Lost Bet

I got out of the Air Force Medical Corp. when I was 26 and went to live with my sister and her two children (Carrie, 18 and Tim 16). We all got along really well, and we were the only family any of us had.

One weekend my sister went away with her friends and left me in charge of my niece and nephew. There wasn't much to it, really, since they were so old and fully capable of taking care of themselves. They had been given permission to have some friends over while she was gone, and I was just there so that things wouldn't get too wild.

At about midnight on Saturday I was online in my bedroom when I got the munchies and headed down to the kitchen. I heard all the kids in the diningroom, so I took that route to the kitchen to check up on them. There were about 10 kids sitting around the diningroom table in various states of undress. They were playing strip poker.

"Carrie!" I said, seeing that she was wearing jeans and just her bra.

"Hi, uncle Nate!" she said cheerfully, and everyone at the table laughed.

"What do you guys think you're doing?" I asked all of them.

"What's it look like?" said Tim, who had only lost his shoes and socks.

"I don't think your mother would like this" I said.

"Oh, come on" said Carrie. "You wouldn't snitch, right?"

"No" I said. "Of course not. But I don't think you guys should go around naked, okay? One thing can lead to another -- "

"God, uncle Nate!" said Tim. "We're not going to have an orgy or anything. Besides, " he said, grinning "Tony's the only one who's going to be naked soon" and he nodded at a muscular dark haired boy who was only wearing boxers.

"Well," said Tony, "if your uncle wants us to stop -- "

"No way!" he was interrupted by a chorus of voices.

"Hey, wait" Carrie said to him. "You could trade."

"What do you mean?" he asked

"If you lose the next hand, instead of losing your boxers uncle Nate here could spank you" she said, and the whole table (except Tony) cracked up.

"Yeah, that's going to happen" I said, turning to leave the room. Tony was gorgeous! I would have loved to put the little jock over my knee. I think my niece suspected I was gay, and she had always had a devilish side to her even as a very young child.

"He spanks us" Carrie said over the laughter, and the laughter died.

"When have I ever spanked you?" I asked her.

"Well you were always allowed to" she said. "And you have spanked Tim" she said, and my nephew blushed.

I walked over to him and put my hand on top of his head. "Not since he was very little" I said to her, though I wondered if she knew it was a lie. When Tim was 13 I had caught him smoking and I had blistered his butt for it in exchange for not telling his mom and his promise that he wouldn't play with cigarettes again.

"How about it, Tony?" she said.

"Um, hello! You want to ask me?" I said.

Carrie put on her best bad girl "come hither" look and said, "You'd do anything for me, wouldn't you uncle Nate?"

"Yeah, right" I said, and walked out of the room.

In the kitchen I made a huge bowl of cereal, and as I was finishing it off I heard uproarious laughter from the dining room and some good natured arguing. I couldn't make out what was being said, and I couldn't help but wonder if Tony had lost his last hand. I slowly finished my cereal, washed the bowl and spoon by hand rather than putting them in the dishwasher, dried my hands and walked back out to the diningroom.

I didn't stop as I went through the room, and I didn't look at any of them, but I had to pause when I heard Tony say, "Um, uncle -- uh, Nate?"

The whole table laughed, and my nephew said, "He's not YOUR uncle, dumb ass."

"I know" said Tony defensively.

"Just Nate is fine" I said to him.

"Well" he said, stammering.

"Go on" said Carrie.

Tony walked clumsily over to me, shook my hand and said, "Would you spank me, sir?"

The whole table burst into uncontrollable laughter, and Tony blushed deeply.

I looked at my niece, who raised her eyebrows and smiled wickedly at me.

"I am not going to spank him" I said to all of them.

"If you don't then I have to go naked" he said, and the panic was clear in his voice.

"A REAL spanking like I used to get" said Tim.

"No way" I said, but I did desperately want to put the little stud over my knee.

"He's 18" said Carrie. "No one's going to accuse you of child molesting" and she laughed.

"Come on, uncle Nate" said Tim.

"You agree to this?" I asked Tony, who looked at the floor and nodded. Again the whole room erupted with laughter.

"All right" I said, putting my hand on the back of his neck. "Come on" and I turned to lead him out of the room.

"No" said Carrie. "Right here. We get to watch."

"No, you do not get to watch" I said.

"Yes!" said Tim, belligerently.

"He has to get a real spanking?" I asked them.

"Yes" said Carrie and Tim together.

"How would you feel" I said to my nephew, "if I took your pants down and smacked your bare back side til you were bawling?"

"Huh?!?" said Tony, as he realized what I intended for him.

"Well then we get to listen" said Carrie.

"No" I said forcefully. "You're just going to have to trust me."

"You're really going to spank him for real?" said one of the boys at the table. He had to be about Tim's age.

"Was that your bet?" I asked Tony.

"Yeah" he said, looking at the floor.

I pointed at my niece and nephew and said, "You make sure everyone stays down here, because if I catch any of you upstairs you're both getting it."

Tim laughed when I said that, but when I said, "You want to test that?" he scowled and looked at the table.

