A College Whore Pt. 02

As soon as James left, Sean finally got up. Horny. Excited. Ashamed. Confused. But most of all: Horny. His mind was racing and his cock was throbbing in his pants.

"Am I bi? Why did James call me a girl? It was that fucking halloween picture Derick made me show, wasn't it?? Am I bi?" As Sean tried to make sense of what just happened, he suddenly became scared: "What if James tells the others? No way, right? Because then he'll be exposing himself too!" 

With that, Sean began to calm down a little. Him having a secret situationship with James, another man, was new to him.. but it also turned him on now that he actually thought about it.

Never did Sean think he'd be into guys, but being put in that submissive position James put him into awakened something. Excitedly, Sean began to jack off in his bed. Upon climaxing, Sean wiped his hands and remembered how he had just tasted James' cum. How thick it was. How James had bluntly told him to "swallow." How the way James took charge had excited him... how James had called him "good girl." That part stung Sean.. He began to feel the embarrassment of how Derrick humiliated him. Still though, Derrick was drunk that night. But if James hung onto the memory of that picture to the point he demanded a blowjob from him, Sean began to wonder if all other roommates saw him as some sissy.

'James said we'd be doing this again.' Sean thought. 'Maybe I can subtly ease him out of that 'good girl' talk. Maybe he's just saying that to make this feel *un-gay*'

With that, Sean decided to go upstairs (Sean's room was in the basement of their unit.) to the living room to test the waters. There, he saw Derrick and Andrew watching YouTube videos on the TV. Sean sat with them, and after some time, James had joined them- as if nothing had happened. The guys all joked around like usual, but Sean occasionally glanced at James to see if he'd subtly acknowledge their hookup, only for James seem completely unfazed.

After a few hours, Derrick told the guys he was heading to a friend's apartment and would probably be back after midnight. Andrew also had to get going shortly after, saying he had a cousin in town who he was going to go see at his hotel, and would also be back after midnight. So as if it was fate, James and Sean were back to being alone.

Sean tried to break the silence: "Hey James I think-" Once again though, James cut him off. Sean took notice how dominant James was, even in mere conversations.

"I'm glad you enjoyed yourself downstairs." James said. "You're really good at giving head.. have you done that before?"

"N-no! But, I uh.. yeah..." Sean nervously said.

"Yeah, what?" James asked.

"Yeah... I enjoyed it." Sean said, blushing hot.

With that, James walked up to Sean, with their bodies close, Sean *almost* took a step back. James leaned in and began to kiss Sean, his left hand caressing his throat and his right groping his butt. Sean once again began to feel hard again, and reciprocated the kiss. Before they could go any further, James spoke up:

"I want to keep doing this with you. And I have some rules."

"Okay?" Sean said. Excited. Nervous.

"Let's head to my room." James said.

Together, James and Sean headed the former's room. As they walked, Sean rubbed his ass briefly, noting how nice it felt when James groped it.

In his room, James immediately told Sean to "strip." "You can put your clothes in that bin over there" James said, pointing to his laundry bin.

Sean was a little hesitant to strip in front of James-- but he figured, he just had James' tongue and cock in his mouth, no need to feel vulnerable now. (If only Sean knew...)

Sean began to strip. He knew James meant to also include his underwear, but he figured it'd be better to keep them on until or unless James asked. Sure enough, James asked. "Boxers too."

Now standing completely naked in front of him, Sean felt James look at him, up and down.

After closely analyzing his body, James pointed out: "You're not really that hairy, huh." He smirked.

Sean began to blush, feeling like maybe this wasn't such a good idea after all- but was now too far in. "It's okay!" James said, actually reassuringly. "I like it."

"So-- did you want to...?" Sean began saying.

"Fuck? Yeah, I want to fuck you so badly. Ever since I saw you in that Halloween costume, I've been thinking about it." James said.

