I gasped as deep lungfuls of air as I could. I barely noticed her loosening the long leather sleeve laced up my arms, locking my elbows together, but ... was sure aware of the added freedom and the lessening torture. She had to help me to a chair, holding me by my wrists, still cuffed behind my back. I hissed when I sat, both from tender ass cheeks and the suddenly more noticeable discomfort of the thing buried in my ass. Until then, I hadn’t looked at her, and what I saw shocked and frightened. ”I squeezed some KY jelly on his anus and worked it inside him. I put more lubricant on my strap-on. Next I positioned him on his back with pillows underneath him to give his bum easier access. Moving into position, I guided the head of my dildo to the entrance of his nether region.“Ok, sweetie,” I said, “This is it.”I pressed the head of the strap-on dildo into his anus. He tightened up immediately.“Jesse, baby, you have to relax. Try pushing out like you were trying to take a shit.”As he. "Well, its official, from now on you will be screwing the planetary administrator," he said with a joking leer.Of course we all hammed it up and made a big production out of it. Many jokes were made about his 'staffing' issues and how 'hard' it would be. We had a good time and many other sponsors Steve had come to know from the trip came over to congratulate him, or offer joking condolences on how busy he would be all day, and worn out he would be all night. Those jokes always got us blushing,. She probably could use some nice things."Sally wistfully spoke up. "I tried on some last night, but they just fall off me. No way could I wear any of them. They really are beautiful though." That was the end of the discussion about Alice's clothes.Ed said to Paul as he took him by the hand, "Come on Paul; let's go down to the computer. We've got an hour before bedtime and I love to watch you type. By the way how did Paul learn to type?" He directed this to Sally.Sally looked at Penny. "Penny.