It had been a long night for Kade. There had been quite a lot of friction between his girlfriend Jaina and him all day. As they were hanging out in Jaina’s bedroom, Kade made a subtle reference that he wanted to fool around. That completely set Jaina off and after scolding him, she curled up on top of her bed and refused to talk to him. 

Jaina was on break from college. She had been seeing Kade for over a year. They had limited time together during the school year as Kade was still a senior in high school. 

This was one of those rare times that they would have the opportunity to spend a week together. Unfortunately, it also correlated with Jaina’s monthly cycle. Jaina was pretty difficult and could be quite controlling at the best of times. This was not the best of times. 

Kade was probably above average in size. He carried a bit of extra weight around his midsection. He was fairly handsome, though, and he was quite likable. Kade was a bit of a talker and generally funny and quick-witted. 

Jaina was also quite a bit on the curvy side. She was proportionally heavier than Kade, but she likewise was quite pretty. There was no shortage of men that found her attractive either, especially because of her particularly large breasts. 

As the evening wore to a close, Kade made the miscalculation to suggest that Jaina give him either a blowjob or at least a handjob. That elicited a tirade from Jaina and Kade spent the following hour apologizing and trying to get her to speak to him. At that point, the only thing he had gotten out of her was “Asshole!” and “Fucking Asshole!” 

Kade quickly realized that he should have known better than to suggest such a thing. Jaina was never overly-affectionate, but they hadn’t been together in a couple of weeks. When none of his reunion fantasies seemed to be going to happen, he desperately tried for an acceptable replacement. That, too, was harshly denied. 

Kade wondered if their relationship was nearing the end. It had been bumpy for a while and it didn’t feel like they were going to survive a long-distance relationship. 

He finally decided to give her some space. He told her that he was going to go play PlayStation with her younger brother, Cal. 

Still unable to get a response from her, he added, “I love you, Jaina.” 

He didn’t know if that was true anymore. It definitely used to be. He was pretty sure that he still cared more for her than she did for him, anyway. He walked out of the room in silence. 

“I’ll check on you later if you aren’t asleep,” he added as he closed the door. 

He walked down the hall to Cal’s room and knocked on the door. Cal had a speaker on and some Japanese EDM playing. There was no response, but Kade felt pretty comfortable walking around the house since he had spent a lot of time there over the past year. 

Kade opened the door and stepped inside. As he turned, he was stunned at what he saw. Cal, short for Callahan, was standing in front of the full-length mirror that was mounted on the closet door while wearing nothing but a pair of women’s panties. 

After Kade had stared in disbelief for about thirty seconds, Cal happened to turn around as he was posing and he caught a glimpse of Kade standing there. Cal tried to awkwardly cover himself with his hands. 

Cal was a junior and he was the typical thin, pale, unathletic, geeky type. Still, Kade had never suspected this kind of thing from Cal. 

With Cal’s hair brushed out as it was, he did sort of look like an underdeveloped, young girl. But there was the matter of the erect cock that was bulging outward as it curved up toward the waistband of his panties. 

Kade realized after a bit that those were Jaina’s panties that he was wearing. She had several pairs of those exact Pink brand panties in different colors. Cal was wearing the pink-colored ones. They actually fit him quite well, since he was so slender. He even had room to fit a penis inside of them without them becoming overly tight. 

Cal immediately freaked out and started yelling at Kade for barging into his room. Cal’s face had turned a luminescent shade of red. Kade kept telling him to relax and that he had indeed knocked on the door. 

He was also pretty sure that the door had a lock on it that could have been pressed, but offering those types of solutions had already caused him enough trouble earlier on that night. 

Something snapped inside of Kade’s head and he decided that he was done with getting yelled at. He decided that he was going to be the aggressor. 

It only took one word from Kade to silence Cal. He shouted, “Jaina!” one time at a modest volume. 

Cal looked incredibly fearful. He quickly begged Kade not to tell her about what he had seen. With Cal effectively disarmed. Kade turned, closed the bedroom door, and locked it. 

