October 13, 2025 at 6:40 AM
It had been 20 years or so since Calzron was last on the cover of a Playboy. Needless to say the issue flew off the shelves.
For #MILFMondayAI @cycloppai.bsky.social
For #MILFMondayAI @cycloppai.bsky.social
December 23, 2024 at 1:12 PM
It had been 20 years or so since Calzron was last on the cover of a Playboy. Needless to say the issue flew off the shelves.
For #MILFMondayAI @cycloppai.bsky.social
For #MILFMondayAI @cycloppai.bsky.social
I'll ask again
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social ohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social ohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
February 17, 2025 at 2:25 PM
I'll ask again
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social ohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social ohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Still Clubbin'
#MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI @cycloppai.bsky.social
#AIchallenge
#MusicMondayAI @natalia-moon.bsky.social
Nelly Furtado: Promiscuous
"Promiscuous girl, you're teasing me
You know what I want, and I got what you need"
#MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI @cycloppai.bsky.social
#AIchallenge
#MusicMondayAI @natalia-moon.bsky.social
Nelly Furtado: Promiscuous
"Promiscuous girl, you're teasing me
You know what I want, and I got what you need"
April 14, 2025 at 6:09 AM
Still Clubbin'
#MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI @cycloppai.bsky.social
#AIchallenge
#MusicMondayAI @natalia-moon.bsky.social
Nelly Furtado: Promiscuous
"Promiscuous girl, you're teasing me
You know what I want, and I got what you need"
#MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI @cycloppai.bsky.social
#AIchallenge
#MusicMondayAI @natalia-moon.bsky.social
Nelly Furtado: Promiscuous
"Promiscuous girl, you're teasing me
You know what I want, and I got what you need"
March 3, 2025 at 5:44 PM
POV: you've just been adopted. meet your new Mommy 🫶
🤗 #SweaterSundayAI challenge hosted by me
💗 #MILFMondayAI hosted by @cycloppai.bsky.social
#characterart #pinup #AIart #AIartist #AIartcommunity #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #waifu #pinupart
🤗 #SweaterSundayAI challenge hosted by me
💗 #MILFMondayAI hosted by @cycloppai.bsky.social
#characterart #pinup #AIart #AIartist #AIartcommunity #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #waifu #pinupart
December 2, 2024 at 4:53 AM
POV: you've just been adopted. meet your new Mommy 🫶
🤗 #SweaterSundayAI challenge hosted by me
💗 #MILFMondayAI hosted by @cycloppai.bsky.social
#characterart #pinup #AIart #AIartist #AIartcommunity #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #waifu #pinupart
🤗 #SweaterSundayAI challenge hosted by me
💗 #MILFMondayAI hosted by @cycloppai.bsky.social
#characterart #pinup #AIart #AIartist #AIartcommunity #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #waifu #pinupart
On my knees doing my warm ups for the #MILFMondayAI challenge of @cycloppai.bsky.social while hoping it leads to being on all 4s. #MILFMondAI #AIchallenge
January 6, 2025 at 5:46 PM
On my knees doing my warm ups for the #MILFMondayAI challenge of @cycloppai.bsky.social while hoping it leads to being on all 4s. #MILFMondAI #AIchallenge
POV: since your boss is busy with his secretary, your boss's wife wants to get busy with you... 😜
#WorkingMondAI #MILFMondayAI #MILFMondAI #MondAIOffice #AIChallenge #officedistraction #characterart #aiart #aiartist #aiartcommunity #aigirl #aigirlfriend
#WorkingMondAI #MILFMondayAI #MILFMondAI #MondAIOffice #AIChallenge #officedistraction #characterart #aiart #aiartist #aiartcommunity #aigirl #aigirlfriend
March 31, 2025 at 5:39 PM
POV: since your boss is busy with his secretary, your boss's wife wants to get busy with you... 😜
#WorkingMondAI #MILFMondayAI #MILFMondAI #MondAIOffice #AIChallenge #officedistraction #characterart #aiart #aiartist #aiartcommunity #aigirl #aigirlfriend
#WorkingMondAI #MILFMondayAI #MILFMondAI #MondAIOffice #AIChallenge #officedistraction #characterart #aiart #aiartist #aiartcommunity #aigirl #aigirlfriend
"at Virgin Destroyers Inc, we match shy males with our older experienced specialists, who can provide them with nurturing 1-on-1 education and practice in the bedroom"
for #MILFMondayAI by @cycloppai.bsky.social
#characterart #AIart #AImommy #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #MILF #waifu
for #MILFMondayAI by @cycloppai.bsky.social
#characterart #AIart #AImommy #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #MILF #waifu
November 25, 2024 at 10:20 PM
"at Virgin Destroyers Inc, we match shy males with our older experienced specialists, who can provide them with nurturing 1-on-1 education and practice in the bedroom"
for #MILFMondayAI by @cycloppai.bsky.social
#characterart #AIart #AImommy #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #MILF #waifu
for #MILFMondayAI by @cycloppai.bsky.social
#characterart #AIart #AImommy #AIgirl #AIgirlfriend #AIwaifu #AIchallenge #MILF #waifu
My double entry for #MondAIOffice and #MILFMondayAI Challenges by @cycloppai.bsky.social
"Too tired to leave the office."
