Later in the evening, you find yourself unable to sleep, so you sit on your bed reading a book. You hear a light knock on the door, you whisper, come in. When the door opens, you see it's Dean.
"I was gonna ask if I woke you, but I guess I didn't." Referring to the book on your lap and your light on.
"Yeah, I couldn't sleep. Why are you awake?"
"I couldn't sleep either."
"Is something wrong?"
"No..." He paused for a moment, "To tell you the truth, I was thinking about you."
"Me?" You chuckle lightly, "To tell you the truth, I was thinking about you too."
You closed your book as he came over and sat on your bed. You and he sat there talking for almost an hour, about everything and nothing, until you starting making out. Hopefully without interruption this time. Things began to get really heated, and before you knew it, both of you were wearing nothing but your underwear. You slowly slid your hand down his muscular chest to massage little Dean. When you did, Dean emitted a low growl, and in return, he began rubbing one of your breasts while kissing his way down to your neck. You moved your hand under his boxers to stroke him. He took his hands away from you, and you whined at the loss of contact but got over it quickly once you realized he was removing his boxers and your panties. He began to tease your opening with the head of his penis. You moved your hips towards him. He got the hint and slowly pushed into you. Your head fell back in pleasure, which Dean used as an opportunity to kiss and bite at your neck. Which was met with approving moans. Your hands found their way into Dean's hair and gently pulled, he groaned. You smiled because clearly, you discovered his weakness. You pulled again, but this time Dean took your hands and pinned them over your head, which just so happens to be your weakness. You now realized how slowly he is moving his hips.
"Dean, move faster, please." You managed to gasp out.
Dean pulls his face away from your neck.
"Are you sure? I don't want to hurt you." He looked into your eyes for any sign of hesitation, but none could be found.
"Please, Dean, you won't hurt me. Just move faster! Please." Practically begging at this point.
That was all the encouragement he needed before forcefully thrusting his hips into yours. You had to bite your lip to keep from screaming. You were so close to falling apart, and based on how sloppy Dean's thrusts were getting, you figured he was too. However, being his stubborn yet gentlemanly self, he refused to climax before you. As much as you would have loved for this to last forever, there was no way you could hold on any longer. He let your hands go, and you grabbed his shoulders, holding on for dear life. With one more thrust, you were spent, riding the shockwaves of your orgasm, digging your nails into his back while practically screaming his name. Dean followed soon after, trying to say your name. He found himself hardly able to breathe, let alone speak. He slowly pulled out of you and rolled over to your side. You both lay there catching your breath. Dean took your hand in his and brought it to his mouth, placing a chaste kiss on the back of your hand. Slowly you both drifted off into a night of sleep, far better than either of you had in a very long time.