Daniel and Rupert: Boys Together, Part 2


by Cj Swinburne

Rupert knew he had to take advantage of this opportunity so he said, "That spanking really stung, didn't it?"

Daniel said, "Yeah, I've never even been spanked before."

Rupert said, "Really? You sure took it bravely."

Daniel was pleased about the compliment and he was thinking that he was really beginning to like Rupert.

Rupert continued, "Let's have a look at your bottom...go on...turn around with your back to me, then get up on your knees so I can have a look. After I've seen yours, you can check out how badly my bottom got it."

Blushing slightly, Daniel obeyed. Rupert looked at the red bottom before him. He gently placed his fingertips on Daniel's right buttock. The boy flinched a moment but didn't ask Rupert to remove his hand. Rupert felt the smooth, soft, and hot flesh. He began to run his fingers back and forth from Daniel's upper thighs to the top of his buttocks. Soon Daniel's bottom was covered with goose pimples as Rupert continued to run both his hands over Daniel's bottom and thighs. Both boys were breathing heavily when Rupert finally removed his hands and said, "Your turn now."

Daniel was half sorry that Rupert had stopped. He couldn't believe how good that felt, but he was also looking forward to checking out Rupert's bottom. The boys changed positions. Daniel stared at Rupert's plump, round, and very red bottom. He placed his fingertips on the lower part of Rupert's bottom. He couldn't believe how soft and hot the flesh felt. He watched a water drop run down the small of Rupert's back as he began running his fingers up and down from Rupert's upper thighs to the top of his buttocks. Rupert arched his back and softly moaned a couple of times until he told Daniel it was time to stop.

Rupert moved to one end of the tub, leaned his back against the end of the tub, stretched out his legs, and said, "Come right over here, Daniel, and lay down beside me."

Daniel obeyed and they were squeezed together by the tight fit. Rupert suggested that they lay on their sides and face each other to get a little more room. Soon Rupert was running his hand up and down Daniel's side as they talked quietly. Occasionally, Daniel would moan softly when Rupert would reach over and caress his bottom. Daniel began to return the favor. Soon both boys were worked up. Rupert knew it was now or never. He slowly brought his face even closer to Daniel's. He felt Daniel's hot breath, then gingerly placed a kiss on Daniel's lips. He drew back and waited for Daniel's reaction. Rupert's heart felt like it was going to burst out of his chest as Daniel leaned forward and placed a soft kiss on his lips. Soon the boys' bodies were intertwined with legs wrapped around legs and their hands caressing each other's body. While the boys' intertwined bodies writhed in the tub, Rupert took the kissing one step higher and inserted his tongue into Daniel's mouth. The boys soon had both their feverishly hot tongues going in and out of each other's mouths. The boys had worked each other into such a heat, it was a surprise that the water in the tub didn't reach boiling point.

Then there was a loud knock on the door. "You boys about ready to get out?"

Chris didn't wait for a response and opened the door. Both boys were lying next to each other in the tub and breathing heavily and furiously blushing. Chris ignored their obvious state and asked again, "Are you two ready to get out?"

Both boys quietly said, "Yes, sir" and started to move.

"Hang on," said Chris looking at the floor. "I thought I told you two not to splash water? Well, you two naughty boys sure got some water on the floor!" Chris picked up a towel and wiped the offending water from the floor. By then both Daniel and Rupert were standing in the tub telling him it was an accident and how sorry they were.

"Dry off quickly and then come straight downstairs to the library, boys! And don't either of you dare dawdle if you know what's good for you!"

"Yes, sir!" was the response from both boys. They quickly dried themselves off and went, naked, to the library. Chris was waiting for them with a leather belt in his hands.

"Since spanking with the hand didn't seem to make an impression on you two, I think we'll have to try a spanking with the belt. Rupert, do you know what 'horsing' means when it comes to spanking?"

Having earlier read that chapter on discipline in the book, Rupert said, "Yes, sir, it's when one boy holds another boy on his back while that boy get his whipping."

"Exactly right, Rupert. Horse Daniel for his whipping please."

After some direction from Rupert, Daniel mounted Rupert's back. Rupert bent forward, reached back, and took hold of Daniel's legs. Daniel held onto Rupert with his arms around Rupert's underarms. Chris stepped back and surveyed the boys. They really were in a comical position. Daniel was in such a position that his buttocks were thrust up and spread open. Both naked boys nervously awaited the next act. Chris said, "Since one spank for each year old you are didn't seem to work, you'll get two with the belt for each year old you are. So how many will you get, Daniel?"