He looked at Cal and said, “Man, lock the door if there is something going on in here that you don’t want anybody to see.” 

After a brief moment of awkward silence, Kade promised Cal that he was not going to tell Jaina or anybody else about what he had seen. Cal seemed quite relieved to hear that although his face was still quite red. 

“So, what is going on with you Cal? What exactly is the secret that I am keeping?” 

In a soft, low manner, Cal answered, “Sometimes I wish that I was a girl.” 

Kade smiled back at Cal. He somehow felt proud of Cal. He assumed that he was the first person that Cal had ever said that to and he respected the courage that it took for him to admit it. 

Kade asked, “So, I guess that you like to brush out your hair, grab a pair of your sister’s panties, and pose in front of the mirror then?” 

Cal nodded his head, “She doesn’t have many pairs of cute, little panties. She took these off to college last time, so I just yanked them out of the clothes dryer a little bit ago. I was going to add them back into the laundry and get them washed again before anybody had noticed.” 

“Spin around for me,” Kade asked. 

Cal was surprised by the request, but after a brief hesitation, he complied. 

“Your little butt looks cute in those. They look better on you than they do your sister.” 

Cal seemed flattered and surprised by the compliment. He smiled and shyly thanked Kade. 

Kade smirked at Cal, “I am sorry that I interrupted your fun, Cal. We all need to take advantage of those little moments that we have to play around. Go ahead and do your thing and pretend as if nothing had happened.” 

Cal nodded. He expected Kade to leave the room after that comment, but he stood in place staring at him. Cal hesitantly returned in front of the mirror, but he was very nervous and jittery. 

“Just pretend like I am not here, or you can pretend like I am here and that you want to put on a show for me.” 

Cal resumed his routine. He slowly got a bit more comfortable as he went on and seemed to enjoy some of the positive feedback that he got from Kade. After a few minutes, he turned to Kade and said, “That’s pretty much what I do.” 

Kade asked, “So, this gets you all excited and then you jack off?” 

Kade pointed at the outline of Cal’s erection in the front of his panties. It pointed mostly straight up, but just slightly to the right. It seemed to be fully erect, but somehow it was either too short or too feeble to be able to pry its way out of the waistband of a pair of bikini panties. 

Cal volunteered, “I usually start with it tucked down if I can, but I always get too excited and it ends up pointing upward. So, yeah, then I jack off.” 

Kade nudged casually at the growing bulge in his jeans. 

“Yeah, I can relate to that Cal. When I see something that I like, mine just does whatever the hell it wants to. I do have to call you out on something, though. I think that you do more than just jack off.” 

Cal fidgeted around before asking, “Um, what did you mean by that?” 

“I think that if you want to be a girl that much, then you probably like to slide a finger or two inside yourself. Do you ever do that Cal?” 

“Um, yeah. I have tried that a couple of times,” Cal responded. 

“Yeah, I’ll bet that you have. What else have you slid up there?” 

There was a brief pause as both of the guys looked at each other. The tone of their conversation had very quickly changed from friendly to sexually charged. 

Cal responded, “I have a hairbrush with a soft handle. I use that sometimes.” 

“Get it,” Kade commanded. 

As Cal headed to his dresser, he offered, “I have seen videos before of different people using a hairbrush handle for a dildo. I figured that nobody would suspect anything if they found it. So, I went to Wal-Mart and started looking for the perfectly shaped handle. My cock got so hard looking through them all. I hurried home and tried it out as soon as I could.” 

“This is the one that I picked out,” Cal added as he proudly presented the brush to Kade. 

“Show me how you use it. I want to see,” Kade demanded. 

Cal grabbed the brush by the bristle end and directed it toward his mouth. He started licking and sucking on the handle slowly and seductively. He was staring down Kade the entire time who was continually shifting and rubbing the front of his jeans. 

Cal pulled the saliva-coated handle out of his mouth and said, “I have to get it nice and wet first.” 

