Paige Ashley enjoys 2 guys simultaneously to cram

December 2023

I loved the 'milking' part of that! Not so much the spanking. But interesting scenario just the same!

November 2023

I love it when our little sissy panties are pulled down and our bare bottoms get spanked

November 2023

It seems you missed the brilliance of her psyche here, she incorporated an ideal punishment...humiliation (ladies lingerie on a manly man), embarrassment (sexually exposed against his will), forced ejaculation (no pleasure) then a very painful and additionally humiliating otk spanking (spankings are extremely more painful after climax whether it is enjoyable or not)!!!

November 2023

Marvellous, I can imagine being made to cum before bding spanked makes it feel a WHOLE lot sorer, the sexual excitement released that would be a wonderful sore bottom. I love the pretty panties, you two are completely amazing. I'm from Scotland and the tawse is my favourite. I'd love to see you do something similar with him but but hair brush over his panties before removing them and giving the bare bottom leathering of his life. Awesome, I'm thoroughly envious of what you both have going with each other very best wishes to you both and EXTREMELY sore bare bottom wishes for him.

October 2023

Oh and Something tells shortly after you said " to do this everyday" you had second thoughts!!

October 2023

Shoot, Sorry wdspoone , I just realized that it wasnt you who commented about doing this everyday, my apologies

October 2023

love the lingerie and stockings, it hurts much more if made to ejaculate before punsishment

October 2023

Thanks for the reply.

September 2023

sexy stuff

September 2023

I didn't know how much more it hurt until I experienced it!

August 2023

Perfect slut

July 2023

Simply Incredible!!! Ive Never been made to Cum First, and man did she do a wonderful Job at Both, this must have been pretty painful, You really took it well!!

July 2023

So hot

July 2023

Great handjob and a good spanking, what could be better ?????

June 2023

So perfect! Would love to see more like this!

June 2023

Where are the petticoats ?

June 2023

sie weiß, wie man eine Sissy abmelkt, geil wie sie ihm die Finger tief in den Arsch steckt

June 2023

More of this please! So hot!!

June 2023

Wow! That was one phenomenal prostate milking hand job! I love how she stuck 2 fingers up his ass right off the bat! My dick was rock hard at the 0:45 mark!

June 2023

Expertly milked, and a very thorough spanking too. Great use of the bath brush ... nice slo mo .

June 2023

Love it. My wife has me totally feminized and loves to pull done my panties for paddling and strappings.

June 2023

I love wearing panties stockings garter belt and bras for my wife. She likes to peg me when I am dressed.

May 2023

i want your cock and cum

May 2023

Einfach nur geil ....

May 2023

Naughty maybe, but VERY lucky!

April 2023

nice education

April 2023

All us sissy boys need this.

April 2023

wdspoone is such a good boy! Dressed so pretty for Mommy! The spankee is my hero. A role model. I have taken hard spankings but never right after cumming. So courageous! He bravely obeys by keeping his toes on the floor. He is a much better behaved boy than me. I need a few sessions over Ms. Shannon:s knee! If I could I would. I am much too naughty IRL. I need a hard cry in a spanking corner. I want to be a good boy like him. I need it to hurt like that, so I remember what happens. A spanking discipline program.

April 2023

Getting a real punishment spanking in front of people who know what I did bad, crying, begging, and promising to be a very good boy is a super intense experience. I have done that but not after being milked. The most ashamed I have ever been! I wish I had a video.

April 2023

Quickly milked and thoroughly spanked. Great vid.