Rookie had woken up in a sweat, breathing fast, holding his chest. 4:33 AM, outside is still dark and the lights are bright. A phrase from yesterday stuck on his mind, "Honestly, you would look cuter if you dressed up as a girl." Would he even look cute as a girl? His dick was even erect just from thinking about him. "G-geez... get down.." He tried to think about something but he couldn't do it. "I-it's not like anyone is here or anything" He bit on his shirt and gently touched his dick. It was very sensitive, making him shiver. Slowly, he wrapped his hand around his member, slowly moving up and down. Was he disgusted by himself? Probably. "This so gay..." He said groggily. "F-fuck.. I'm gonna c-cum.." He put his left hand over his mouth, breathing heavily as he continued to masturbate, slowly reaching his climax. "S-shit here it comes!" He couldn't contain the pleasure anymore and semen came out. His shirt and pants had cum on it, although not a lot. "I c-can't believe I jerked off to him.." Rookie got up and cleaned himself, then dropping on the bed and sleeping.
Couple of days past and during those days, Rookie had been buying clothes, to look like a, girl. Rather than getting it from a store, he ordered it online. He put on the clothing and looked at himself in the mirror. "I can't believe I'm doing this." The doorbell rang which startled Rookie. Deep inside he shamefully hoped it was D, he even got a slight erection from even thinking about him. As he opened the door, it was him standing in front of him. Rookie's body shuddered as D saw him dressed up as a girl. "So you followed my advice huh? You do look cute, and I really really need some relief." D walked in as usual and closed the door. He slowly pushed Rookie down and reached under his skirt. "Now let's have some fun for a bit."
He pulled Rookie's panties down which made him blush and started to finger his ass. "A-ah.. please be g-gentle.." Rookie said as he moaned quietly. He pulled his finger out. "This time, I want to sit, not lay." He walked to a nearby chair, sat down and used one hand to remove his pants which would reveal his cock. "Are you ready again?" Rookie nodded eagerly. Rookie lowered himself onto his cock slowly, covering his mouth from how much pleasure. "Now you're going to bounce on my dick, I want to know how eager you are but also how much you love being the one who's getting it. "I feel l-like I'm going to cum on the s-spot.." He continued to ride D's dick, his tongue slightly out and D squeezing his ass. "Feels good, but I'll be helping you now." He raised Rookie up, then slamming him down on his cock, making Rookie cum on the spot, ruining his skirt. D kept hitting Rookie's g-spot, giving him instant orgasms "I c-can't stop cumm- o-oh fuck!"
He grabbed Rookie's legs and raised them as he fucked his ass, the skirt uncovering Rookie's twitching dick. "Such a... good girl aren't you? I'm going to reward you very soon." D got up, still fucking Rookie, and with one final thrust, he came inside him. He let Rookie go and dropped back onto the chair. Rookie got off of his cock and without being asked to clean D's dick, he proceeded to lick and suck it, making him almost reach his climax but not. "I love you so much oh my god..." As Rookie finished cleaning D's dick, D rubbed Rookie's cheek. "C-could we do this again sometime?" said Rookie. D chuckled a bit, "Yeah sure, here's my phone number." The two exchanged numbers and as Rookie got up, D shoved his dick right back into Rookie's still tight ass, held his arms back and came. "Consider this something to remember huh?"