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Hairbrush spanking Stories

hairbrush spanking

Brush With Two

A threesome with Justin is much more than Bailey or Destiny had in mind

Bailey was happily surprised to see Destiny in her store again after her life-changing lesbian episode with her just a few days before. She couldn’t get it off her mind and had pleasured herself to its memory every night since. Hoping her appearance was f...

My Secret Is Out - Susan (YNAS) Pt. 7

Susan finds out about Mark's love for getting spanked and has a surprising reaction!

Chapter 2 - Getting To Spank Her Part 7 - My Secret Is Out I kept thinking about how and when I would tell Susan how I felt about her, but there’s one thing she needs to know before I tell her: I like to get spanked, too. I can’t yet picture myself across...

Fun & Sexy - Susan (YNAS) Pt. 5

Susan goes further than she planned when 'fun & sexy' becomes moreso!

Chapter 2 - Getting To Spank Her Part 5 - Fun & Sexy It was almost time to go, and I was trying to decide what to wear, but as I hoped I wouldn’t have it on very long, I settled for a polo shirt and light elastic waist pants. The only item I’d keep on for...

You Need a Spanking - Taylor - Part 27

Taylor shows she's gotten more than just her life together and spanks Mark to prove it!

4 - Getting Her Life Together We were headed to a local bar in my car, where she was apparently a regular, and along the way, I admitted to myself that it was a good idea to have some separation between hers and mine. It rarely works when two people are g...

You Need a Spanking - Taylor - Part 25

A young mother, who Mark had previously paid for a spanking, returns unexpectedly!

1 - A Surprise From My Past When the caller ID came up, ‘Taylor,’ I answered the call carefully. She’d been someone I’d had sort of a relationship with a year or two ago, but she’d seemingly disappeared. When I’d try to call her, I’d get voicemail with a...

Amy Needs No Lessons (YNAS) - Pt. 6

She starts off a little shaky, but quickly learns how while playing out Mark's upskirt fantasy!

It didn’t surprise me that I couldn’t get Amy off my mind. A part of me was thinking I chickened out, not even willing to face her to say no, but another part justified that course of action by admitting to myself that I might have given in to her, and as...

Amy Gets It Good (YNAS) - Pt. 4

Amy finds out just how good a 'good' spanking can be while Mark finds out how good Amy can be!

4 – Amy Gets It Good The next day passed agonizingly slowly as we both waited for the end of the day. I knew I was ready to go for it, and I had a good feeling that Amy was too. We passed each other in the hallway a couple of times, only saying hello, and...

Justina Spanks (YNAS) - Pt. 13

Headmistress Tina shows the Headmaster the error of his ways!

13 - The Headmaster Gets His “So, what’s it gonna be? Losing your job? Or turned over my knee for a brutal spanking?” “A brutal spanking, hmm?” I asked, looking her up and down before returning to her eyes. “No mercy,” she replied happily. “And a paddling...

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An IOU To Remember

Mark’s wife is turned on when he is spanked in front of her…

My parents-in-law were due to arrive later that day for their annual visit, and the tension in the house was palpable. For me, it was a mixture of apprehension, worry, and sexual awareness that was tying my stomach in knots. My wife, Debbie, on the other...

Justina's Better Spanking (YNAS) - Pt. 11

Justina's about to find out how much better a good spanking can get!

11 - She Gets a Better ‘Good’ Spanking We did see each other early the next morning. I was pleasantly surprised to see her at my door just before the day began. At first, I just noticed her beautiful smile; a smile that showed how much she had enjoyed las...

Brush With Destiny

Bailey has her first lesbian experience with an older woman who's hoping for her first good spanking!

After providing the setting for her amazing hairbrush encounter with Justin, Bailey decided she liked working in the drug store despite some of the shortcomings of retail work. She enjoyed the sometimes funny, sometimes embarrassing dealings with customer...

Spanking Susy

Younger wife desires a spanking

I had married late in life having dedicated my time to my career in pharmaceuticals. To cut a long story short at age fifty-five I had enough money to retire, fifty million pounds sterling in fact. Once I had time on my hands I reaped the benefits of my b...

Another Chance

She thought she knew what was expected of her.

“The Front Desk said you wanted to see me, sir? “Thank you! I do try to keep your room the way you like it, sir.” “Oh yes, you have been more than generous. Is there a problem, sir?” “I’m so very sorry, sir! Please give me another chance?!” “I had noticed...