Still facing toward Kade, Cal slid the back of his panties down and bent over. He reached his right hand back and let out a loud, effeminate moan. 

“Fuck, Cal! You sound just like your sister does when I slide my fat cock inside of her. Not that she would ever let me put it inside of her ass.” 

Cal started working the handle in and out of his ass. He moaned almost continually as his pace quickened. 

Kade could not believe how excited he had become. He would never have suspected that he would get this caught up in such a moment. He had never really contemplated any sort of gay experience before. He had always considered himself completely straight. 

Maybe it was just this one unusual moment. He was already horny and sexually frustrated when he had entered the room. He briefly considered just turning around and leaving the room. 

Instead, he charged toward Cal. He dropped his pants and boxers to his ankles as he got within arm's length of him. 

“Get down on your knees Cal. It’s time that you tried it with a real cock.” 

To Kade’s amazement, Cal lowered himself down slowly with the brush still inside of him. He clearly didn’t want to take it out just yet as he pinned it against the floor underneath himself. 

Once it was secured, Cal shifted his attention to Kade’s rigid cock. It was roughly average in length, but Kade had not oversold it when he had bragged about his fat cock. 

“Damn, Kade! That is a thick, fucking cock!” 

Cal reached a trembling hand toward it as Kade shuffled forward. Cal stroked it several times before guiding it toward his mouth. He started enthusiastically sucking on Kade’s cock. Thankfully, the loud music seemed to override Cal’s slurping sounds. 

Cal’s left hand held the brush in place as he started bouncing up and down on it. His right hand directed Kade’s cock downward toward his eager mouth. 

After a couple of minutes, Kade grabbed Cal’s head to get his attention. 

“I am about halfway there. It’s your call whether you want to keep going or if you would rather turn around and show me that ass.” 

Cal took little time to make a decision. He raised up and removed the brush from his ass. He quickly turned around, got down on his hands and knees, and presented his backside to Kade. 

In the meantime, Kade had completely removed all of his clothing except for his shirt. 

Kade grabbed Cal’s panties, slid them down to his knees, and then worked them completely off. He grabbed Cal’s legs and spread them out wide enough to fit himself in between them. 

Cal’s eager, little ass looked incredibly inviting. His small balls were tightly drawn underneath him. But there were no signs of his little cock from that angle. Kade presumed that he was so hard that it was pinned tightly against his midsection. 

Kade shuffled in between Cal’s legs and spat on his cock in an effort to help lubricate things. He guided himself up against Cal’s hole and asked him if he was ready. 

“You are going to have to give it one hard shove,” Cal responded. 

Kade grabbed Cal’s hips firmly and with a single push drove his cock all of the way inside. To Cal’s credit, he did not try to pull away. His head and shoulders slumped to the floor and he once again let out that effeminate moan that Kade liked. 

Kade hesitated for a bit as Cal gasped and cried out “Oh god!” several times. Kade loved the feeling of power that he had over Cal. One of his favorite things about sex was making his partner feel pushed to the limit with his thickness. 

“Okay, I’m good now. Go ahead,” Cal said after roughly a minute. 

Kade started out slowly. Cal moaned enthusiastically in response to every movement. He reached his right hand underneath himself and grabbed ahold of his cock. It seemed to be more of a squeezing motion as opposed to a stroking motion. 

“You are so fucking tight, Cal!” Kade growled as he started to pick up his pace. 

Kade no more than got a good pace going when Cal started to twitch. His upper body shuddered as his breathing became jagged. 

It took a bit for Kade to realize what was going on, particularly because it had happened so quickly. He slowly decreased his pace until Cal’s body went almost completely limp. 

A huge smile washed over Kade’s face. He was glad that Cal could not see how much he was enjoying it. Once again, he felt incredibly sexually powerful. He was so proud to have sent Cal over the edge in what had to have been no longer than two minutes. 

Then a picture of himself flashed into his head. He saw himself in that very moment with his cock buried balls-deep inside of Jaina’s brothers’ ass. Then he realized that even if this little romp were to end at exactly that moment, this was already the best sexual experience of his life. 

