Hanging with Jenny

Jim’s life had obviously taken a strange turn, one he never would have imagined. It was now Sunday morning, and while his mother and girlfriend were likely at Church, Jim sat at his desk typing away on a college essay. Of course it wasn’t for him, it was actually Paul’s homework, who now laid nude on Jim’s bed with dick in hand.

“When you’re finished with that I need you to wash my clothes, I wanna look good when you invite Jenny over.”

Jim nodded in agreement, and looked down at the shirt he was wearing. It was his favorite black t-shirt, and it was completely drenched in Paul’s cum. Most of the long white stains were dried, but last night’s load was still damp. The smell was intoxicating, and he had decided days ago that he would just wear the shirt instead of just holding it for him.

Paul had practically taken over everything in Jim’s life. From getting Jim to clean the house, to wash his clothes, cooking his dinner, and now doing his schoolwork. Paul couldn’t believe how much command and power he had, all because of his dick. Knowing Jim’s weakness, Paul remained nude and erect nearly 24/7. The effect it had on Jim was completely hypnotic, and Paul found that he could get away with anything as long as he reminded Jim of his fat drooling dick.

Stealing glances at Paul Jim tried to focus on writing the essay. He could hardly contain his own excitement, wondering what would happen when Paul and Jenny met for the first time. He knew he still loved her, but he had also found something else to love, and it was in the hand of his roommate, drooling onto his bed sheets.

“I’m almost finished,” Jim spoke up about the essay.

“Heh, me too.” Paul replied, making Jim drop his hands and spin around, worried he might miss the show.

“Hahahaha! Not yet, man. Just finish the paper,” he laughed as Jim blushed and turned back to his work.

“So do you think Jenny fucks on the first date?” Paul asked casually as he continued stroking himself, knowing how much it distracted him.

“I don’t think so.” He replied honestly, looking back to steal another eye full.

“Hmm. Not with you anyway.” Paul chuckled, wagging his dick around. “So when she comes over do you wanna – like, wait to see if she cheats on you? Or just tell her how much you want to see me fuck her?”

Jim couldn’t believe the question, not because of what it meant, but because he actually needed to choose.

“I-um. I guess I’ll see if she cheats.” He answered. It was insane to think he actually wanted Paul to win, but he fully understood how much his desires changed while his dick was hard.

“Oh she’ll cheat, you can bet on it.”

It took another 15 minutes before Jim was finished with Paul’s homework. And in that time he had grown closer and closer to his limit, smearing his drooling dick head across Jim’s pillow before stuffing it back under his ass, using it as a seat.

“Finally finished,” Jim sighed. Standing up from the chair, he crossed the room and quietly knelt down beside the bed while Paul scooted to the edge.

“Ready?” he asked to Jim’s nodding face. “Mmm – You know when I’m done with Jenny … your mom is next right?” he asked, jerking his cock in Jim’s face.

“Y-Yeah I know.”

Paul smiled as his orgasm grew closer. “Then say it, say you want me to fuck your mom.” His cock slung precum onto Jim’s cheek and shirt as he pumped faster.

“I-I want you to fuck my mom.” He admitted, helping Paul over the edge.

Letting out a long moan, Paul aimed his cock at Jim’s face, releasing a torrent of cum in several powerful jets. Jim’s shame for enjoying it had been lost days ago, and he now held his tongue out as the thick white goo pelted his face, tongue and chest.

***

Far across town, Jenny had driven for two hours and met up with Jim’s mother to join her for church. After the service she planned on dropping in with a surprise visit, unaware that as she dropped to her knees in worship, Jim did the same.

Nearly an hour later, he had just finished cooking Paul’s breakfast when there was a loud knock at the door. Completely unprepared Paul ran off to his room to get dressed, while Jim noticed Jenny’s car in the driveway. He had already planned on calling her, but her showing up unannounced was just as good. Except now he felt fear rather than excitement, would she actually cheat on him like Paul believed?

Opening the front door he acted shocked to see her, and received a long soft kiss before he closed the door behind her. The sudden arrival had thrown his plan off course, and as such he hadn’t even changed his cum drenched black t-shirt.

Jenny of course noticed this right away, and couldn’t help but ask. “What happened to your shirt?”

Trying to lie quickly, he came up with the story that something occurred while washing it, bleach maybe. Her questioning look suggested that she didn’t fully believe him, but dropped it regardless.

