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" You?" You don't have to buy anything for me." My hotel is right across the street from one of Chicago's best department stores. They are screaming sales. I can't resist." OK. I'm a medium. A ten." See you tomorrow."I went across the street to the department store where I had bought many presents before. I went quickly to the leather department and found both of them nice jackets at closeout prices. I even bought a sport jacket for me. Then, I went back and bought a leather one for Rachel. I wished I could see her in it. Not many days in Albany when one can wear leather jackets, but they do look good when you can. If I had known Jennifer better and she was going to stay, I could have bought many other nice things for a pittance. I didn't. If she stayed, I would next time and I knew that there would be a next time.Did I tell you that it gets damn cold in Chicago in December? The wind hurts bad if you stay out long. I didn't bring much winter stuff, but I did walk over to Michigan. Furthermore, buy yourself an anal douche, if you want one a bit more cheaply (anytime it is marketed as a sex product the price shoots up a thousand fold), you can go to your local pharmacy and buy an enema kit or bag. This will ensure that your colon is empty and clean before you proceed. I know, an unpleasant thought, but let’s be real here for a moment: we all know what comes out of there, don’t we?3. Use a lot of lubrication, your choice here, but ensure that you are using enough. Then ask her to insert her finger in your ass. Don’t say it like that. “Darling, would you do me the courtesy of inserting your digit into my rectum?” won’t do you, her, or the mood any good. Say something sexy; “I want to feel your finger inside me,” works well for me, it isn’t crass, but doesn’t leave a lot to the imagination.4. Once you have conquered her fears in this area, try suggesting the same for her. Start small gentlemen! You generally have larger fingers than we do, and if you scare her or.
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