Anthony went straight up to his room, fell on the bed, and slept for hours. He had never felt such exhaustion in his life, but it was a good exhaustion. Like he'd just ran, and won, a marathon. His dreams were filled with powerful erotic visions of erupting cocks and warm, slick assholes, but they didn't awaken him.
It was dark when he woke. A grumbling in his belly told him he hadn't eaten since morning, so he showered, grabbed his keys, and decided to go for a tour of the town and see what he might find to eat.
Seafood was on the menu almost everywhere, so he kept it simple and chased down some haddock with nice cold beer. Before going back to the hotel, he remembered that he might need what Mike had called "some essentials." There was a particular pharmacy that would sell them with no questions or funny looks. Mike had explained that the owners were friends of his.
Pulling into a parking spot out front, he checked his watch. The sign said it was open until 8 PM on Sundays, and it was ten minutes to.
He only needed a couple things. A tube of KY jelly, the same that Mike had used when they fucked, was first and foremost. He figured on being here for the winter, so he bought a large tube. The thought of how he intended to use it made his cock stir, but he pushed it away. The other thing was an enema kit. There were three to choose from, so he bought the most expensive. He realized that yes, an attractive young man buying these two items might definitely raise an eyebrow, but the fifty-some lady at the cash register didn't bat an eye. She smiled pleasantly and wished him a nice evening when she handed Anthony his change and receipt.
He was actually a bit disappointed when the handsome, and flirtatious, clerk was not at the front desk when he returned. David was his name, Anthony reminded himself. In his place was a pleasant enough looking fellow, who looked to be approaching sixty. The man had a slightly effeminate nature that Anthony found endearing.
He was naked in a minute after he got back to his room. And hard. After admiring his own form in the mirror for several minutes, he unpacked the enema kit. After some fumbling, he got it right, and enjoyed the pleasant sensation of warm water filling his colon. Despite lacking the intimacy and turn-on of doing it in the presence of another man, it was still something that made his cock tingle. Alone, he had the luxury of letting his mind wander.
There was really nothing terribly erotic about an enema. It was pleasant, but he figured that the fact that it was totally connected to the erotic art of man-fucking was the real source of the turn-on.
Cleansed, he took his tube of lubricant and went to the bed. He lay back and lubed up his cock, stroking it slowly and lovingly. He shifted so that he could reach his love hole easily, and began to massage the opening. He lubed his fingers, and gently began to probe. Then a finger went in, just a knuckle deep. It felt good. Deeper. He explored inside himself and found a spot that sent a new sensation rippling through him. It was that same sensation he got when Mike's thick man-root had been inside of him. Only the pressure of that big shaft was missing.
A couple minutes later, he was cumming all over himself, with two fingers buried as deep as he could get them into his asshole.
Then he slept some more.
He spent the entire day lounging at the hotel pool. About a dozen other guests came and went over the course of the day. For the Keys, it was only a mild day. To his northern blood, it was luxurious. He did spend some time in conversation with two men from the Midwest, who seemed to be a couple. It turned out they were life-long bachelors who met several times a year down here, for a week at a time.
Most of the guests were attractive men, even though he appeared to be the youngest in the place. The hotel did cater to an upscale crowd, and money did often help men in taking care of themselves. There was one pair that reminded Anthony of himself and the man who had taken his virginity. There was one difference. The younger of that pair seemed to be more masculine than the other, who was also in his forties, or appeared to be.
Anthony just relaxed, read, and observed. The thought of a trip to his room, and jamming two fingers up his ass while he jerked off did occur to him a few times, but the sun just felt too good.
He dined with the Mid-West pair, come supper time. They were able to talk about business, and good books, which was nice. By the time 9 o'clock rolled around, he was wound up with sexual desire. The fact that his dining companions had flirted with him constantly, and peppered the conversation with sexual innuendo had only inflamed that.
He noted that David was at the front desk on his way to the room.
Forty minutes later, he phoned down to the desk. "This is Mr. Flynn. I have an issue in my room I'd like some assistance with, if that's possible."
Anthony smiled when he heard David almost purr, "I can be up in about twenty minutes, Mr. Flynn, if that's all right. Should I use my pass key?"
"Yes, that would be fine." Anthony replied, trying to sound casual.
Anthony was at the window, looking out over the pool, when he heard the door.
"What seems to be the problem, sir?"
It took all of his courage, but Anthony turned towards the clerk, letting the white hotel robe fall open. "I...I seem.." he couldn't help but stutter just a bit, "to have a stiffness that won't go away."
To his great relief, the clerk smiled and closed up some of the space between them. "Maybe I can help you with that." He came up until just two feet separated them. "I apologize for having you wait. We close up the desk at ten, so..." his voice trailed off as their eyes locked and held.
David unbuttoned his shirt, then shrugged it to the floor. He undid his pants, and let them fall. He was wearing the briefest of briefs. The purple head of his cock showed just above the top. He was admirably hard. He took half a step closer, and slipped the briefs down his legs and stepped out of them.
David was blond, and there was only a small tuft of blond hair at the base of his cock. His chest and legs were as smooth as that of a woman. He looked down at Anthony's rigid manhood and licked his lips. "I think I can help you with that." he said, his voice as thick as honey.
The clerk was an excellent cocksucker, and he moaned ecstatically when Anthony's hot seed burst forth. As his orgasm subsided, Anthony looked down at the Adonis on his knees before him. David was gazing back, his face smeared with cum. Anthony pulled him up and kissed him, letting the taste of his own sperm send a thrill through his body.
"Did you cum?" he whispered into David's ear as they embraced, pressing their cocks together.
