Cross Dresser (H20vanoss)

Cross Dresser (Smut)

-3rd person POV-
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Jonathan awoke from a long nap, he stretched and yawned then stood up to get dressed. As he was getting dressed he received a text message, he looked over at his phone for a moment before he grabbed it and read the message. It was from Luke. "Hey, you wanna join me and the guys to go watch a movie?" The message read, Jonathan pondered for a moment before sighing and replying to the message. "Not today Luke. Im busy today. Sorry." He replied then set down his phone. Jonathan was having trouble putting on his white leggings he had decided to wear with his baby blue skirt but he managed to put them on, as he finished with that trouble he received a message from Luke. "Oh come on dude! You never wanna hang out. How come?" Luke had asked, Jonathan looked at the message, he sighed a bit annoyed before replying. "I just don't wanna go. Ok. Maybe next time." He stated then went to grab his shoes before grabbing his phone and going downstairs to his kitchen. Jonathan never got a reply from luke, maybe the movie had started or he just didn't see the message.
Jonathan opened his fridge door and grabbed the milk then grabbed a box of cereal, before pouring it into a bowl, he set down his plate on the living room coffee table.
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The day passed by quickly. Jonathan stayed at home bored but was entertained by watching some Law & Order SVU. It was already dark, it was 8:30pm and Jonathan stayed bored at home. Alone. He was falling asleep on the couch his eyes fluttering open and closed every so often, but he was snapped out of his sleeping gaze after getting a message. Jonathan yawned and grabbed his phone, he opened his messages and checked who it was from. It was Evan. "Hey" Evan had wrote, Jonathan sat up a bit straighter then replied. "Hey Evan" "Hey Jon, can i come over to your place, I'm bored and I was worried. How come you didn't wanna come to the movies?" Jonathan's face flushed pink, Evan was worried about him, he smiled to himself before giggling like a little girl at the comment Evan said. "Um, why do you ask? Im ok." Jonathan texted back. The little dots flashed on the screen every couple seconds before the message was received. "I was just worried. Can I come over?" Jonathan sucked on his bottom lip before replying. "Um, sure." Jonathan said as he set his phone down. As soon as he set his phone down he heard a knock on the door, he looked at his door before checking the little peep hole on his door to see who it was. There outside was Evan, he stood there checking his phone and looking back at the door. Jonathan stood there frozen. How did Evan get there so fast? Was he outside the whole time? Wow, he really is Hoodini. Jonathan was about to open the door until he remembered, he still had his female clothes on. He started to panic. For a couple of seconds he was arguing with himself before coming up with a solution. It was probably a dumb solution, but it was all he could think of. He unlocked his door "Hey Evan!" he said "Hey jo-" Evan was interrupted by Jon's blue hoodie covering his head. "Hey!" Evan exclaimed, surprise laced in his voice. "What was that for-" once he took of jon's hoodie, Jonathan was gone out of the room. Evan looked around confused before looking around, "Jon, where'd you go?" Evan asked. He reached Jon's bedroom door. "Jon, you in here?" Evan asked as he began to open the door. "Hey!! privacy!!" Jonathan screamed "Im changing!!" Evan stopped his hand from opening the door and apologized before heading back downstairs. Evan sat down in the couch and checked twitter.
After a couple of minutes Jonathan came back downstairs. he wore black sweat pants and a gray T-shirt. "K. Im back" he said and sat down next to Evan. Evan smiled at Jon and was silent for a moment. "Hey Jon" Evan began "how come, you don't ever hang out with us. With, me?" Evan finished. Jonathan stayed silent for a moment before answering. "Look, I just didn't have time ok" he huffed some hair away from his face as he played with his thumbs. "I know your lying" Evan said, his voice serious as his face "Tell me the truth" he moved his hand and placed it onto Jon's shoulder. "Please" Evan brown eyes looked into Jon's sapphire blue ones. Jonathan felt his face heat up he sighed then spoke "If i tell you why I don't hang out with you guys. You'll never want to talk with me again." his voice shook as he spoke. It sounded as if he was about to cry. Evan frowned sadly. "I won't. I promise." he gently held Jon's hand in his then removed it.
Jonathan bite his lip and shivered slightly "If, i tell you. Promise me. Promise me you won't seem disgusted, and promise me. You won't tell anyone." Evan nodded his head "I promise" Jonathan sighed and stood up. Evan was about to ask why he stood up but his thought was quickly answered as Jonathan replied "I'll be back. Stay here." Then headed to his room.
