Disciplining a Chubby Bottom

As I've mentioned in some of my other posts, back in the late 1990s I used to frequent a couple of spanking chat rooms, and met a few women to discipline via them. The best was `Bernies', and I had many fun chats in its rooms, sadly it has long since gone. One woman I chatted to was Wendy, she had just split from her husband, and was exploring the world of BDSM. Wendy was up for trying anything, and told me that she had recently met a man who took her into some woods by her house, tied her naked to a tree and had trashed her with a whippy thin branch, she had loved this.

Wendy wanted to try a school corporal punishment scenario, and chatted to Jenny (see Public Caning in London) and myself about this. Jenny suggested that she meet me, and assured her that I wasn't some axe wealding nutter. Wendy didn't take long to say yes, and had soon arranged a date for me to meet her off her train. We made no decisions about sex, just that we'd see how things went. I left work and made my way to the station, not sure what to expect. Wendy's train arrived and I spotted her walking down the platform, overnight bag in hand. Wendy was on the short side, quite chubby, and with stout legs and bottom. We met, kissed, and were soon on our way back to my house.

On arrival I offered Wendy a drink, wine, tea, coffee... all of which she refused as she explained to me that she had no sense of taste having lost it due to an illness (or was it an operation?). I had a coffee, and we sat and chatted. I suggested that we start with a spanking, and then Wendy could try on a uniform for some proper discipline, this was agreed so over my knee she went. Wendy was wearing a tight mid-length skirt which immediately came up, and I was presented with a nice fat pair of white buttocks set off by a black thong, and her legs in nice black stay-ups. I was soon spanking away, but it became clear that Wendy could take a lot of punishment. It appeared that it wasn't just her sense of taste she'd lost, but that of pain as well!

One slightly pink bottom, and very sore hand later and it was time for Wendy to dress up (it really was a case of `this is going to hurt me more than it hurts you...!'). I'd amassed quite a collection of uniform items by this stage, and these were laid out in the back bedroom. I suggested Wendy wear some genuine second-hand bright blue nylon gym-knickers complete with white stripes, and then select other items from what was on the bed.

Five or so minutes later Wendy returned wearing a pleated games skirt, and tight fitting polo shirt. I went into headmaster role, and conducted a uniform inspection, Wendy failed for wearing jewellery AND make-up. I gave her a stern telling off, and informed her that she would be disciplined severely. We would begin with the slipper I warned her. I had a heavy rubber soled gym shoe, to which I pushed a heavy piece of oak inside the toe to give it more clout (as done at a school I went to). I ordered Wendy to bend over and touch her toes, she struggled with this and had to be encouraged with some strokes of the slipper. Finally in position I lifted her skirt to behold a well rounded bottom stretching the nylon knickers. I gave her six very hard blows of the slipper none of which even elicited a wimper. The knickers then came down, and I really laid into that juicy behind of hers. By this time it was colooring up nicely, but its owner was still as silent as ever.

After 18 of the best it was clear that the cane was required. At this time I didn't have quite the collection I've got now, but I did have a very whippy dense rattan one that I thought would do the job. I ordered Wendy to bend over a chair, head down and backside right up. I gave her arse some hard spanks and informed her that when I had finished with her bottom she would have problems sitting for a week. I then proceeded to cane her buttocks. It was immediately clear that the cane was doing the trick, Wendy was emitting quiet gasps with each stroke. I gradually upped the severity, and was pleased to note that deep red weals were forming. I directed a last couple at her upper thighs, and then mission was accomplished. Running a hand over her buttocks I felt their heat, but teasing her slit revealed it was very wet. Wendy stood up, and I could see her eyes were red, she thanked me.

I led Wendy to the sofa and told her to take my trousers and underwear down. I sat down and she took my very hard cock in her mouth. I was then treated to one of the best blowjobs I've ever had. She ran her mouth up and down my shaft, while teasing the head of my cock with her tongue. It wasn't long until I had flooded her mouth with cum. Rather than head to the bathroom to offload this she swallowed the lot. As we chatted afterwards Wendy informed me that the loss of the sense of taste meant that she couldn't taste cum, hence she had no problem swallowing it!

Now it was Wendy's turn. I knelt in front of her, opened her legs up and pushed them back so that I got a good look at her red bottom. I then went to work on her hairy wet cunt. I began with long strokes of my tongue, after which I concentrated on her clit giving it fast flicks. After ten minutes or so her legs stiffened and she was off, climaxing. My cock was rapidly getting hard again so I fucked her where she was, her soft, sopping wet slit felt gorgeous. I knew it would take me some time to come in that position so we swopped to doggie and I enjoyed looking down at her striped bottom. My balls felt great slappping against Wendy's chubby red bottom, and with her head right down, and back arched up, her arse looked incredibly sexy. It wasn't long before I came once more.

We had a great night with some more spanking and fucking. The following morning Wendy was ready to go, overnight bag packed. As she waited at the door I turned her round, bent her over, lifted her skirt up and tugged her tights and knickers down, I gave her a final 12 of the best with the slipper to ensure she had a nice warm bottom on the train. With that I delivered Wendy to the station. When we chatted online afterwards Wendy said she felt really sexy sitting on the train with a glowing bottom amongst all the commuters. We kept in touch for a while after that, during which time Wendy told me she had slimmed right down so that she could wear sexy, skimpy school uniforms. Sadly I never met up with Wendy again, but thinking about her gives me some very naughty thoughts.
Published by dagworth
11 years ago
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8
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petdyke
petdyke 4 years ago
I Love :heart: to read Warmed Well Wendy Went 
On to loose Weight ... Falling into my Fancy
For Female Friends be as Smart as Slim :stuck_out_tongue_winking_eye:
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dagworth
dagworth Publisher 10 years ago
to ronk1 : Back in the good old days, the 1990s, when you could chat to people on the web and meet up fairly easily.
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ronk1 10 years ago
very enjoyable story, well written. some have all the luck!! It is good to spank a bare bottom , as they say bare is best!
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dagworth
dagworth Publisher 11 years ago
to angel_kel : Thank you for your comment, Wendy was a lovely woman, and she could certainly take a caning. I hope where ever she is today someone is disciplining her naughty bottom!
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angel_kel
angel_kel 11 years ago
What a beautiful and fun story!
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ginnny
Lowers head is a fascinating read and one this girl fully enjoyed reading, thank you for sharing Sir
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rattanman
rattanman 11 years ago
A truly fabulous account of what have been an unforgettable experience for both of you. By the end of the narrative I was as excited and stimulated as no doubt you were at the actual time.
THANK YOU for this outstanding account and I sincerely hope there will be many, many more in this genre.
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ginnny
Lowers head this girl looks forward to the continue part thank you for sharing Sir
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