"Too tired to leave the office."
December 2, 2024 at 8:47 PM
My double entry for #MondAIOffice and #MILFMondayAI Challenges by @cycloppai.bsky.social
"Too tired to leave the office."
"Too tired to leave the office."
My all-in-one #AIchallenge post for Monday: #WorkingMondAI & #MILFMondayAI / #MILFMondAI & #MondAIOffice by @cycloppai.bsky.social, plus #MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social, plus #mondayassAI by @rollingbeta.bsky.social
June 23, 2025 at 9:18 PM
My all-in-one #AIchallenge post for Monday: #WorkingMondAI & #MILFMondayAI / #MILFMondAI & #MondAIOffice by @cycloppai.bsky.social, plus #MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social, plus #mondayassAI by @rollingbeta.bsky.social
Don't worry Ms. Fredricks, I'll see to it that our new prospective clients get ALL of their needs met before they're even seated at the negotiating table. #WorkingMondAI / #MondAIOffice & #MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social's #AIchallenge
February 10, 2025 at 10:16 AM
Don't worry Ms. Fredricks, I'll see to it that our new prospective clients get ALL of their needs met before they're even seated at the negotiating table. #WorkingMondAI / #MondAIOffice & #MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social's #AIchallenge
I'm ready to take on the Johnson account, Mr. Peterson.
#AIchallenge combinations:
#WorkingMondAI @cycloppai.bsky.social
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
#AIchallenge combinations:
#WorkingMondAI @cycloppai.bsky.social
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
January 27, 2025 at 3:07 PM
I'm ready to take on the Johnson account, Mr. Peterson.
#AIchallenge combinations:
#WorkingMondAI @cycloppai.bsky.social
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
#AIchallenge combinations:
#WorkingMondAI @cycloppai.bsky.social
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
I’ll take “pieces of clothes I wish were real” for $800 Alex
#MILFMondayAI #MILFMondAI
#AIchallenge
@cycloppai.bsky.social
#MILFMondayAI #MILFMondAI
#AIchallenge
@cycloppai.bsky.social
February 3, 2025 at 3:01 PM
I’ll take “pieces of clothes I wish were real” for $800 Alex
#MILFMondayAI #MILFMondAI
#AIchallenge
@cycloppai.bsky.social
#MILFMondayAI #MILFMondAI
#AIchallenge
@cycloppai.bsky.social
I think every day should be a MILF day! 🤤
#MILFMondayAI by @cycloppai.bsky.social
#aigirls #aiart #aiphotography #lingerie #glamour #nylon
#MILFMondayAI by @cycloppai.bsky.social
#aigirls #aiart #aiphotography #lingerie #glamour #nylon
November 25, 2024 at 4:00 PM
I think every day should be a MILF day! 🤤
#MILFMondayAI by @cycloppai.bsky.social
#aigirls #aiart #aiphotography #lingerie #glamour #nylon
#MILFMondayAI by @cycloppai.bsky.social
#aigirls #aiart #aiphotography #lingerie #glamour #nylon
The boss needs you to clean up a mess
My take on the #AIchallenge
#WorkingMondAI, #MILFMondayAI, #MILFMondAI for @cycloppai.bsky.social
And
#MondAIOffice for @waifusmxxx.bsky.social
My take on the #AIchallenge
#WorkingMondAI, #MILFMondayAI, #MILFMondAI for @cycloppai.bsky.social
And
#MondAIOffice for @waifusmxxx.bsky.social
January 27, 2025 at 5:02 PM
The boss needs you to clean up a mess
My take on the #AIchallenge
#WorkingMondAI, #MILFMondayAI, #MILFMondAI for @cycloppai.bsky.social
And
#MondAIOffice for @waifusmxxx.bsky.social
My take on the #AIchallenge
#WorkingMondAI, #MILFMondayAI, #MILFMondAI for @cycloppai.bsky.social
And
#MondAIOffice for @waifusmxxx.bsky.social
My boss called me into his office today to talk about proper work attire. After our "conversation," this outfit is now acceptable.