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Evan sat and waited for 30 minutes. He thought Jonathan had escaped through his bedroom window, but Jonathan was to loyal to leave a friend alone. His thoughts were answered when Jonathan came down the stairs. Evan's eyes widened and his mouth opened agape. Jonathan stood in front of Evan. He wore a pink short skirt, knee high socks, a light purple shirt with a mint green choker around his neck with a bow right in the center. "there. Go on. Tell me how disgusted you are with me." Jonathan stated and looked away from Evan. Evan was speechless all he could do was stare at Jon's perfectly shaped ass in that skirt and how perfect and feminine his body looked in that clothing. "Hello" Evan snapped out of his lustful gaze and looked up and Jonathan "So. This is why you didn't want to hangout with us. Huh" was all Evan said as he looked back down at Jonathan's hips. "Are you disgusted by me" Jonathan asked, more of a question than a statement. Evan shook his head 'no' and continued stating at him. Jonathan was about to ask him a question before a blush was smeared across his face. He looked down at Evan's pants, a small tent began to form and he noticed how evan began to wiggle around in his seat. "Evan. Um you've got a bit of a problem." Jonathan pointed out Evan looked down and blushed "s-sorry!" Evan stood up quickly "I can go now if you wa-" Evan's sentence was interrupted by Jonathan's hand pushing him back down on his couch. "Not so fast mister~" Jon purred into Evan's ear before going down onto his knees "what's this Evan?~" Jonathan asked he moved his face close to Evan's tent in his pants and rubbed it gently with the palm of his hand. Jonathan looked up at Evan with big innocent eyes, Evan bite his lip and nodded his head to let jon continue his dirty act. Jonathan smiled and slowly unzipped Evan's pants and pulled them down to Evan's ankles. Jonathan stared at Evan's growing bulge and teasingly licked the thin fabric. Evan groaned and locked Jon's head in place. Jonathan pulled away and pulled down Evan's black boxers. Evan's dick sprang up and hit Jon's chin causing him to flinch, Jon's hand moved and grabbed the base of the member and slightly tugged at it. Evan threw his head back and he groaned vocally, he tangled his fingers into Jon's semi long hair. Jonathan moved his lips to Evan's tip and gave it a kitty lick, Jon looked up at Evan as he engulfed Evan's thick member. Evan moaned and pulled Jon's head down trying to force more of himself into Jon's mouth. Jonathan gagged a bit but continued to bob his head up and down at a fast pace, he looked up at Evan with big eyes and pulled of Evans member, his mouth wet and shiny from the saliva spread around. "Hmm~ why don't we continue this in the bedroom~" Jonathan purred as he stood up and swayed is hips side to side. Evan grinned and stood up quickly as he carried jon to his bedroom.
Once in the bedroom Evan tossed Jonathan onto the bed and climbed on top of him. "Hey baby~" Evan cooed in Jon's ear. Jonathan giggled "let's just hurry this up~ no foreplay~" he lifted his legs up and spread them on each side of Evans thighs. Evan smirked as Jonathan pulled down his lacey panties he hid under that skirt. Jonathan managed to yank them down and threw them at Evan teasingly. Evan smirked and pulled Jonathan onto his lap, Jonathan smiled before he went stiff and felt something prod touch his entrance. "Do you have a condom?" Jonathan asked Evan as he shook his head 'no'. Jonathan huffed and told Evan to reach for the top cabinet and open it. Evan did as told and found a pack of condoms, he took one out, ripped it open and put it on his shaft. "come here baby~" Evan smirked as slowly stroked his member, causing it to occasionally twitch. Jonathan smiled mischievously and moved himself until he was hovering over Evan's dick and slowly sat down on it. "Mmm~ fuck your so fucking tight~" Evan groaned in bliss, Jonathan had his eyes shut tightly as he sat down fully on Evan's member. "I-it hurts~" Jonathan whimpered and opened one eye "don't worry. it'll pass soon" Evan stated and rubbed Jonathan's back lovingly as he waited for him to adjust.
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After what felt like an hour Jonathan was finally ready, he looked down at Evan before bouncing up and down repeatedly. "Ngghh!~ Fuck!~" Jonathan moaned in ecstasy, his eyes rolling to the back of his head in bliss. Evan smiled and pushed Jonathan down until he was on top and thrusted harshly into the smaller body below him causing a moan to come from him. "Hah~ such a horny baby you've been~" Evan purred into Jonathan's ear "Ohh fuck yes!~ i-i've been Ahh!~ a na-naughty boy! Nghn~" Jonathan moaned loudly as he clawed Evan's back with his nails. Evan pulled both of Jonathan's legs over his shoulder and continued to thrust each time harder and harder. Jonathan's face was red like a tomato and his breathing was shaky. Evan leaned down into Jonathan's neck and bite into the sensitive white skin causing it to turn red. Jonathan had his eyes closed from the pure pleasure he was getting until his eyes shot open as he felt Evan hit a particular spot within him. His prostate. At that instant all Jonathan could do was moan and scream out profanities "FUCK EVAN!~ nggh!!~ hit that s-spot again!~" Jonathan moaned/screamed. Evan complied and continued thrusting into that same area before his thrusts became sloppy. "Jon~ im close" Evan groaned "M-me too~ cum inside me~" Jonathan moaned. Evan smirked before pulling out, taking off the condom and slamming back into Jonathan. Evan groaned before cumming loads into Jonathan's tight and small body. Jonathan moaned as he felt the warm liquid flow inside of him before his own orgasms took place and hot strands of cum flew onto his and Evan's stomach.
Jonathan moaned quietly as he felt Evan pull himself out of him. Evan smiled and lied down next to Jonathan and pulling the blanket over them. "That was fun" Evan smiled at Jonathan "i love you.." Jonathan said to Evan. Evan looked at jon and smiled before kissing his lips and telling him to go to bed "I love you too" was all Evan said as he wrapped his arms around Jonathan's waist. Jonathan smiled and cuddled closer to Evan before falling asleep together.
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Yeet! I finished this! Took a while but its done!
Also bottombitchdelirious was the one who made the tag 'bottombitchdelirious'
Also hoped y'all liked this one shot -Dylan