Before he could even finish that thought is in mind, Jenny laid on top of him. Certainly any two people can cuddle, but Tom and Jenny are special. Her...petite body seems like it was custom made to fit into Toms. Jenny folds perfectly into his arms with her head leaning on his chest, at the perfect position to both kiss and caress. Jenny climbed on top of Tom and gave him a deep and passionate kiss. The kind that starts with lips pressing against each other, but rather than pull away and remain. Slowly and deep as it spread my ass well over two inches. It also had a tail on it.She proceeded to play spread my ass and play with my cheeks as I endured the pain from the buttplug. Then I was made to walk around her room doing a nice horse walk and lifting my knees high up. She slapped me several times with a cane on my ass as I made mistakes while walking.I was pushed to the floor then where she put a huge dildo. She made me suck it deep and choke on it. She grabbed me by my hair and pushed. We held Northward as much as we could, to avoid the dangerous men said to dwell to the South, on the shores of the Southern Sea. I had seen the ocean before, but the waters of the West Indies were known to be the home of violent tribesmen.So far I had been lucky in my travels, and the worst of men I had encountered had been those murdering savages who had killed the rest of my resupply party, sparing only me by oversight, and those brutal Spaniards on their incomprehensible mission. Quah Nockt. I got onto a local personal ad site and posted "married guy looking for fun." I was looking for another, younger guy to come over and we play.Oh, the anticipation... I was laying there naked on my couch. I was stroking my average length, thick cock. I'm in my late 20's, 5'11" and around 220lbs of mostly muscle. I'm a stocky guy. My brown hair gives way to a red beard. My chest is very hairy. My pubic hair is bright red. At this moment, my 6" cock is hard as a rock, and wide enough that my hand.