The first time a boyfriend asked me to try anal sex was in high school. I was And because I loved him — in the way you can only when love when everything is fantastical and a first — I agreed to try it. Even so, after reading about what to do, we gave it a try. It was too scary. Too much.
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A couple of years ago, I was in a relationship with a married woman who was 20 years older me. This woman was great in bed and gave fantastic head, but would never let me go up her ass. The day before my birthday, she rang me and told me to come around the next day as she had a "birthday treat" for me. I was able to guess what it might be so I was almost hard with anticipation when I rang her doorbell.
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