I dug in deep visualizing my chubby friend and playing a little movie in my mind of a hot little British girl bending over a couch offering her pussy ...o me, lubing up a big fat strap on for my ass afterward. I rubbed my wet cunt to get my hand juicy, slathering my ass for the last time before the gently fingering would become harsh painful shoving.I positioned the bottle on the edge of the seat, and guided the tip into my ass. The cap was easy, but as I felt the cold slippery bottle sliding up. Meri made the JV team for the ladies, while David made the cut for Varsity in the men's team. Part of that was because Meri enjoyed playing, but was not forceful enough on the court for Varsity. It didn't matter; they both enjoyed themselves and had fun.David and Meri both signed up for Drivers Ed, since they'd both be sixteen by the start of the next school year, with David being able to drive come summer, once he passed the course, his driver's test and got his limited license, he also. Taking the hood, she fed if carefully over my face, pushing it around until it was sitting in the right place, then methodically tightened the lacing down the back. I could feel with each tug of the lacing the soft leather conforming and compressing its way around my face. Once she was happy to have the hood nice and tight she tied off the lacing, buckled the fixed collar and replaced the small padlock to this new piece of attire.She went back to the dresser and came back with the hood's gag.. “Yeah…I’m an anal virgin, so start gentle…” she was looking down again, her smile gone, now being more serious. I nodded. I prodded her tight asshole with my finger. Her muscles involuntarily resisted at first. “Just relax Stephanie, just relax…” I lazily rubbed her clit with my other hand. She moaned softly, sprawling her body across the desk. My finger found entrance into her tightness, and I wiggled around a bit. Her muscles clenched down on me, but now that I was in, I could slowly.