It was exhilirating. When the time came he told me to relax as much as I could and he was going to try to enter me. I felt him push onto my asshole an... it was straining to go in. He stopped for a second and inserted a finger into my asshole and slowly worked his way up to three. It was slightly uncomfortable but it felt really good. He told me to relax again and he was going to try. As he pushed harder onto my asshole I could feel his cock slowly sink into my asshole little by little. He didnt. "Please keep in mind that The Program continues as usual next week. If this would be a good time for you or your group to satisfy your Program requirements, fill out a request and get it to the office before first period tomorrow."Finally, we all know that tomorrow is Friday the Thirteenth. There's no rule against having some fun with that, but all normal school rules will remain in effect. Triple fun or triple trouble: the choice is yours."That's all for this morning," Holloway concluded.. Sir noticed that she was starting to sniff. He withdrew completely from Marta’s cunt, and moved off the bed. Marta screamed in frustration, pulling on the bedclothes, but afraid to move in case Sir should choose not to re-enter her.He stepped off the bed, moved behind Sammi, and said, “I’m going to take the ball gag out of your mouth, but you have to promise not to speak unless I allow it, okay?”Sammi, who was so frustrated that she almost didn’t care, nodded.Sir quickly undid the fastenings of. I was slightly bummed because I thought that this meant that any sexual touching was over with. Matt continued on massaging my chest, stomach, thighs, and arms. My arousal did not vanish in the slightest as I was still rock hard under the towel. Out of nowhere, with a swift move, my towel was quickly pulled off of me and Matt's hand was firmly around my cock. I felt a rush of heat and excitement through my whole body as he started to stroke me. My excitement only multiplied when I realized that.