Shortly thereafter she suggested going out and spending the day shopping, or seeing a movie. The idea of having a whole day with his girlfriend was a wonderful thought, but he couldn’t deny how much more he wanted Paul and Jenny to meet. Part of him knew that she would never cheat, she was far too vanilla and innocent to even consider it. Still, Paul’s cock had a strange effect on him, perhaps it would be the same with her.

“Actually why don’t we hang out here for a while, I haven’t had breakfast yet, and you could meet my new roommate.” He suggested just as Paul walked down the hallway, acting surprised to see her. “Oh here he is now, Paul you remember my girlfriend Jenny from the webcam right?” Jim asked, standing slightly behind her and smirking as Jenny extended her hand.

“I do … I do, nice to meet’cha, I’m Paul.” He said shaking her small hand. “So what do you two have planned for the day?” He asked, stealing glances at her cleavage when she she wasn’t looking.

“Well we haven’t decided yet, maybe a movie, or a picnic or something.” Jim answered.

“We could go to a nice restaurant for dinner.” Jenny suggested.

“Well don’t let me interfere with your plans, I’ll just chill here and watch some TV.” Paul laughed, trying to send a subtle hint to Jim, which worked.

“Well uh, you know if Jenny doesn’t mind you could join us for dinner later.” Jim said, putting her on the spot.

“Oh, um, well sure that sounds fine.” She said giving a big smile that was likely fake.

“Are you sure? I don’t wanna impose.” Paul asked trying to hide his smirk.

“No no really, we can get to know each other more!” Jenny said, trying to be as friendly as possible.

“Well great! Thanks guys I’m looking forward to it.”

Once Jenny and Jim were alone again, he got chewed out like he knew he would. “Why did you invite him?! I don’t even know him!”She huffed. “Honey common, it’s okay, listen I just felt bad for him, he doesn’t have a girlfriend and he was gonna spend all day alone.” Knowing Jen was a soft-hearted girl, she played right into feeling guilty.

That’s when another idea arrived in Jim’s head, one he was a little afraid of, yet still wanted to happen. “Shit, Jenny I just remembered I need to take Paul’s- uh I mean my Essay to my professor.” Confused Jenny held her ground. “But it’s sunday, the professor isn’t in.” She answered, Paul meanwhile sat on the couch, secretly listening in their conversation. “Uh-I-I know I just need to drop it off for Monday, I was late writing it and he said if it was there first thing Monday he’d let me slide.” Jenny’s face still held a sceptical look, but she finally gave in. “Fine, grab the paper and I’ll take you.”

“Damn it!” Jim thought, trying to come up with another lie. “N-no babe don’t worry about that, I’ll take it myself, why don’t you stay here and get to know Paul some. It’s only a five-minute drive from here, I’ll be back in ten minutes, I promise.” He said, waiting on her to somehow find another loop-hole so she could come with him, but when she didn’t Jim breathed a sigh of relief.

“Fine. I’ll stay here. Just please don’t take long, it’s gonna be so awkward without you.” She complained , giving Jim a kiss. “Nah Paul’s a really great guy, I promise you two will get along.” He reassured her before walking back to his room and printing out Paul’s essay.

“Kay, be back in ten minutes! You two share hobbies or something.” He laughed, getting a wink from Paul while Jenny’s back was turned.

***

The drive was **** without knowing what was happening at home. Paul could have been feeling her up, or making out with her, getting a hand job, or hell he could even be fucking her! That last idea was quite a stretch, it was extremely unlikely that even Paul could convince a girl to fuck him in ten minutes.

Stopping at a 7-11, Jim pulled out his phone and watched the clock. When the ten minute mark rolled around, he sent Paul a text: ” had 2 stop 4 gas. 5 mins.” He couldn’t believe he was giving Paul extra alone time with his girlfriend, but when Paul texted back Jim thought his heart would beat out of his chest.” need 10 mins” What did that mean? Ten more minutes to seduce her, or ten minutes to finish with her?

Either way, Jim followed Paul’s order and waited another ten minutes. The ride back he tried to come up with another lie that would explain the delay. Once he pulled into the driveway, he knew he had it.

He was almost tempted to knock on the front door before opening it, but that would be strange, so he simply jingled the door a few times before slowly opening it, hoping to give them extra time to hide what they were doing, If they were even doing anything. “Bout time!” Paul said as Jim found him on the couch alone. “Where’s Jenny?” Was his first question, which was quiet, and he quickly stepped over to hear what Paul had to say.

“She’s in the bathroom.” He answered casually with no intent to explain further. “Wh-wha well? Did anything- I mean did you two-” But before he could finish his question the bathroom door opened and Jenny stepped back into the living room. “Took you long enough.” She said, her face looking slightly flushed. Jim swallowed, a nervousness in his stomach. “Y-yeah well I forgot I needed gas. And when I dropped off the paper I ran into friend from class, he held me up a bit.”

