The young man was not struggling anymore obviously realising that these men where going to have their way with him no matter what and it was probably ...ess painful if he tried to relax. Just beyond where they were laying I could see a young woman being deeply fisted by another woman while a group of guards watched and masturbated. If I had to guess the ages of these two women I would say mid teens for the younger one and maybe mid to late 40’s for the one doing. It was painful as fuck with so little lube on it and I weren't allowed to moan or whimper or else I would have to slap myself again. Then she told me to start riding it and keep going until she said otherwise. It was such a painful ride. She also wanted me to let her know when it hurts in typing an 'X' into the chat but I should never stop until I get the command. So I kept up that painful ride and she asked me confusing questions which I answered wrong. Everytime I did that she told me to. More

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