This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video highly with a nice review. DM me to order your own Custom video. Please follow and subscribe for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.
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Blue Monday: 1st Time Prostate Play - Anal Training Pegging - You're Now Gay
$24.95
$4.99
Feb 26, 2026
•
27:18
Full HD
Mar 13, 2026
•
Stream and Download
•
1.99 GB
•
27:18
Full HD
Play Rosie, your busty boss asks you to bring the files to her home office on the way to work as she's running late on this blue Monday and when you arrive she also wants to discuss your 90 day review. She's right, you've been losing focus due to sexual thoughts and unwelcomed boners! It must be those skirts she wears and she's aware that it's driving you hot and insane. Rosie wants to help because she wants to keep you on the job. She wants to promote you to her personal assistant but you're going to have to get it under control. She asks if you masturbate and of course you do and she thinks if you had a full prostate massage and milking, that it wouldn't build up so fast and you could focus. She says that she takes her job of guiding you under her wing very seriously and can teach you how to have a full prostate orgasm.. if you'd like. Rosie has her own naughty reasons but of course she says it is just because she wants to help you be her good boy and favorite employee. She asks you to strip and there are four parts to this training: One finger, small buttplug, small dildo via strap on, and two finger prostate massage with handjob for the finale where you cum a hard and huge load on her milky tits! Play along with Rosie. Do you trust me?
Mar 13, 2026
•
Stream and Download
•
1.99 GB
•
27:18
Full HD
Play Rosie, your busty boss asks you to bring the files to her home office on the way to work as she's running late on this blue Monday and when you arrive she also wants to discuss your 90 day review. She's right, you've been losing focus due to sexual thoughts and unwelcomed boners! It must be...
Play Rosie, your busty boss asks you to bring the files to her home office on the way to work as she's running late on this blue Monday and when you arrive she also wants to discuss your 90 day review. She's right, you've been losing focus due to sexual thoughts and unwelcomed boners! It must be those skirts she wears and she's aware that it's driving you hot and insane. Rosie wants to help because she wants to keep you on the job. She wants to promote you to her personal assistant but you're going to have to get it under control. She asks if you masturbate and of course you do and she thinks if you had a full prostate massage and milking, that it wouldn't build up so fast and you could focus. She says that she takes her job of guiding you under her wing very seriously and can teach you how to have a full prostate orgasm.. if you'd like. Rosie has her own naughty reasons but of course she says it is just because she wants to help you be her good boy and favorite employee. She asks you to strip and there are four parts to this training: One finger, small buttplug, small dildo via strap on, and two finger prostate massage with handjob for the finale where you cum a hard and huge load on her milky tits! Play along with Rosie. Do you trust me?
This film is a solo performed adult roleplay fantasy that is 2257 compliant. Please rate/comment this video highly with a nice review. DM me to order your own Custom video. Please follow and subscribe for all behind the scenes and so much more! Thank you SO MUCH! Hugs and Smoochies, Rosie.
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