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. The owner of the insurance firm was nearly sixty-seven and wanted to retire at seventy. His only son had been killed in 'Nam several years before, so he didn't have anyone to take over. He admitted he had not gone after all of the clients that the area contained. "I like selling insurance and that's why I am still doing it. Someone younger with ambition could do well here and make a really good living for himself. It is a great town for raising a family in too. You're not married, I take it. Well, there are a lot of nice women around here."I spent the afternoon and had a beer with Pop when he got home. "Did you take the job?" Not yet. He is going to hold it open for me for a month. I'll let him know before then." What's the hold up?" I guess the girl I took out Saturday. I want another few dates with her. That should tell me if I want to go any further. That is if she will have me. Maybe I'm just dreaming, but I don't want to make any mistakes with her until I know her better.".
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