I edged my sissy over and over until she started to squirt and I happened to let go at just the right time to give her a ruined orgasm. I then dipped her pacifier into her sissy cream and put it back in her mouth to make her suck on it while I

You little sissy bitch, I expect you’ll be sending me roses soon to offer up your gratitude. Here I present to you the solution to your failing marriage. I’m offering you a video to play for your wife that explains everything. I divulge all the

One of my favorite types of custom clips is administering a ruined orgasm followed up with another authorized orgasm. I tease my bound sissy up to the point where she losses control and squirts sissy cream all over her satin milking bib. I then

Custom clip with me standing as I edge and milk my sissy into her pink satin milking bib. I love administering a long edging handjob to her cute little rock hard clitty. I made her squirt nice and hard for me soaking her bib like a good gurl for

Mommy gives sissy crossdresser handjob,shoejob,tease and denial and anal training by mature femdom mistress who does nun,mommy,nurse,wicked godmother roleplay. Download Mrs Keswick Sissy Handjobs By Femdom Mommy - 156,5 MB

This was another fun custom clip order! I took my sissy to a salon for her punishment training. She was totally exposed with her little clitty decorated with clothespins for everyone to see. I braided her hair and put bows in to show her what a

Since it is Halloween I decided to play the part of Mother Keswick, the strict nun. I have my sissy restrained in my office and her little sissy balls are chained to my spreader bar. This causes her lots of discomfort while I extract out the nasty

In part 1 of this full length 2 part clip , I use 3 pairs of my nylon stockings to edge and milk my sissy with. She squirts so much sissy cream it soaked right thru all 3 layers. Now it’s time for me to go change outfits and continue her nylon

This was a custom clip order. Mommy has a new sissy tied down and instructs her on what to expect on milking night. Mommy teases her clitty with her soft bare hands before administering clothespins on her sissy’s swollen clitty. Mommy loves to hear

The title of this clip says it all. I start by administering 8 clothespins to her tiny little clitty. Once she gets nice and hard I take them off and start edging her to orgasm. She starts to drool out some sissy cream without my permission. I

How dare you hide such a secret from your girlfriend! You should of known that I would find out sooner or later. You have some explaining to do and I have some punishments up my sleeve for you. FOR THIS CLIP YOU WILL NEED: A red pair of panties, a

Well since we are all staying inside I decided to administer a quarantined marathon tease and edge session. Since everyone is saving their money for the essentials during this quarantine I edited this clip down to the best 10 minutes from the 2 hour

I give my sissy a special reward for being such a good gurl all week and staying out of my panty drawer. I edge her until she can’t take it anymore and milk all of her hot thick sissy cream right into a pair of my black satin panties. She made a

While out shopping for new sissy outfits I noticed my sissy kept staring at my double layered shiny pantyhose. I like to double layer my pantyhose when it’s cold out and it also creates a high glossy shiny smooth almost wet look that is irresistible

This is my most intense cbt milking I have ever filmed! I do a sissy clitty piercing with 14 needles. 6 thru the top of her clitty head and 8 under the rim of swollen clitty head. She knew if she wanted to be allowed to cum she was going to have to

In this second part I use a pair of my sheer black nylons to edge my sissy. I call this nylon therapy. This ensures that every time she sees me in glossy pantyhose or sheer nylons she will instantly get hard for me so I may torment and milk her

I have my sissy laid out on my anal training table. Her legs are hoisted high up in the air giving me easy access to stretch out her tight sissy hole. I laid an ice pack on her small penis earlier to see how small I get it to shrink for me. I do

Another great Custom Clip Request! This was all about teasing my bound sissy with various articles of satin clothing until she squirted sissy cream all over for me like a good gurl I first start by using one of my favorite black satin blouses. I rub

This was a custom clip. No names were used. What he wanted: “How can a foot slut with a clit for a dick, a hungry slutty asshole and a “vial of horny inhalant” addiction please Goddess Jenna? Surrender all control to My feet – they own Your slutty

Another custom clip order. 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. I tease her and spank her ass before administering her milking. She soaked my spandex covered breast

Watch how I humiliate beta wimps on cam, and picture yourself behind the lens as I tease and mock my sissy slave. Download The Mistress B Sissy Session - 487,7 MB

This was a custom clip about anal punishment. I took my sissy for a hair appointment earlier in the day and she acted like a little brat and embarrassed me at the salon. So tonight she is strapped down to my anal training table. I use my riding

I was in a bit of mood this evening and took it out on my sissy’s clit! I used my riding crop and clothespins as well as my urethral sound for this evenings milking. She was a good sissy slut and gave me what I wanted. Download Mrs Keswick Mean

Every time you sniff you become so vulnerable, so weak, just like putty in my hands! Addiction is such a bitch, just as you are, it’s just that you don’t know it yet, but little by little you will have no other way but to give in completely, as the

Tonight I decided to tease and edge my sissy by wearing my hot pink spandex deep cut leotard top. My double d breast were ready to pop out any second. This drove my sissy wild and her clitty got nice and purple for me real quick. She ends up

A slow sensual edging handjob for my sissy maid. Lots of tease and denial before I make her squirt sissy cream into my new handkerchief. Download Mrs Keswick Sissy Milked Again By Mommy - 173,4 MB

Tonight I strung up my sissy girl with her legs high in the air for some long over due anal training. First I get her clitty nice and hard with my soft bare hands and long fingernails. Once she was hard and throbbing I put on my black skin tight