"Twenty-two, sir," answered the frightened boy.

The belt made a loud cracking sound as it snapped on Daniel's soft and tautly stretched buttocks. There was no soft crying here. Daniel immediately started shrieking and crying. There were angry red stripes that burned, stung, and throbbed as they raised the flesh in welts. By the time Daniel took the eleventh stroke he was in an agony of smart and roaring uncontrollably. That didn't stop Chris though. He fiercely layed in until the twenty-second stroke landed. Daniel's buttocks were angry red and Daniel was crying like a baby. He ordered Rupert to let Daniel down. Surprisingly, Daniel went straight to Chris and hugged him looking for comfort. Chris rubbed the boy's back and calmed him down. The it was Rupert's turn. Rupert bit his lip as he looked at Daniel's fiery red bottom, then mounted Daniel's back. He felt the cool air rush in between his buttocks as they opened up when Daniel took hold of his legs. Rupert said to himself, "its just twenty-four smacks, don't be a baby about it."

Crack!

"Yeeoow!!!," howled Rupert. He had never felt anything sting like that before. Chris was laying the strap on hard. Rupert's bottom was scorched by the time the whipping was over. He too ran to Chris for comfort after he was released. Chris got both boys to promise to try to behave for the weekend then told them it was time for bed.

He took them to their bedroom where they'd share a bed. Both boys hopped in naked. Soon after Chris closed the door, the two boys had their arms wrapped around each other and the bed was shaking from the hot action. Chris could hear their bed squeaking as he lay in his own bed looking forward to the activities he had planned for them the next day.

The next morning, Chris woke early and showered. After showering, he opened the door to the boys' bedroom. The boys were sound asleep, lying on their sides facing each other and with arms around each other and legs intertwined. The bed sheets had been pushed onto the floor...it had obviously been a hot night, in more ways than one. Chris woke the boys up, told them to take a quick shower and then come down to the kitchen for breakfast. The boys hopped into the shower together. Rupert's heart leapt when Daniel finally made the first move and asked him to wash his back for him. Daniel returned the favor. After a hot steamy shower, the still naked boys came down for breakfast.

Chris had made arrangements yesterday for the owner of the local tack shop to open the store early this morning, at 7:30 AM instead of the usual 9:00 AM, so that he could shop privately with Rupert and Daniel. It was interesting how eager people were to accommodate him when they learned he was a director. After breakfast, Chris told the boys that they needed the proper riding gear before he could teach them to ride, so they would be going to the tack shop. He sent both boys upstairs to put on some clothes. It was obvious the boys were eager for their riding lessons as they gleefully ran upstairs and came down fully dressed pretty quickly.

They arrived at the shop at 7:35 AM and the shop owner opened the door to let them in. He seemed to be in his late 30s or early 40s. Chris told him the boys needed to be fully outfitted. "A riding outfit, a riding whip, and perhaps a dressage whip for each of them," Chris said.

"Certainly, sir. Shall we take a look at the outfits first?"

Chris nodded his head. They stopped at an area with the riding tights. "Before the boys start trying them on, I'm sure you'll want to take their measurements so you can narrow the sizes down."

Actually the shop owner had no such intentions, but he wasn't about to disagree with his customer. He was sure he had a tape measure behind the counter, so he said, "Of course, sir. If you'll wait just a moment, I'll get the tape measure."

As the man returned, Chris pointed to Rupert and said, "Take Rupert's measurements first, please."

The man started to move as if he was going to start to take Rupert's measurements when Chris made a motion with his hand telling him to stop. Then Chris said, "Rupert, what do you think you're doing?"

Confused, Rupert responded, "Sorry, sir?"

"Rupert, how do you expect this gentleman to take your measurements with your clothes on? Use your head, boy. Now get out of your clothes quickly."

"But, right here, sir? What if someone walks in?"

"That's none of your concern, just do as your told. Besides, Rupert, this is a tack shop...I'm sure you aren't the only boy who's been measured for his riding gear here...is he?"

The shop owner made an excellent effort at keeping his surprise from showing as he replied and lied, "Of course not, sir, many boys have stood here in the buff for their measurements. I dare say if the young lad is so shy, he should be grateful you didn't bring him in yesterday afternoon when the shop was very crowded indeed."