I led Tony by the back of his neck down the hall and to the stairs. Halfway up I made him stop, and put my finger to my lips for him to be still. We heard chairs rustling suddenly, and then Tim saying, "No way!" and Carrie saying, "Oh, come on!" and then Tim again with, "No! Maybe he wouldn't paddle you, but he sure would me. We're staying right here."

I looked down at the stairs and smiled. "Let's go" I said, patting Tony on his boxer clad butt.

We walked into my room, and I locked the door behind us. Then I pulled a stereo speaker over to the door, pushed it up against the door with the speakers facing it, and turned on some music to muffle any sounds. When I turned to look at Tony he involuntarily stepped backward.

"You ready for your spanking, kid?" I asked.

He smiled nervously and said, "You're not really going to" but there was no belief in his words.

I pulled the chair out from my desk, sat down and patted my lap. He was on the other side of the room, and he unconsciously reached down and adjusted his dick in his boxers as he walked over to me. Was he getting hard?

I reached up and gently pulled him over my lap. His skin was absolutely smooth without even much hair on his muscular legs. I patted his butt, then smacked it lightly several times.

"That's not too bad, is it?"

"No" he said. I massaged and squeezed his butt cheeks through his boxers, and patting his bottom said "stand up."

He did so, and when I reached for the waistband of his boxers he shook violently but didn't try to stop me. As I slid them down his dick sprang up out of them fully erect and throbbing. I pretended not to see and again gently pulled him over my lap. He gasped but didn't struggle when I reached between his legs and gently pulled his _c_o_c_k_ back so that it would rest along my thigh pointing at the floor instead of being trapped between my leg and his body.

"Put your knees farther apart" I told him, and he obeyed. I smacked his but hard four times and he said "Ow!" after each smack. Then I stroked his dick a couple of times and slapped his butt six more times, not as hard. I alternately slapped his smooth cheeks, caressed them, stroked his dick, smacked his butt, over and over again for at least 10 minutes.

He was squirming and writhing on my lap uncontrollably by the time his butt turned first pink and then red.

Massaging his left glute I said, "Had enough?"

As I massaged his right glute he said, "Okay" but he sounded disappointed.

I made him stand, and as he stood up straight he took in a long jagged breath as his dick bobbed up and down almost level with my face. I pointed to the corner and said, "Go stand there" and he obediently plodded across the room and stood in the corner. He was so cute! His smooth, muscular body with his little red butt were almost more than I could stand. I adjusted my hardon in my pants, took a long drink of water from a bottle I kept in my room, and sat down on my bed.

I watched him as he gingerly rubbed his butt cheeks. I purposefully hadn't spanked him that hard, letting the sting slowly build up.

We both jumped at the loud knock on my door. "What's going on in there?" asked Carrie.

"Tony's doing some corner time" I said, trying to keep the anger out of my voice. She had broken the erotic mood.

I heard her laugh, and I said, "What did I tell you about coming upstairs, young lady?"

"All right" she said. "All right. Make him stand there for at least half an hour." Was that her trying to help me prolong the situation? You could never tell with Carrie.

"Go downstairs, Carrie" I said.

"I'm going" she said. Then a little more quietly, "have fun."

I turned the music off so that I could hear her go down the stairs, then I turned it back on a little more loudly than it had been. I sat back down on my bed and said, "Turn around, Tony."

He slowly turned to face me, and started to shake as he looked at me look at his still erect penis. I reached out my hand and said, "Come here and put your balls in my hand."

He walked uneasily toward me, and when he got to me he went up on his tip toes and gently lowered is balls into my outstretched hand. I grabbed them gently, and he closed his eyes and moaned almost imperceptibly, then opened his eyes again.

I got up and we stood almost nose to nose, me holding his balls. "Put your hands behind your head" I said. He obeyed, and a tear spilled out of his right eye.

I gently massaged his balls once, then twice, and he closed his eyes and gasped softly, then looked at me pleadingly.

"Does your butt still hurt?" I asked him.

He shook his head no and said, "stings a little."

"Why are you crying?" I said.

He swallowed hard, shook his head no, and shrugged.

I leaned just a couple of millimeters closer to him, and he closed his eyes and his lips puckered ever so slightly. I gently kissed him once and pulled back, again massaging his balls. He put his hands on my chest and more tears spilled out of his eyes.

I let go of his balls and slowly ran my hands up his back, down his back, over his butt, and up his back and brought them to rest on his sides.

"Feels good to be naked in front of me, doesn't it?" I asked him.

"Yeah" he said, in a husky whisper.

"Can you say 'yes sir' when you answer me?" I said.

He pushed his forehead into my chest and, nuzzling there whispered, "Yes, sir."

I reached down and started to undo my pants, but he got real panicky and said, "No. No. Don't" and with shaking hands he grabbed my wrists.

"Come here" I said, and pulled him to me and kissed his forehead. Again he pushed his forehead into my chest, and rubbed his face back and forth pressing hard against me.

"Do I need to spank you some more?" I asked him.