It was the first time that he had ever had a partner that actually wanted to have sex. Cal was such a receptive partner and he loved the fact that Cal was actually enjoying himself. 

Kade was snapped out of his moment of self-realization by the muffled mumbling of Cal. 

“So good. Your cock feels sooo good.” 

That comment only reinforced what Kade was already feeling. He asked Cal if he was alright. Cal said that he was fine and he offered to resume the action. Kade suggested that they try a different position to which Cal agreed. 

Kade withdrew his cock. He had seen some gaping videos in the past, but close-up and in person was something else. It was as if Cal’s ass did not want to have his cock removed from it. He was highly tempted to just shove it back in there, but it was time to try something else. 

Kade got to his feet. Cal stumbled while trying to do so, claiming that his legs had gone weak during their previous romp. 

Cal quickly covered himself with his left hand. He knew that Kade was not gay. At least he wasn’t prior to their experience. Cal licked a gob of cum from his right hand. That prompted a smile from Kade. He was quickly finding a lot to like about Cal. 

Kade brushed Cal’s left hand away, exposing his soft, little cock. 

“It’s okay, Cal. This is what it is and you don’t have to pretend to be something different for my sake.” 

Kade guided Cal to the edge of his bed and then directed Cal onto his back. Then he pinned his knees back into his chest tightly enough that his ass raised up off of the mattress. 

Holding Cal’s legs in place with his left hand he guided his cock toward his ass with his right hand. It still took a significant push to once again gain penetration, but a bit less than the first time. It elicited the same groan of pleasurable pain from Cal as it did the first time, though. 

After a few long, slow thrusts, Kade withdrew his cock. Much as he had hoped, Cal’s eager hole remained wide open. Kade reinserted himself and repeated the entire process a couple of times. 

As much as Kade was enjoying tormenting Cal sexually, he was quickly running out of restraint. He forcefully pinned down Cal’s legs and began thrusting aggressively. 

Thankfully, the music was still playing at a significantly loud volume. Each of Kade’s thrusts made a firm slapping sound as he bottomed out on Cal’s lean backside. Each slap was echoed by a light groan from Cal who seemed to be lost in a moment as he stared blankly at the ceiling. 

Cal’s tight, little balls bounced slightly with the impact of each thrust, while his uncut, little nub fanned from side to side. It looked like the world’s smallest windshield wiper. 

The moment came upon Kade quickly and he had given little thought as to where he was going to cum. There probably weren’t any wrong options as Cal seemed pretty chill with pretty much anything that went on. After seeing how much Cal liked cum, he thought about cumming in his mouth, but that would take quite a bit of repositioning and time was quickly running out. 

He decided that he was just going to cum inside of Cal’s ass. He announced to Cal that he was about to cum, but at the last second, he decided to pull out and continue to assert his sexual dominance over Cal. Kade no more than withdrew his cock when it started to spray wave after wave of cum all over Cal’s prone cock and balls. While he certainly didn’t achieve one-hundred percent accuracy, he was quite satisfied with the result. 

Kade released his grip on Cal’s legs and stood back upright. Cal maneuvered his legs around and continued to lie there spread-legged. He raised his head slightly to witness the aftermath of Kade’s orgasm. 

Not surprisingly, Cal quickly reached his hand down and tried to scoop up some of the cum with his finger. He brought it to his mouth and savored it as he stared directly into Kade’s eyes. 

Kade reached down and grabbed Cal firmly and pulled him upright. The two young men were face to face with their noses nearly touching. 

Kade said commandingly, “You and I need to become best friends very quickly. Otherwise, there is no reason for me to be hanging out with you. I don’t know exactly what this is, but I like the way that you make me feel. I just want to do this with you again and again. Is that something that you are okay with?” 

Cal said nothing. He just nodded and gave Kade an inviting look. 

Kade leaned in cautiously and the two shared a long, slow kiss.