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She handed it to me and said, “Here try using this to get me loosened up and into it, I think your cock might be a little big for me at first”.I agreed and we got positioned on the bed so she could put her butt up in the air while she was laying on her stomach and she then took the pillows and put them under her to help support her in that position. I wanted to be as gentle as possible and figured that using the vibe in her pussy first would help her get excited and would also provide a little warmth and natural lubrication to it in the process.While I was doing that, I put some of the KY jelly on the fingers of my other hand and began to slowly message that on and around her cute little anal entry. At this point I was thinking (like she did) this was not going to be easy and we might have to try this a few times before we were able to do it successfully. I continued this for a little while and she was enjoying the vibe and the occasional flick of her clit with my fingers, and she. They tend to wear jeans. You atleast take the time to dress up and wear a skirt.??Let me get my purse and we can go.? And with that, I went to my bedroom,grabbed my purse and left for what was to be a life changing day for me.It was getting dark so I wasn?t worried that someone might see me leavingthe house in my skirt. And if they did, I hoped they would assume it wasAmy leaving on a date and not me.Matt was a gentleman. He opened the car door for me and allowed me toslip in. I was careful to make sure my skirt didn?t ride up as I did.Still, I noticed Matt looking at my legs as I pulled them into the car.On the way to dinner, we made a little small talk. You know the usual getto know each other sort of thing. I found out he wanted to major inengineering, had pledged a fraternity, and was doing well in his classes.I also found out he liked football (played in high school) and he likethe color blue the best.Before I realized it, we had arrived at the place we were going to havedinner.
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