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cuckold sitter

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dilatateur

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Posts: 1181
#31
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What do you think about this post?
mrwhip

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Posts: 959
#32
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Fantastic post, very naughty , very erotic!
dilatateur

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Posts: 1181
#33
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Is there a cuckold who has actually had an experience with a cuckold sitter?
TenderPiece

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Posts: 550
#34
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This one time in college, I had a girlfriend who had just begun to cuckold me.

She lived in small girls hostel which is more like a compound a couple of miles away from campus. There were about 4 or 5 girls in that compound.

So this one time I was supposed to go over to my girlfriends room and wait for her to come back from her date with her lover, Stephen.

Before I could reach her block I fell and slipped into a puddle. all my clothes were wet and my phone got wet too. It had rained profusely the day before so some puddles formed, and lucky guy that I am I slipped into one.

Of course this was an all-girls hostel. So there were no "boy" clothes around. I had to wait for my clothes to dry and one of the girls was nice enough to lend me a small light blue night gown which would actually fit my size.

I basically sat there in the common area with 4 other girls who all knew that my girl was being banged somewhere by a real Man, while I sat there in my night gown.

I must admit at the time I was really frustrated and annoyed, but I still think back to that day and masturbate thinking about it. I imagine sometimes being hum1liated by the other girls, and being ****** to work or do chores around the compound for all to see. In fairness some of the girls would tease and giggle at me, but it wouldn't go as far as hum1liation . Although thinking back I wish they had been a little meaner to me lol.

I realize it's not strictly "cuckysitting" but it sort of is in a way
dilatateur

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#35
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no cuckold has experienced having a cuckold sitter?
dougie13

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Posts: 28
#36
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It may not qualify, because she didn't know she was cuck-sitting. My girlfriend's mom came over at my girlfriend's request to "make me dinner" because she "had a meeting". I had been fore-warned to do whatever I was told and to make it a pleasant and easy experience for her mom. I set the table and cleaned up after the meal. I did some chores and got a glass of wine for my sitter while she watched her shows. I sat down to watch with her when i was done with chores. She asked me to get her another glass of wine and told me i should have a glass of orange soda. I thought we might talk, but she was texting and watching which was already a lot of multi-tasking. When i finished my soda she reminded me that B had told her I had an early day coming and that i should try to get a lot of rest.

I asked B later why she had had me sent to my room at 9:45. She thought that was hilarious. What she had told her mom was before 11. She noted me that her mom had exercised her own discretion. On the bright side, I was reported to have been polite and well-behaved.
dilatateur

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Posts: 1181
#37 
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Thanks dougie13

Is there a cuckold who has actually had an experience with a cuckold sitter?
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