The first morning I woke up early and anxious. I began by getting dressedin mom's lingerie, a gorgeous black lace bodysuit was the selected outfit,it had a thong cut back and a halter top that deliciously wrapped aroundmy neck. After dressing up I layed on her bed as usual, but decided toresist the urge to touch my penis, that morning I would start my muchanticipated anal explorations.Introducing my fingers inside me felt like the natural first step solaying face up, I brought my knees to my chest and opened my legs wide,then I moved the thin strap covering my anus to the side leaving it openedand available.My right index finger was the chosen one, I covered it in saliva andreached down between my legs placing it over my anus to massage at theentrance. After a couple of minutes I started to apply pressure causing myanus to give way and the first phalanx slipped inside me with littleeffort. The feeling wasn't bad but it wasn't pleasurable either. Slowly Ipushed harder burying my finger. She just stared at it for a moment before looking up at me with watering eyes. As the first tear broke free and ran down her face, she turned to Harold. Practically begging in a hushed voice, "Can you make this fit me?"Harold replied, "Of course I can."Jackie then looked back at me and solicited, "Is it alright with you?"I answered, "If it's what you want, then I'm okay with it, baby." It's just so perfect," she sobbed as she broke down into tears.Harold put away the other rings and locked the cabinet before quietly leading us into a small waiting room with a television and a couch. Once we were seated, he asked, "May I have the ring Jackie so that I can resize it for you?" Jackie reluctantly passed him the ring, and he quickly disappeared, closing the door behind him.Jackie slowly settled down and mumbled, "I love you sooo much," before pressing her mouth to mine. The kiss turned sexual, and she pushed me flat on the couch and straddled my crotch. Within seconds she'd gotten.
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