“B-but how did you two get along? Get to know each other?” Jim asked after explaining what took so long. **** for details on what, if anything had happened. “Oh we just- uh you know talked, and watched TV.” The smirk on Paul’s lips told a different story, but before he could learn any more, Jenny was determined to take Jim shopping and to the movies.

***

Reluctantly Jim never got to ask Paul anything else, after being pulled out of the house by Jenny he followed her around the local mall, bought a few shirts, ate a big pretzel, and although he had Paul’s dick in mind when he saw them, jokingly bought extra-large condoms. “You know those wont fit you.” Jenny laughed and teased him. “Of course they will, I’m da man, baby!” Jim laughed, enjoying his time with her.

Next they headed off to the movies, and shared a popcorn while hidden in the back of the dark theater. That’s when something unexpected happened, Jenny started squeezing his thigh. It was completely unlike her to do such a thing, never before had she flirted in such a way. It had to be something Paul did Jim thought, that’s the only explanation.

“What’s up honey?” Jim asked with a big smile. “Oh, I don’t know, I just thought you might like it.” She said with a smile that rivaled Jim’s. “Hell yeah.” He said, leaning back in his chair. However he never received what he thought he would, his dick remained hard and trapped behind his blue jeans. Jenny only liked rubbing the outline of it, which wasn’t enough to make him cum.

Their day had been fun, but Jim secretly wanted to get Paul and Jenny back together. Luckily it was time for dinner, so they headed back and picked him up before leaving to a fancy romantic restaurant that Jenny had been dying to try.

It was Paul who suggested one of the booths far in the back of the restaurant, and Jim completely agreed, although Jenny seemed less enthused about the idea. Sitting side by side, Jim and Jenny flipped through their menus until everyone was satisfied with what they wanted. Everyone at the table made small talk, including Jenny and Paul, which seemed totally normal. But Jim’s mind had somehow been corrupted by Paul, and it was simply killing him to see some kind of sexual interaction between them.

Racking his brain for some excuse to help it happen, he announced he needed to use the bathroom. Standing from the table, he caught Paul’s gaze, and with his eyes only, shifted between Paul and Jim’s seat. He got the message loud and clear, and slowly nodded. Jenny meanwhile was too busy rubbing butter onto a roll of bread to notice.

Jim couldn’t believe how nervous he was, but regardless he waited five minutes before coming out of the bathroom. And to his delight he saw that Paul had “Stolen” his seat, and was now sitting beside Jenny. It was also around this time that he noticed something special about the table paul had chosen. It was high, and the table skirt hung low enough that you couldn’t see under the table, or the lap of anyone you sat across from.

Sitting opposite of Jenny and Paul, he had to pretend to be shocked. “What the hell?” He laughed. “Nothing personal, I just don’t wanna be a third wheel while you two smooch it up.” Paul replied and chuckled. Jenny gave a nervous smile but said nothing. “Yeah okay, I guess I understand.

With the lights low and the romantic music playing around them, their meals finally arrived and everyone dug in. At first Jim thought Jenny had been quiet because she was mad at Paul for separating her from Jim. But while stealing glances of them both he started to notice something: Jenny’s left arm was almost always by her side, or under the table, or out of view. Paul meanwhile had a constant smile, and when the expression on Jim’s face turned from confusion to understanding, Paul smiled wider, and even opened his mouth slightly as if in pleasure.

“No fucking way.” Jim thought, there was no way Jenny was giving him a handjob under the table, two feet from her boyfriend. The dark lit area made it easier to high the subtle movements of her arm, but when Jim stared close enough, he could see it. Jenny’s arm was slightly bouncing up and down, but it was hard to spot.

His heart rate now in over drive, Jim had trouble controlling his breathing. Jenny’s eyes were locked to her plate of food, almost like she was in shame of making eye contact with him. Paul bit his lip slightly trying to tease Jim about how good it felt, which worked of course. Jim now had a hardon of his own, straining against his khakis.

There was an awkward silence to the table as well, but since everyone was eating it wasn’t as obvious. “Oooh that’s so good.” Paul moaned openly, causing Jenny and Jim to both look at him. “What? The food.” He chuckled, and everyone exchanged nervous laughter.

With Jenny now staring back into her plate, Paul decided to try to give Jim a hint at something he wanted. Once their eyes locked, Paul pretended to scratch his head, but then secretly tilted it, and pretended to sleep with his hand as a pillow. Jenny saw none of this, and Jim’s nod made Paul smile.

