------JAMES------
Watching Jess get fucked on video was arousing. Watching Jess get fucked through the window at Kim's house was intoxicating. Watching Jess get fucked right in front of me, her eyes locked with mine, moaning while another man slams into her and then kissing her cum-stained tits afterwards was REMARKABLE.
I didn't want to admit how hot I found this all. But it was always there. From the first night at the party when I shot my load immediately after laying eyes on her, I knew. This is how it was supposed to be.
Jessica had an incredible body. A beautiful mind, with the sweetest personality. To me she would always be the gorgeous woman with a kind heart. I couldn't argue with the perverted intensity of watching the sweet woman I'm in love with getting treated like a complete slut by another man. I couldn't argue with the intense, insatiable pleasure she was experiencing right in front of me. A pleasure I could never provide.
Not because we couldn't have sex until we're married by her rules. Even when we were married, it wouldn't be possible, I knew it. Seeing these other mens penises, comparing them to mine. It's not that I was average and they were huge. I was small. I needed to admit it. And not only was I small, there's no way I could treat Jessica, the woman I love so deeply, in the manner in which these men did. I couldn't slap her, choke her, throw her around or call her names in the way they did.
I could offer Jessica love. But not the aggressive fucking that seemed to bring her such pleasure.
I spent all 10 of my stars that day, ordering her over and over for Dean to fuck in front of me. Dean saved his remaining 5 stars. But after 3 rounds together they still weren't done. Dean wanted more. Jess wanted more. And I needed to see more.
Dean and Jessica fucked for the remainder of the day while I stroked myself and watched. I didn't have time to go and look up what a cuck was. But by the end of their time together I didn't need to, Dean made it pretty clear.
He called me weak, a loser, pathetic, while he fucked my girlfriend. He made fun of my small cock and told me it would never please her, which I already knew was true. I watched Jessica cum on his cock over and over. I kissed her with his cum on her face. One time he even made Jessica admit that she prefers his cock and I came harder than I ever had.
This was it. The moment our future became solidified. Cemented and real. I loved watching her get fucked by other men, and now she knew it as well as I did. Would she leave me? Would she see me as pathetic how Dean did? Sitting by, weak and useless as another man uses my girlfriend? I would have my answer that night, as we lay together, naked in my bed.
"I love you baby." She said, nestled into me, exhausted and soaked in Deans cum, "does watching make you happy?"
I thought for a second before giving my answer, "Watching you feeling such pleasure makes me happy. Watching you have sex like that makes me hard. It hurts, but in a way that feels... arousing."
"I just want to know how to best serve you, Sir. Do you want to see that again?" She asked, and the answer flew from my lips before I could add any thought to it.
"Yes."
She giggled, "Did you like the way he talked to you? Like calling you a pathetic cuck and all that?"
I thought for a moment, assessing the levels of shame and hurt versus the pounding arousal, my cock betrayed my brain and provided Jess with an answer before I could.
She moaned softly at it's touch, "Okay, I'll keep that in mind. I just want you to feel the kind of pleasure I do when I fuck these men. When their big cocks slam into me and make me moan..." She teased and my cock twitched in response.
"Let's take care of this little thing so we can go to bed." Jessica said, stroking my cock. Shortly after, I exploded on her leg and we fell asleep in each other's arms.
I awoke the next morning laying on my side. My eyes opened to find Jessica laying on her stomach but looking over at me - red in the face and whimpering. It took me a moment to register what was happening.
"Morning, cuck" I heard Dean say, and I became suddenly aware of his presence, above my girlfriend and thrusting into her from behind.
"This pussy is too fucking good bro, you wouldn't last a second." Dean teased as he buried himself inside Jessica.
"He came before he could get inside me yesterday, Sir." Jess admitted, a small smirk on her face as she looked at me.
"Holy shit!" Dean laughed as he propped himself up on her ass and delivered thrust after thrust inside of her.
He leaned down, resting his body on hers and rocked his hips against her while he whispered something in her ear.
Jessica giggled before replying, "He might not".
Dean picked up the pace and thrust inside of her a few more times before groaning. Jessicas hips rocked up into him and her body squirmed as Dean came inside of her.
"Whew." He said, catching his breath, "Not a bad way to start the day. You should bring her over more often, bud."
Dean stood up and put his pants back on before leaving the room without another word.
Sure, he had fucked Jess without being awarded any stars yesterday. But this felt different. Jessica and him evidently agreed to fuck this morning, for no stars, for nothing related to Kappa Phi, simply because they wanted to. And I just laid there and watched as it happened. It was raw, so different from the more transactional or performative nature of previous sessions. This happened specifically because they both wanted to fuck each other. Jessica was horny, I was laying next to her, and she still opted to fuck my roommate.
