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It was awesome to see the pink boy button like pursed lips awaiting a kiss. The fringe of the ad cheeks are lined with a dark wisp of hair that defines that this is a man’s ass.Flexing his sphincter muscles, he forced his pucker to extend out and relax, and I swear I heard his ass say, ‘come fuck me’ ! I went to the bathroom and got some baby oil, and oiled his ass and my cock up real good. I didn’t want to hurt him, as he was a virgin, and was eager to try being fucked…I don’t what to have his first time being a bad memory. As I applied the oil to his boy button, he squealed and said it was cold but felt great. I continued to rub the oil on the outside lips of his button, and he was moaning softly…so I started to enter the cave with one finger, and he responded with flexing his sphincter muscle again, which reach out, and grabbed my finger, pulling it deeper into the cavern…he did this twice pulling my entire finger into his hole. I was now deep inside the boy cave, feeling. ' Maisie slowly nodded, unsure of what he meant by 'punishment'. He told her to come up to the front so she did what she was told. He bent her over the desk and she felt a sharp quick pain on her tight ass as he slapped her with a giant ruler. She let out a high scream and he told her to be quiet. He continued to slap her harder and harder with the ruler until her ass was red raw. He then folded her skirt over her waist and pulled her soaked thong down to her ankles. He then said, 'Don't you ever disobey the rules again, you hear me?' Maisie was so overwhelmed and replied, 'Y-yes sir.' 'Good girl,' he whispered in her ear. He pulled her hair back with one hand whilst kissing her neck, and worked his other hand down towards her pussy. She jumped a little when he started to rub hard on her clit from behind, she had only ever done it herself before. He then brought his other hand down and shoved 3 fingers really quickly into her tight virgin pussy. She let out another scream, as she was.
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