Blushing furiously, Rupert stripped in front of the ogling shop owner, Chris and Daniel. The shop owner knelt on one knee beside Rupert. He took his time measuring every aspect of the boy's body. He even took measurements twice just to be thorough. Then came the measurement for the in-seam. "Spread your legs apart a bit more, son," said the shop owner.

Rupert obeyed as he was hoping this would end before anyone came in. The man coughed slightly to get Chris' attention. "His genitals must be moved out of the way for me to properly take the measurement, sir. Shall I do it or would you prefer to handle the matter?"

Rupert stammering said, "I...I...can do it."

"Don't be silly, boy, I need you to be perfectly still while I'm taking the measurement," said the shop owner who was really enjoying this spectacle.

Chris said, "Actually, Daniel will handle the matter. Daniel kneel down at Rupert's feet and make yourself useful."

"Yes, sir," said Daniel as he obeyed.

"Take his scrotum in your hand and then gently lift up and away so that I can get the tape measure in there," instructed the shop owner.

Even Daniel was blushing during this procedure. They repeated the process for Rupert's other leg. Then, Chris ordered Daniel to strip for his measurements. The shop owner couldn't believe his luck as he took his time measuring the naked Daniel too. The still naked Rupert helped as Daniel's in-seam was measured.

The boys tried on a number of riding tights until Chris found a pair for each of them that was exceptionally tight and very form revealing. He had them each get a short, tight shirt that wouldn't conceal any of their tights.

Now that the boys were properly attired in their form-fitting riding outfits, Chris and the shop owner turned their attention to the whips. As the men discussed particulars, Daniel and Rupert gamely picked up various whips and swished them through the air.

"Do you have any particular kind of whip in mind, sir?" asked the shop owner.

"Yes, it should be made of leather...these synthetic whips just don't match the feel of a good old-fashioned leather whip."

"Quite right, sir. I can see you are an Epicurean when it comes to riding gear, sir," said the shop owner as he nodded approvingly. He also marveled at how cute the boys looked in their skin tight outfits as they playfully swished the whips.

"Each whip must be a short riding whip made of soft leather with a tapered tip. The whip must have a sharp bite to it, but I don't want the leather so tough that it could easily break the hide. For, you see, the whips will most often be used on the hindquarters of two young colts who have very soft and tender hides," finished Chris as he gave a look over to Rupert and Daniel who were laughing as they played with the whips.

The shop owner followed Chris' eyes and looked at the two young boys who had their backs to them. He saw the firm round plump bottoms move as the boys continued playing with the whips. With a look of understanding (and appreciation), the shop owner nodded approvingly and said, "I think I have just the right whips for your needs, sir."

The men stepped up next to the boys who knew to stop their "horsing" around immediately. The boys watched intently as the shop owner took four small leather riding whips off the wall.

"Those look pretty nice," said the naïve young Daniel.

The shop owner gave Daniel a slight smile before handing one to Chris. Chris swished it through the air. He made it snap with a flick of his wrist.

At the loud and sharp snap, Rupert laughed and said, "Blimey, that'll do the trick, I bet."

Daniel smiled too and said, "Yeah, I bet any horse'll do what you want when you've got that in your hand."

The shop owner looked at the two boys then back to Chris and said, "I should think just the thing for a young colt, sir. Notice how the leather is very soft, indeed, sir. Just the thing for a young colt with a particularly soft and tender hide, sir. No need to worry about breaking his hide, sir," now making an ominous look at the boys standing next to them, he finished, "You should be able to lay this lash on a young colt's tender hindquarters for as long as you wish without worrying about breaking his skin, I mean hide, sir."

The four whips were identical except that the handles were slightly different. Chris let each boy choose his whip from the four. The shop owner and Chris both enjoyed watching Rupert and Daniel study each whip before making their choices. After the boys made their choices, Chris paid for the clothes and whips, and the shop owner bagged the clothes the boys wore to the shop as they were leaving with their riding gear on. As he opened the door to let them out, he gave Chris a look of appreciation and said, "I hope all goes well, sir. If you need more equipment please don't hesitate to call me, sir."

The shop owner gave each boy a knowing smile and he ogled their bottoms as they walked out of the store. The excited boys were playing with their whips as they walked to the car. They couldn't wait for their riding lessons to begin...neither could Chris.


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