You enter the room and we embrace. "Hello, Monique, it's quite nice to finally meet you, although I feel as of I already know you," are the first words out of your mouth. You are several inches shorter than me, especially in my heels. As you look up into my eyes, our lips are drawn as if by magnets to each other. We engage in a long passionate kiss which leaves me quite breathless."Oh wow!" I exclaim, "I've never kissed a man before." You look into my eyes and softly coo, "I'll not be a man for long". You wink, grab your bag and head for the bathroom to change. I am reeling with excitement as I stagger to the table and pour a stiff jigger of Scotch. I down it in one gulp as I hear the shower running. I tap lightly on the door and enquire, "Jenny, would you care for a drink?" What have you got?" you ask sweetly."Just some fourteen year old Scotch," I reply."That sounds lovely," is your response.I pour you a jigger full and open the door to set it on the vanity. I catch an image of. "I placed the lube and plug on the dresser. I firmly grasped the base of the plug in my right hand and told her to relax and grip the dresser firmly. She did as instructed, relaxing as best she could. I took the tube of lubricant and using my fingers worked some in and around her tight asshole. Then I actually squirted some up her rectum. Lastly I lathered the plug with it until it was literally dripping. This was going to be an effort to insert and I wanted it to go as smoothly as possible.I marveled at the size of the thing, but it wasn't as big as me and I knew she could handle it.I waited for her to really relax."Take a couple of deep breaths and relax as much as you can, I'll be a gentle as possible, honest."She did exactly that, and I did as promised. I exerted a steady firm pressure on the base of the thing, but pushed it in very slowly. It was pretty erotic watching the black cone stretch her sphincter muscle wider and wider. By the time it was about 3/4 of the way in she was.
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