Page 47 of The Roommate Situation

“You okay?” I ask, and he nods. “You’re sexy as fuck, little rabbit. Love your hole.”

“It feels good,” he rasps, looking at me as I continue to move my fingers inside him, slowly, gently. “I’ve….ngggg, I’ve never had it feel this good before.” Tears fill his eyes and slide down his cheeks and his chest heaves.

“Oh, baby,” I croon, my fingers stilling, my heart a mixture of pain that he never had a good experience bottoming before, and pride that I’m the one giving it to him now.

“I’m sorry,” he says, wiping at his cheeks. “That’s not very sexy.”

“It’s okay to cry,” I tell him. “Crying during sex isn’t uncommon. You’ve got lots of hormones doing crazy things and you’re feeling a lot. I won’t ever judge you for crying. You can feel however you need to feel with me.”

He nods and gives me a small smile.

“Do we need to stop?”

He shakes his head, so I kiss him gently and then start moving again. A few more tears slip free as I stretch him, but we don’t stop.

“You still good?” I ask when my fingers slide out.

“Yes,” he says. “I don’t want to ride you, though. I want to be under you.”

I look into his eyes and nod. “Okay.” I slick up my cock and position myself at his entrance. “It will hurt some, but I promise it will feel good, too. If it doesn’t, if you don’t like it for any reason, we’ll stop. Just say the word. I’m trusting you to tell me if you want to stop.”

He nods and I rest my hands on either side of him before I push in slowly. I did a good job stretching him and I slide past his tight ring with not much effort. He hisses and lets out a breath, and I lean over, kissing him, and sliding my free hand under his bra again, circling his hard nipple with my thumb. I slide in a little more as he grips my cheeks and kisses me back, whimpering softly into my mouth. I pull away from the kiss and rest my forehead against his, our breaths mingling between us as my thumb and forefinger continue to play with his nipple and he shivers.

“You’re really big,” he whispers.

I nod. “You feel amazing. I’m gonna come most of the way out and then slide back in.”

He nods this time and I slide slowly out, before coating my cock in more lube and pressing back in. He gasps as I slide almost all the way in and my body shudders at how fucking incredible it feels to be inside him. To have his perfect little ass swallowing my cock. “Fuck, freckles, you feel good.” I breathe in and out and so does he, and then I’m sliding all the way insidehim, buried deep, my cock throbbing and my body shaking with the need to move, to fuck him.

More tears slide down his cheeks now and I press my forehead to his. “Please say those are good tears,” I whisper, and he nods as even more tears fall, his body shaking.

“I can’t believe you're inside me.”

“Fuck, freckles, I’m gonna cry if you keep saying stuff like that.”

He chuckles and lets out a breath. “It hurts, but it also feels really fucking amazing. Like a really pleasant burn.” He wipes his tears and I kiss his nose.

“If I do my job right it should feel a whole lot better in a couple of seconds,” I tell him. “I’m gonna move now. You feel so fucking good, and I don’t think I’m gonna last long.”

He nods and I slide out before pushing back in. He clings to me, arms and legs wrapped around me as I gradually increase the speed and severity of my thrusts, his breaths picking up and his cries of pleasure getting louder and louder as I fuck him. Holy shit, I am crying now. I know beyond the shadow of a doubt that I’m in love with my little roomie.

I wrap my arms around him, holding his small body to me, and thrust again and again. His silky tights rub against my sides and his lacy bra brushes against my chest, sending even more shockwaves of pleasure through me as I fuck him.

“Parker,” he cries, his grip on me tightening. “Fuck, don’t stop. Love your cock.” I thrust harder and nail his prostate again and again. “Oh, god. More. Please, Parker, more. I need you.”

Shit, I can’t control myself when he says things like that. I thrust hard and fast and he’s sobbing underneath me as I press kisses to his neck and jaw.

“Come for me, little rabbit,” I say. I thrust two more times and he explodes, his back arching as his hole clenches around me, his cock spurting his release between us. I’m so close it onlytakes two more thrusts before I’m joining him, my cum filling the condom buried inside him.

I don’t collapse on him. I’m afraid I might hurt him if I do. Instead I pull out slowly, then keep him in my arms and roll onto my back, bringing him with me so he’s lying on top of me now.

He doesn’t speak for a while, just cries more, and I run my fingers through his hair as his body shakes.

“You okay, little rabbit?” I ask eventually. He lifts his head and his eyes meet mine. He still doesn’t say anything, just kisses me.

“Come to my art show tomorrow night?” he says, and I blink. “Well, not my art show. The school’s art show. They’re showcasing all the final projects and I really want to show you mine.”

“Of course,” I tell him, and he kisses me again. He doesn’t say anything after that and I slide out from under him to get a washcloth and clean us off. Then I climb back into bed naked and curl up against him as we fall asleep.

---