His knees were slightly bent so that he could nuzzle my chest, and he looked up at me and said, "No, sir."

"I want to hear you say it" I said.

"What?" he asked.

"Ask me not to" I said. "Say it in a sentence."

"Please don't spank me anymore, sir" he said, and he had such lovely brown puppy eyes that I couldn't resist leaning forward and kissing him again, very gently, on his soft lips. As I pulled away he reached forward and we gently kissed twice more. I held him a bit away from me, and put his _c_o_c_k_ in my hand.

"Oh!" he moaned, and he leaned his head back and closed his eyes.

I stroked him for about a minute, until he shuddered and I knew he was about to come. I let go and grabbed him by the shoulders, and he opened his eyes and whined quietly.

"Go over to my closet" I said, "and get me the belt that's hanging inside the door."

Again he whined, and his body slouched a little, but he turned to obey, his dick throbbing in time with his heartbeat. As he opened my closet door and pulled the belt off it's hook I said, "Don't say anything. Just walk over here, hand it to me, and get up on my bed on your hands and knees."

He walked over to me, handed me the belt with the most pitiful look on his sweet, smooth face, and then got up on my bed on his hands and knees, his dick still throbbing. I walked behind him and I think my heart skipped a beat as I looked at his tight pink hole with his hairless balls hanging between his legs and his hard _c_o_c_k_ pointing forward.

"You count each one out loud, is that clear?" I said.

"Yes, sir!" he said, and he started to cry openly. I smiled and put the belt down on the bed behind him, then I stood next to him, reached up between his legs from behind and cupped his balls in my hand. He jerked forward involuntarily, and I leaned down and whispered in his ear, "I wouldn't spank you with the belt unless you were very bad" I said, and he sniffed loudly and put his forehead on the bed between his hands.

I massaged his balls from behind, then reached farther and stroked his rigid dick. "Feels good to be obedient, doesn't it?" I said.

"Oh, yes sir!" he said, looking at me sideways from where his head was resting on my bedspread.

"Get up" I said, smacking his butt and making him grunt.

He jumped off my bed and stood awkwardly next to me as I sat back down on the bed. I reached over to the night stand, opened the drawer and pulled out a small jar of Vaseline I kept there.

"Come here" I said, grabbing his waist and positioning him in front of me. "Here" I said, as I took his hand, and made his start to jack off for me.

"Feet farther apart" I said, and he closed his eyes and obeyed, continuing to jack off.

"Bend your knees a little" I said, and as he obeyed I globbed some of the Vaseline on my middle finger and reached up to his butt crack. Finding his tight little hole I smeared the thick lubricant all around it, making him groan.

His back arched and relaxed, arched and relaxed, as I ran my finger around in little circles and back and forth against his tight cherry. I could see he was close, and when I finally pushed a little harder and slid my finger knuckle deep into him he groaned loudly and shot hard against my chest. Three good shots splattered on my shirt, and two more spilled onto my bed.

I quickly slipped my finger out of him and patted his butt as his whole body shuttered.

"Oh, God, I'm sorry" he said, looking at my shirt.

I laughed, stood up and pulled it up carefully over my head and off.

"You better get ready to go back downstairs" I said. "It's been a long time."

He threw his arms convulsively around my neck, and I hugged him tightly to me. We stayed like that for more than a minute and I finally had to say, "Okay, come on. You have to put your boxers on now."

He looked at the floor, obviously not wanting to leave, and I said, "You want to wear my sweats to go back downstairs?"

He nodded his head, and as he pulled on his boxers and a pair of my sweats I put on a clean shirt.

As he opened the door to my room he looked back at me over his shoulder, almost sadly, and I smiled at him and said, "Go on" like you would to a puppy.

He walked out of my room, and I didn't see him again for almost a month. Then, one day, my sister took her kids to Magic Mountain for the day and as I was raking up the back yard I looked up and saw Tony standing there, staring at me.

"Hey" I said, and smiled at him.

He smiled back, and said shyly, "Hi."

I walked up to him and said, "Carrie and Tim aren't here."

"I know" he said.

"What can I do for you Tony?" I asked him.

He looked at the ground and whispered, "I want to do what you say."

As he reached up to touch my chest I had to say, "Not out here." His hand dropped like it had been burned. "Only inside, okay?"

"Yes, sir" he said, huskily. "Can we go inside?"

"Stand over there" I said, pointing to the patio which was out of site from either of the neighbors. "Turn around I said" and he turned his back to me.

"You have 30 seconds to strip naked or I'm going to strap your backside from the top of your butt to the top of your knees" I said. He was pulling his shirt off over his head before I was done speaking. In no time he was stark naked and looking at me over his shoulder. If there's one thing I love, it's watching a boy from behind pull his pants and/or underwear down and off.

His body was so tight and smooth. He had sharp tan lines at the top and bottom of his lily white cheeks. All I could think of at that moment was tongueing his little hole until he was begging me to _f_u_c_k_ him.

"Get upstairs" I said.

"Yes, sir!" he said and jumped to obey.

I had at least 10 hours before anyone came home...