Ch. 32: Donna’s Nightmare

Chapter 32: Donna’s Nightmare

I slept in the next morning, waking up after 11. Made some coffee and got a bowl of fruit, retiring to the cockpit to wake up and assess my situation. It was another beautiful day, bright sunshine, a light breeze, glassy water. I had stumbled into a fantasy world. It seemed like such a panacea, a cornucopia of hedonistic impulses. A place that any sex starved or over sexed person would seek out.

If only it wasn’t illegal. I worried about the authorities sweeping in, shutting it all down and bringing criminal charges against everyone who participated. Thankfully, I had never participated in any of the “official” activities. I had never purchased a raffle ticket. I had never “bought” a sex slave for a week.

Now, in all honesty, I had been enjoying the sexual benefits that typically come with winning a raffle. Yet, each of my encounters had been consensual and not directly connected with the city-run raffle. And I had never paid to play, so to speak. If worse came to worst, I had two “outs”: I could feign ignorance or non-participation; or I could just weigh anchor and disappear. I decided to venture into town for a late lunch to ponder my next move.

The crowd at the diner was thinning out, the lunch rush now over. I found a stool at the end of the bar and settled in. A new bartender approached, someone I hadn’t seen there before, and asked for my order. “Where’s Carla?” I asked. “Oh, she’s got the day off today. I’m Donna. I fill in for her on her days off. What can I bring you?” “Oh, Hi, Donna. I’m Sailor. I’ll have a draft and a burger, please.” “Coming right up, Sailor!” she said as she started pouring my draft beer.

Donna was on the young side, barely out of high school. Her hair was short and she had a thin frame. She wore a tight top which revealed her A cup boobs. No bra evident so her nipples were in plain view. Her thin frame made her hips disappear although her short shorts revealed a nice tight little ass. It was fun to watch her gliding back and forth, serving the others at the bar.

Shortly, my food arrived. “Another draft, please, Donna.” When she placed it in front of me, she tilted her head, looking at me quizzically. “You new around her, Sailor? I don’t think I’ve seen you around before.” “Well, I anchored in the harbor a couple of days ago. I’ve had a few meals in here but haven’t really gotten around much. What’s there to do around here?” “Ha, ha” she laughed.

“There’s not a whole hell of a lot happening around here. We’re known for our raffle and some of the locals from the neighboring towns come to play. Other than that … there’s little or nothing happening here.” “Yeah, I’ve heard about your raffle. What’s that all about, anyway? Can you explain it to me?” Donna blushed a bright red and looked at her feet. Then she scurried off to pour a beer for a guy down the bar.

When she returned, she looked at me with sorrowful eyes. “You buy a raffle ticket and get paired with someone for a week.” “Paired? Like in boyfriend-girlfriend? Like get married? What do you mean?” I was playing dumb, fishing for more information and she was hesitant.

“Well, it means that you get paired for sex.” “Paired for sex??!!” I acted ultimately surprised although she wasn’t telling me anything I didn’t already know. “So, do you participate in this raffle, Donna?” “You’re not allowed to participate until you’ve graduated from high school or turn 18. I just graduated last June and I’m beyond 18. When my folks got divorced my grades slipped. I had to repeat my sophomore year.” “Graduation was months ago, Donna. Are you involved in that now or not?”

Again, she blushed bright red and looked at her shoes. “After I graduated and was eligible, my boyfriend wouldn’t let me do it. But we broke up soon after that. I wasn’t very experienced, I had only had sex with him, so I thought ‘what the heck, I’ll try it and learn’.” “Ahhh. I see. So, how’d that go? Did you learn anything or was it horrible?” “A little of both. I’ve only done it three times; two were OK but one was a nightmare.” “Oh, no! I’m so sorry to hear that. But I’m having a hard time imagining sex as a nightmare.”

“It was my third, and last, time. After that experience, I don’t think I’ll ever participate again.” “Well, Donna, if you don’t mind, can you explain how having your sexual needs fulfilled counts as a nightmare?” “It wasn’t my needs that became a nightmare. It was his needs that did it for me.” “So, what went wrong?” “Look. It’s kinda personal and I don’t like talking about others in a negative way in public. At least not in such a small town as this one. I get off soon. Maybe we can take this up then.” “Sure, if you don’t mind.”

I hung out at the bar, drinking draft beer, and generally wasting time, waiting for some sort of signal from Donna. As I surveyed the remaining patrons, everything seemed normal.

Then I spotted them. An older couple, easily taken for husband and wife, sitting at a table near the door. Their meal was finished and Donna cleared their table and gave them the check. As they each put their money on the table to cover their bill, the man stood up. He very casually stepped over next to his “wife” and unzipped his pants, pulling his dick out. She, likewise, very casually took it in her fingers and leaned forward. Right there, in front of God and everybody, she started giving him head. You could clearly see his dick get stiff and soon she was doing her best to please him. They were both older and she was obviously beyond her prime, only taking about half his six inches in her mouth.