Requested by iamsolosugar!

Y/N'S POV

I threw my head back as Dean thrusted upwards, hitting me right where I was weak, sending shivers through me.

     "G-go faster-"

     "No. Slow down a bit, Dean."

     Slowly turning my head, the beads of sweat on Roux's forehead glittered. He was sitting on the couch in the room, slowly pumping himself, nude.

    The lamps lit his torso and hardness, the sight alone making my mouth water.

     Though he was calmer, the look in his brown eyes said otherwise. He was clearly reaching his breaking point, but somehow held back.

      How?

      Dean growled under me and brought my lips to his. It was like kissing a pillow; they were so soft and plump.

      A while ago, I'd came into their room, asking if they wanted to watch a movie, but Dean had smirked. I'd forgotten the walls were thin and they'd heard me in the shower......

       So they'd agreed.

       Roux had marked up my neck and shoulder blades, while Dean took my breasts and torso. They'd agreed that Dean would go first, and then Roux would come in later.

       To do what exactly, I had a rough idea, but I wasn't so sure....

       Rubbing my nipples in between his fingers, Dean snaked a hand down to play with my clit, mimicking the same action.

        "Mmmph!" I groaned. Didn't he already know I was sensitive?

        "Y/N, come closer- and stop moving for a sec." He instructed.

         Suddenly, Roux came in front of me, kissing Dean sweetly. Dean hummed in satisfaction, while carding a hand through the Gypsy's hair.

         I leaned over, my lips teasing Roux's neck before pressing hot, open kisses to his skin.

         He groaned lowly before pulling away, nuzzling Dean's neck. "You two, I....I can't believe I have you two." He murmured.

          Dean smiled, before Roux sat up and locked our lips together. I immediately pressed closer to him, wanting to feel his hot skin.

           Brushing his fingers over my stomach and lower, I shivered again. Dean chuckled. "Do you think she's prepared enough? We could go a bit longer like this if not."

           Roux pulled away, and something cold hit my leg. I looked down at his hand.

           A bottle of lube.

           "Are you ready?" He asked, "If at any point it hurts, I'll stop."

           I really had no reason to not trust them with going back there. They'd always taken their time with me, and used a ton of lube and prep.

           And with the both of them in me....well.

ROUX'S POV

Y/N nodded, her lips curving softly. "Yes. Yes," she said, and I pulled her for another kiss.

     Her hands were slightly shaky from the stimulation, so I grabbed them, rubbing soothingly.

     After pressing a kiss to Dean's chest, I got behind Y/N. Pouring a generous amount over her hole, she braced her hands on Dean's chest.

    He rubbing her arms. "Relax, okay? It'll make it easier."

     After coating my finger, I carefully slid it into her tight hole. She grunted a bit at the feeling, but after giving me a nod, I slowly circled it.

     "You're doing so well, Y/N. Just try and relax, alright?" I soothed, kissing her shoulders as a reward. "Oh-okay."

      Some minutes later, I now had three fingers in, giving her a considerable stretch, but still going heavy with the lube. It's been a while, so I had to go slow.

      To make it easier, my fingers were in a triangle shape, thrusting in and out. She had her head on my shoulder, whimpering.

        Her face was flushed, her hair blown back, but she looked beautiful nonetheless.

         I love how we all trust one another, it makes the experience more enjoyable.

         "I think I'm ready, Roux." She gasped, so I carefully pulled them out. Gritting my teeth, I lubed up my cock.

          "All right." Her hips in my hands, I slowly entered her, sighing. A choked moan slipped from her lips, so I stopped kindly. "Is everything alright? Are you okay?" Dean asked, rubbing her thighs.

          He shot me a look, but I rubbed her shoulders, easing her a bit.

          "I'm good, keep going."

          Dean nodded, and I pressed forward until I was right up against her back. We both sighed again. "You take me so well, Y/N."

           While I rubbed her thighs and hips, she moaned at the hot, wet love I left on her neck.

            Dean's head was thrown back, his hands stroking her breasts and torso. "Y/N, put your hands on my chest."

            She obliged. Once we all felt we were ready, I began to thrust. At  Dean's  stimulation, Y/N whimpered again, her back arching slightly.

          Dean's eyes lidded at the sight, his lips parting.

           "How does it feel?" I whispered. My breath hot against her ear.

           "So-so good!" Her face rivaled a tomato. Which only boosted my ego and confidence.

            "Kiss me, Dean, please." He circled his arms around her, kissing her lovingly, never stopping his steady pace.

             She was rubbing back and forth between us, trying desperately to stay still, but with the rhythm we set, it was almost impossible on her part.

              I hissed and slid a hand around her throat, tapping Dean's arm three times. He let go and I pulled her up, locking eyes.

            "If you could only see how you look right now, Y/N..." I gasped, tightening my hand a bit. Y/N's eyes were half lidded, her pupils dilated with need. Her back arched even more when I stroked her nipples the way she liked, giving me a better angle. Dean growled even louder, gritting out, "I won't last much longer."

           He gave a hard snap of his hips, the jolt resulting in moans  from  all  of  us. "Sorry, Y/N." Removing my hand, I grasped her shoulder before following suit.

         The sound of skin slapping, and choked moans filled the room. At this rate, Y/N was trembling so hard between us, she wouldn't last much longer either.

          She eventually cried out, tightening around us both, and Dean grabbed her hips firmly, his movements getting erratic. "God, Y/N.... you feel so damn good!" He grunted out,
meaning he was close.

           "Y/N! Oh, my God-!"

           A long groan left me, followed by Y/N's clawing at Dean's chest. Dean grunted loudly before hissing, both of us slowing our paces before stopping.

           Y/N was unable to support her arms, slackly collapsing on top of Dean. I carefully pulled out of her, breathing heavily.

          Dean's eyes were closed, but he held her close, wincing. "You need to cut your nails, Y/N. They're not as short as they seem."

          She giggled, kissing his chest. "Sorry, Dean."

           Flopping onto the bed, I swallowed thickly. My vision was slightly blurred from the intensity of the orgasm, so it was annoying not being able to clearly see Dean and Y/N's faces.      

The sheets' coolness contrasted sharply with our warm bodies.  "I love you both." I whispered, stroking Y/N's hair back.

            She smiled weakly, before touching my cheek. "I love you both too."

            Dean exhaled sharply. Sweat made his arms and chest shiny, not doing my eyes any favors. "Me too." He laid his head back.

          "Goodnight, boys."

          "Goodnight."