#WorkingMondAI / #MondAIOffice @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI @cycloppai.bsky.social
#WorkingMondAI / #MondAIOffice @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI @cycloppai.bsky.social
February 3, 2025 at 1:27 PM
My boss called me into his office today to talk about proper work attire. After our "conversation," this outfit is now acceptable.
#WorkingMondAI / #MondAIOffice @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI @cycloppai.bsky.social
#WorkingMondAI / #MondAIOffice @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI @cycloppai.bsky.social
December 9, 2024 at 6:25 PM
WorkingMondAI by cycloppai
MilkyMondAI by waifusmxxx
MiniskirtMonday / MiniskirtMondAI by lukejohn77
MILFMondayAI / MILFMondAI by cycloppai
MondAIOffice by cycloppai
MilkyMondAI by waifusmxxx
MiniskirtMonday / MiniskirtMondAI by lukejohn77
MILFMondayAI / MILFMondAI by cycloppai
MondAIOffice by cycloppai
January 29, 2025 at 4:50 PM
WorkingMondAI by cycloppai
MilkyMondAI by waifusmxxx
MiniskirtMonday / MiniskirtMondAI by lukejohn77
MILFMondayAI / MILFMondAI by cycloppai
MondAIOffice by cycloppai
MilkyMondAI by waifusmxxx
MiniskirtMonday / MiniskirtMondAI by lukejohn77
MILFMondayAI / MILFMondAI by cycloppai
MondAIOffice by cycloppai
Okay, Mr. Baxter, if you'll just come with me, we can discuss the best options for where to make your deposits.
#WorkingMondAI / #MondAIOffice by @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social
#AIchallenge
#WorkingMondAI / #MondAIOffice by @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social
#AIchallenge
March 10, 2025 at 10:51 AM
Okay, Mr. Baxter, if you'll just come with me, we can discuss the best options for where to make your deposits.
#WorkingMondAI / #MondAIOffice by @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social
#AIchallenge
#WorkingMondAI / #MondAIOffice by @cycloppai.bsky.social
#MiniskirtMonday / #MiniskirtMondAI by @lukejohn77.bsky.social
#MILFMondayAI / #MILFMondAI by @cycloppai.bsky.social
#AIchallenge
Misaki, 38 years old and mother to twins, had thought that her days as Gaia Ranger Rosé were long behind her. Her sudden transformation in her local MaxValu suggested otherwise though. Although she was sure this outfit used to come with a proper top...
#MILFMondayAI by @cycloppai.bsky.social
#MILFMondayAI by @cycloppai.bsky.social
December 9, 2024 at 1:51 PM
Misaki, 38 years old and mother to twins, had thought that her days as Gaia Ranger Rosé were long behind her. Her sudden transformation in her local MaxValu suggested otherwise though. Although she was sure this outfit used to come with a proper top...
#MILFMondayAI by @cycloppai.bsky.social
#MILFMondayAI by @cycloppai.bsky.social
My favorite Monday question:
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
February 24, 2025 at 2:18 PM
My favorite Monday question:
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Teachers or Students?
#MiniskirtMonday #MiniskirtMondAI @lukejohn77.bsky.social
vs
#MILFMondayAI #MILFMondAI @cycloppai.bsky.social
Walk me home? or your place?
#MILFMondayAI
#MILFMondAI
@cycloppai.bsky.social
#AIchallenge
#aigirls #AIart #DigitalArt #stablediffusion #prettygirls #nsfw #AIphoto #AIArtwork #AIアート #AIイラスト #AIgirl #AI美女 #AIグ #waifudiffusion #sexy #aidate #aibabes #generatedart #promptart #aiartcommunity
#MILFMondayAI
#MILFMondAI
@cycloppai.bsky.social
#AIchallenge
#aigirls #AIart #DigitalArt #stablediffusion #prettygirls #nsfw #AIphoto #AIArtwork #AIアート #AIイラスト #AIgirl #AI美女 #AIグ #waifudiffusion #sexy #aidate #aibabes #generatedart #promptart #aiartcommunity
May 20, 2025 at 4:21 AM
