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. I was completely hard when she opened the door wearing only stockings and suspender belt. She dragged me into the house, got on her knees and blew me until I shot off over her tits.
She gave me a while to build back up again, and then sure enough, she produced some lube, and smeared it generously on my cock. She went on all fours, I applied a little lube to her ass, and inched my way in. She gasped with pain at first, but it soon turned to moans of pleasure as pumped away in her tight, virgin asshole.
I shot my load in her, and pulled out to watch it come back out of her gaping hole. I really enjoyed my birthday present, and she must've too, because I went in her ass a few more times after that.
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