reward for my sissy after she took all my dildos during her anal training earlier in the evening.I like to double layer my pantyhose so it creates a high glossy shiny smooth almost wet look that is irresistible to anyone with a

This was a custom clip request of me waiting for a client. Lots shoe play that swishy nylon sound as I cross and uncross my legs in my shiny pantyhose. Download Mrs Keswick Waiting Room Nylon Rub - 205,1 MB

A nice closeup sounding handjob. He gave me a nice thick load like I instructed. Download Mrs Keswick Another Sounding Handjob - 141,9 MB

I bound my sissy to the milking bench before taking her out shopping at the sissy store. I want her completely drained of all her sissy cream so she doesn’t rub her little clitty on all the satin dresses she will be trying on. I edge her to a nice

This is a custom clip order. This is the full length version showing all 3 sessions. I welcome a new sub to the Keswick Academy of Male Submission. The first session I inform the sub all about the expectations and rules of my Academy. All males will

I love having my sub bound under my trample board with nothing but his tiny little penis poking through so I can torment it. First I tease it to a nice cute little erection with my hands. Once I see he is ready I stand up on my trample board and

I am dressed in my purple spandex tights and use my squirting dildo to simulate me giving you a slippery barefoot footjob. I edge and tease you as you loose control and squirt thick ropes of cum all over my shiny spandex and barefeet like a good

One of the ladies who was attending my femdom party told me she caught my sissy in the kitchen playing with her clitty instead of refilling the orderve tray like she was instructed to do. This clip was taken right after they left. I told my sissy to

This was another custom clip request for a slow sensual milking with me dressed up as an Evil Godmother again. Lots of teasing and edging in this clip. I end up using my favorite wand to make my sissy princess squirt out thick ropes of sticky sissy

This was another custom clip shot from my subs POV (point of view). I am your babysitter. Today I caught you once again going thru my stocking drawer. I order to stand in front of me and take down your pants. I comment on how hard and small your

My sissy stayed out of my closet and pantyhose drawer all week. Tonight I decided to reward her for not soiling my satin blouses or soft shiny pantyhose while I was out shopping. I teased her clitty till it was nice and swollen. Next I brought out

One of the downsides of having a fetish for cum soaked business attire is the dry cleaning bill. I decided to make my own Milking Apron to help with this problem. He clearly liked the sheer nylon. He got extra hard once I put it on. I love seeing

Teaser trailer for my full length clip Femdom Mommy Gives Sissy Anal Training Watch it here: www.manyvids.com/Video/1097255/Femdom-Mommy-Gives-Sissy-Anal-Training/ Download Mrs Keswick Mommy Gives Sissy Anal Training Trailer - 61,5 MB

This was my first enema custom clip. I cleaned out my sissy by making her take an entire 2 liter enema. Then I used a speculum to hold her sissy hole open so I could administer some lube deep in inside. Once she was lubed up I slid my new 9 inch

This is the 13 minute version of the original 30 minute clip. I am getting ready to send my sissy off to her sissy training school for the summer. I decide to milk her one last time. She soaked my spandex covered breast as well as my leather skirt

This was a custom clip. I administered a standup sissy tease and denial session complete with clothespins and urethral temperature taking followed up with a edging handjob with a metal sound in place. I ended it with a closeup of her leg humping my

This was a custom clip request about what happens when you get caught with precum stains in your shorts in Mrs Keswick’s class. This clip starts out with me picking out my outfit for the day before administering an after school punishment to one of

This is a custom clip with strong humiliation language including the word Faggot. I have my sub on milking table and laugh at how small his penis is. I use a 9 inch dildo to show him how a real penis looks. Even as I humiliate him he still gets hard

This was a custom clip centered around my new 6 inch heeled boots! I am wearing a tight red spandex top along with my leather skirt and shiny double layered pantyhose and my new 6 inch heeled boots. My sub is layed out on my milking table.I instruct

This was a custom ordered clip. I pull my subs pants down and spank his ass with my riding crop. I then have him stand beside me while I milk him all over my shiny latex covered lap. For his next milking I have him bound to my milking table and edge

A new custom clip: I finally decided to take on another new sissy for my play time sessions. This is her first time being milked in my playroom. I restrained her with her arms over her head and attached her ankles to my sissy spreader bar so she