His green eyes were sparkling with amusement as he stared at me. My face reddened more as he said, "Sorry. Was I too rough? I didn't think you were ne... to anal sex. You're just so cute and feminine, I assumed you'd been fucked before." I muttered, in embarrassment, "Well sorry for being an ass virgin." I picked up my pillow and covered the back of my head with it. I heard him get up and hoped he had left, just as I was about to raise my head up, I heard his voice right next to me. "Andrew...". ”I told her that I also had a large music collection mostly pop (not rock) and swing era vocals. I also explained that I am an avid reader with a collection of around 2,000 books. I told her about my relationships or lack of. I explained that with college, and the Army, I had not pursued any female companionship. I also explained that when I was in high school, I was not often without a girlfriend, and surprisingly some of the “in crowd” girls; even though I did not really belong to any of the. Darcy and I were so into sex, we even bought a drill toy, fuck saw, and were saving for a Sybian that I was gonna disguise as a horsey for the baby we were gonna have. Shit, down the road in a few years I was planning on converting part of the basement into our own play room/dungeon. I was going to surprise her with a fully stocked room of sex furniture: St. Michael’s cross, spanking bench, wheel of misfortune, and anything else I could think of. We would role play all the time too. We’d go. Licking her she tensed up and came! Once she came I straddled her and lined up m dick with her pussy. I entered her slowly and could feel the plug filling her ass. She said. ”Please fuck my ass!” Needing no further instructions I dismounted, gently pulled out the plug and put lube on a finger and spread it around her brown eye. Then I slowly inserted my finger and felt her tense up. She took some long slow breaths and relaxed. My finger was able to push through her sphincter and was all the way.