. I...”“You looked up my dress, saw my ass, and froze,” she said, smiling at me. Then she said, “You are such a sweet boy. Come have a drink w...th me.”There were tables set up on the lower foredeck and one was empty right over the bow. I offered to get the drinks and she told me what she wanted. She was seated at the table by the time I got back from the bar.As I sat down, I looked into those huge, blue eyes and said, “You’re not Irish, are you?”I immediately wanted to kick myself but she just. I was not even sure I could take it. I had had my fingers in my ass, a few girlfriends fingers in my ass, and one small vibrator placed inside me by an adventurous older woman in my youth. This however, it was an actual dildo. Granted at 6 inches it was smaller than my cock, but still I was essentially a virgin! She untied me and commanded me to get on all fours. My head was swimming as she spread line onto my virgin asshole. She slowly and gently eased the strap-on inside me. There was pain.. More

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