Tag Archives: Diaper discipline

Today, you have on your big boy swim trunks and join Mommy Katherine and your sister Claire for a day at the lake. You’re trying to be good, but really …

On All Hallow’s eve you find yourself back home from college & out trick or treating all alone. You know you’re really too old for such a thing and didn’t …

Tailgate Party Diapering! Diapered on game day by Mommy Katherine as Sister Shelley & her friend Claire watches on and helps! In this EPIC video, it’s game day & you’re …

Meet the Babysitter, part 6 Babysitter Madison tickles and wrestles you into submission then humiliates you on webcam If you liked the Meet the Babysitter series, but ready for a …

Miss Katherine/Step-Mom is on the phone talking to a female friend about the odd, unexplained things that have been going on at her house lately, particularly with her missing adult …

Your loving Mommie walks into your bedroom to have a talk with you about the fact you keep soaking through your diapers so much that they have been leaking through …

Meet your new babysitter – Part 7 Double diapered swimming surprise with shy and pretty babysitter Claire! If you liked the Meet the Babysitter series, but ready for a playful/humiliating …

If you liked the “Meet the Babysitter” series, you’ll LOVE Part 5! our AB Stepmommie Katherine adores looking after you, but as she’s done in the past, when she has …

It’s your birthday and Mommy arranged a birthday party for you at Hooters! It has been a day full of surprises (as in part 1) you wet your big boy …

Its our anniversary today and I walk in on you masturbating in your diaper. If you could ever act like my husband instead of a baby, things would be different …