Sean began to feel defensive. He wanted to say something, about how he wasn't a "sissy" like they called him the other night. "Sean, I'm not a s-"

"A sissy?" James asked. "I don't care what you are, but you sucked my cock like your life depended on it a few hours ago. And now you're in my room, naked, waiting for me to fuck your brains out. So let's get back to my rules. Got it?"

"....ok." Sean said.

"That's rule #1." When we're hooking up, I want you to refer to me as 'sir.' Or... you can call me 'daddy.' Agree to all my rules, and we can have as much together as we want... got IT?" James asked.

Sean thought for a while... he really felt like he should say no. But he'd be lying if he said he didn't enjoy what had happened downstairs a few hours ago. He was in this deep, 'let's keep treading' he thought. "Yes... sir." Sean said.

"Good *girl*." James said smirking. "Rule #2. I want you to wear this:" James said, reaching down under his desk, pulling out a pair of purple panties. "These belong to a girl I hooked up with a few nights ago. She never asked for them back, so they can be yours. Wear them when you're in the apartment. The other guy's wont be snooping around your shorts, so it should be easy to keep them hidden. Over time, you'll have more panties to wear. James threw the panties at Sean's feet, and began looking at him.

Hesitantly, Sean picked them up. Swallowed his pride. And put them on. The satin fabric of the panties felt euphoric against his cock. It was clear his cock, while much shorter than James', was hard against the material.

"Turn around, and say 'yes sir.' As you do- after every command I expect you to say 'yes sir.' Or 'yes daddy.'" James demanded.

"Yes sir." Sean said. Turning around. James walked over to him, fidgeting with the panties. "God, your ass looks so nice in these. They fit perfectly on you, as if you were made for them." James pulled the panties around, making them ride a little up Sean's crack.

Now grabbing his shoulders, James turned Sean back around. Their bodies now facing each other closely, James spoke again, with his breath hitting Sean's face, with every word. "Rule #3. You're my property. Whenever I see fit, I'll use your mouth. And in time, the rest of you too. Understood?"

"Yes sir." Sean said softly. The horniness was clouding Sean's judgement. He didn't know James all too well, but here he was, desperate to please him in any way possible.

"Good girl." James said.

With that, James unzipped his pants, and pushed Sean's head down, until Sean was on his knees. And Sean began sucking James off again. Once again, getting him to completion. This time however, James pulled out before he could cum in Sean's mouth. Instead, James finished all over Sean's face.

"Take your panties off, wipe the cum off on the inside of your panties, and put them back on. Say 'yes daddy' to agree."

"Yes daddy." Sean said, obliging with the task, struggling to keep his eyes open to avoid getting cum in his eyes. This load was just as thick and heavy as the last. Sean wiped his face and put the panties back on- his groin drenched in Sean's cum.

"Go back to your room. Lock the door. Lay in bed and stay naked in nothing the panties... oh, and kiss the tip of my cock as you get up and leave."

"Yes daddy." Sean said. Giving the tip of James' cock a kiss, getting up, and walking downstairs to his room. The cum in his panties swished around. And the back of the panties continued to ride up his butt.

Back in his room, Sean locked the door. Took a second to reflect on what had just happened. He looked at himself in 'his' panties' and he admitted that his butt did look feminine in them. Enthralled by the whole new situation, Sean once again jacked off-- and upon cumming took mental note of how small his penis and load was compared to James. He then began to feel self-respective. 'Why did James know to target me? How did he know I would be willing to comply with all of this-- or did he just not care what Sean thought?' It confused Sean. Still though, he enjoyed what was happening so far. He just hoped James wouldn't push things too far, too soon. This was a new experience for Sean, after all.

*bzzz* *bzzz* *bzzz!*

Sean's phone showed multiple notifications. All rom James. Opening his phone, Sean saw pictures and videos of him in panties. Him with cum on his face. Him wiping the cum with his panties. And him giving James head, with James face and upper-torso blurred.

'When did he take these??' Sean thought.

*bzzz*

"Be a good girl, or I'll be sharing these."

'Fuck.' Sean thought.

To be continued...