Category Archives: My spanking photos

Have Friends In Town

There probably won’t be any pics on my sites until Monday as I am very fortunate enough to have my dear SSC friends visiting in town this weekend. I have one pic here for you of Munchkin and myself at the Rockefeller Centre Christmas Tree đŸ™‚ Below the pic is one of the most inspiring speeches that I was fortunate enough to watch. It is Jimmy V week on ESPN so I have included a link to the V foundation for cancer research, and even though I have posted this video on this site before, now would be a good time to share it once more.


Link to the V foundation – Click here.

Building A Video Page

It is a glorious Saturday and I am hard at work building a new video page to showcase my videos. The idea for this was taken from my dear friend, Missy Doright, who I worked with to build a site. It is really early right now and I have to pop out for a while, but I will be spending the free time that I have today adding videos to this page. Just click a link below for a preview video and lots of spanking pics from each film.

 

DOUBLE FEATURE - SCHOOLGIRL BLUES and THE CHEEKY BABYSITTER DOUBLE FEATURE – SCHOOLGIRL BLUES and THE CHEEKY BABYSITTER

Here are my top two best selling videos presented together as a one hour film. These are traditional spanking films, nothing brutal, just good sound over the knee spankings given to the girl next door. Two girls, five hand spankings, one hairbrush spanking and both girls get the belt. Cute girls next door and one hour of spanking action for the low price of $29.99. Be sure to click the link for 22 free spanking pics of the girls. View clip.
THE CHEEKY BABYSITTER THE CHEEKY BABYSITTER

This naughty babysitter finds herself getting a birthday spanking on the seat of her white nylon panties, but that is just the start of her troubles. Clearly curious about the threat of a further spanking she dons her silky nightie, and gets spanked once more, this time on the bare bottom after her panties are soundly warmed. Will she be curious about the belt though? A third spanking ensues which is followed by a dose of the belt…. Lot’s of otk action, cute white nylon panties, and red bottoms all around. View clip.
SCHOOLGIRL BLUES SCHOOLGIRL BLUES

Here is the complete 25 minute movie. Naughty Amber Grey has returned to see Richard Windsor. In this film Amber is given a long otk spanking on the seat of her white nylon panties by hand and hairbrush. She then receives an otk spanking on her panties and bare bottom before finally getting a dose of the leather belt on her bare bottom. Lots of scolding from an Englishman to a sweet Texas cutie. This is a traditional form of spanking, an old fashioned over the knee spanking given by hand and hairbrush and then finally the belt. The type of spankings that naughty girls across the country get. If you like your spankings the old fashioned way then you will love this, Amber is a little squirmer with the cutest bubble butt. View clip.
TEN - THE SASSY P.A TEN – THE SASSY P.A

Mr. Windsor has a business trip planned and he has brought his petulant personal assistant with him. While attempting to get Ten’s attention through their intial meeting, Mr. Windsor has to resort to the method that he knows best, a good old fashioned over the knee spanking. The lesson didn’t seem to work though as Ten consumes far too much alcohol, so she gets a second over the knee spanking that includes the hairbrush this time. View clip.
SARAH THE BRATTY NIECE SARAH THE BRATTY NIECE

Sarah is being very difficult as her Uncle Richard tries to make a business call. She pushes her luck too far and he leads her into the room by her ear, and then proceeds to put her over his knee for a long, firm over the knee spanking, first on her bikini clad bubble butt and then on her bare bottom. Watch as Sarah’s lily white butt gets turned into the color of a ripe tomato. Her attitude doesn’t change from the hand spanking though, and very soon she finds herself laying on the bed for 68 strokes of the belt. Watch the camera film this strapping from various angles. By the time the spanking is finished, Sarah dutifully complies with her Uncle’s request to clean the hotel room they are staying in. This video features a long over the knee spanking and finishes with a nice firm strapping. View clip.
SNACK BAR BLUES SNACK BAR BLUES

Sarah Gregory is on a business trip with her Uncle Richard Windsor. Despite his warnings not to touch the complimentary bar, Sarah totally raids it leaving her Uncle Richard with a nice large bill. She ends up paying for it the only way he knows how to charge her, and that is with a stern over the knee spanking. Sarah gets spanked first over her nightie, then over her panties, and finally on her bare bottom that leaves her butt nice and rosy red. A male spanks female over the knee video done by hand, the traditional way. Richard Windsor and Sarah Gregory have both appeared in many spanking productions for various companies. View clip.
A BRATTY GIRL A BRATTY GIRL

Sarah Gregory can be such a spoiled girl, and her Aunt Dana knows it. Not only does Dana spank her bare bottom, but she also has her Brother, Richard Windsor do the same. That isn’t all though as the film ends with Sarah going over both of their laps at the same time for a very painful double spanking, even spanked with 4 hands at one point. Some great bare bottom spanking here delivered by Dana Specht and Richard Windsor. This is how spankings are delivered in the Specht household, panties don’t stay up for long. View clip.
THE LAZY MAID THE LAZY MAID

Richard Windsor has ordered room service but his maid just doesn’t care. She finally arrives and the naughty Sarah Gregory notices all of his spanking toys. After teasing him, Mr. Windsor decides to show the maid what it is he does. A traditional OTK hand spanking delivered to her skirt, panties and finally bare bottom. View clip.

Spanking On The Beach

So I am back from Georgia and I have some lovely pics to share with you today. While we were at the SSC party, the lovely and adorable Aurora Thiel and myself did a promo video for the weekend party. Now I won’t say too much about it just yet as the video will be up soon, but I can share with you all a few pics from it. The first pic I was so happy that sent me, it became my facebook profile pic right away.

 

The Gorgeous Sara Fields

I am about to start posting to all of my sites, probably several pre updates for the next month or so, but before I do that I wanted to share a pic from last night’s party. Such a delightful bottom that colors beautifully from a hand spanking, okay, so she got some with the strap as well đŸ™‚ More importantly though, you will not find a sweeter, more pleasant person in the spanking world than Sara Fields, she is such a cutie, she really is, and a delightful person to spend time with. She happens to be one of those people that you just want to hang around with at parties just for the simple fact that she makes everyone around her smile, I can’t wait to try and claim her as my prisoner at the party next year where I will be a guard and she will be an inmate. I’m delighted to have both her and her partner as friends of mine, such a wonderful couple.

Now I normally wouldn’t post an impersonal over the shoulder pic, but Sara’s bottom looked so wonderful that she agreed to have a pic taken, and we were alone so I had no choice but to do it myself đŸ™‚

The Richard Windsor Spanking Files – Part 11

So here is the final set of spanking pics that I have posted to date on this site that feature me, and of course you are going to have many more to come. Stay tuned because pics from the Shadowlane weekend are coming, I hope that you all enjoyed what I have posted over the last two weeks.

The Richard Windsor Spanking Files – Part 10

I am going to skip a day tomorrow with the spanking pics, just in case I have some special pics from Vegas to share. Either way part 11 will be up on Thursday. Oh look, is that Munchkin in the corner? đŸ™‚

The Richard Windsor Spanking Files – Part 9

So I should be on my way home from Vegas right now, hopefully with a few well spanked bottoms under my hand đŸ˜‰ You should have new pics by the end of the week.

The Richard Windsor Spanking Files – Part 7

It is a hard life, but someone needs to spank all of these naughty little girls, don’t they? Still four more sets of spanking pics to come after this one so check back every day.

The Richard Windsor Spanking Files – Part 6

So if all went to plan, I would have made my special spanking film last night. These posts were created last week prior to my leaving so I can only hope that it went well đŸ™‚ Here is the sixth set of my personal spanking pics, with many more to come.