He touched the curved edge of his hook to hischin thoughtfully, “How is our little guest doing?” he asked the grungy pirate next to him.“Aye. Ch...rles went to check on her, Captain.” Came a reply as the man quickly set off back to his work.Talking to the Captain for long periods of time could sometimes lead to v******e. He did in fact shoot themessenger when the message was bad.The captain pondered this for a minute before resuming his tasks. He would see what Charles was up toin due. He smiled sheepishly, displaying the cutest dimples I’ve ever seen on a grown man. I expected to feel damp between my legs. What I didn’t expect was to feel a slight tug on my heart. Oh, fuck! I really liked this guy!We had a lovely dinner. Everything was going smoothly when I accidentally blurted out, “I’m not wearing any panties.”Jason looked at me, silently, for a moment. When he finally spoke, he simply said, “That’s awfully naughty.”He paid the bill, and we left. Once in the car, he said,. Of course before I got dressed I brought myself to a new high as I thought about wrestling with Bobby. I’m sure Bobby did the same.When I came down stairs I heard Bobby inviting someone to have a seat. They were in the family room. When I looked in I saw his grandmother who he called grammy and she called him Bobboo. “Hi grammy,” I said.“Hi Carloo,” she said. I could tell by the way her head seem to rock around on her shoulders that she was way too drunk to have driven here. I glanced out. Back on her knees pulling me closer to the edge of the bed as she slipped the dildo deep inside her pussy. As she sucked me she worked the dildo in and out faster and faster in time with her mouth up and down over my sissy cock. She started to shake and shiver and I tensed up then flowing my sissy cum in her mouth as she came at the same time. She was shaking so hard from her orgasm my cum leaked from her lips. She slurped most of it back in as she stood up with the soaking wet dildo in her.
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