Yawning fakely, Jim adjusted his seat, along with his cock and slumped lower in the booth. “Jen are you sleepy at all? Going to the movie and the mall wore me out. “He chuckled sleepily. “Y-yeah I’m a little tired.” She replied watching her boyfriend’s eye lids slowly lower.

In the darkness it was easy to hide the fact that Jim was only squinting through his eye lashes, and could still see both of them clearly. Paul waited a few minutes before nudging her and whispering into her ear. Jim hated that he couldn’t hear them, but her reaction was one of **** and fear.

Under the table, hidden by the skirt, Jim’s hand was allowed the freedom of stroking himself through his pants. Watching Jenny scoot slightly closer to Paul, her body sunk lower in her seat so her arm could reach his cock better. “He’s a real heavy sleeper, trust me we’re roommates.” He could hear Paul tell her, relieving some of her fear. The motion of her arm was much more obvious now, and she was clearly jerking him faster and harder.

He could actually hear squishing, sloppy slapping sounds over the romantic music playing. Meanwhile Paul was in heaven, twisting in his seat, bucking his hips slowly, Jim could even hear him moaning over the music.

Still pretending to sleep, he watched and listened as intently as he could when Paul’s face reached the obvious edge of his orgasm. “I’m gonna cum.” He whispered loudly to her. “What about Jim?” She whispered back, worried he might wake up. Jim’s own cock was at its limit, he knew he shouldn’t cum in his pants, the stain would be very clear, but the situation was too erotic to think clearly.

After Jenny’s worried question about Jim, Paul capitalized on the moment and expressed his dominance over them both. “Fuck him, Just make me cum.” He quietly yelled while raising his middle finger across the table and directly at Jim’s face. Jenny’s response was a blushing giggle, followed by reaching her other hand under the table.

Her arms were moving at such a pace now that if anyone else in the restaurant at looked, it would have been painfully obvious that she was giving him a handjob. Back above the table, Paul’s face scrunched into a painful, or pleasurable look while he quietly swore several times. Down below the table, Jim’s hand moved faster over his own cock just before he felt several hot splashes of liquid across his pants, hands, and arms.

Paul had just shot several powerful jets of cum under the table, almost all of which landed directly onto Jim’s pants. Of course this pushed him over his own limit, and he released his load into his briefs, his balls spasming several times before the hot mess started running down his leg.

It was officially the most erotic thing Jim had ever experienced in his entire life, and the cherry on top was watching Jenny bring her cum drenched hands back above the table, and licking Paul’s cum off them. She was clearly horny, never before, not even once, had Jenny ever wanted to taste Jim’s sperm. Now she sat two feet from her current boyfriend, licking his roommate’s jizz off her fingers.

Jim had **** but to wait another few minutes while Paul tucked his cock away, and they both finished eating in peace, making no effort to wake him up. After another ten minutes, Paul had the fun of kicking Jim in the shin, abruptly waking him from his fake slumber. “Who-wha, what’s goin’ on?” He mumbled as he slowly rose from his slumped seating position.

“You fell asleep honey.” Jenny said sweetly, her mood had clearly improved. “Wuh- well ya’ll done eating?” He asked, no longer hungry after such an intense orgasm. “Yup. Ready to go I guess?”

A few minutes passed before they hailed the waitress, and of course Paul forgot his wallet so Jim ended up paying for everyone’s meal. The humiliation of which had actually started making him hard again. He knew everyone would see the stains when he stood up, but he resolved to feign ignorance about it.

“Well then, I guess it’s back home.” He said, slowly shuffling sideways out of the booth, before standing up and arching his back to stretch. As he came out of the stretch he caught both Paul and Jenny staring at his pants. Jenny in particular had her hand covering her mouth to hold back a laugh, and with Jim in front of her, she couldn’t see the large smirk and wink Paul gave him.

The entire ride back Jim pretended not to notice the long white gobs of cum running down his pants, however he did notice Paul in the rearview mirror grinning like he had won the lottery. Jenny remained mostly quiet, but he noticed her glancing at Paul through the side view mirror on her side.

***

Once home, Jim continued to act sleepy before giving Jenny one final kiss goodnight. Paul waved goodbye and headed inside the house as Jim stayed out, and watched Jenny pull out of the driveway, and disappear down the street.

The second she was gone Jim turned and sprinted back into the house as fast as he could, the night was still young, and he and Paul had so much to talk about.