(Well, here I go again. I hope this is to the liking of someone. Actually this is the second scene from what I was working on, since the first one evolved into more than originally planned, but wanted to share this already :) )
After a slow Friday at work, finally alone in his apartment, Dennis tossed everything over to the couch and went to take a look at the mirror in his bedroom.
Slowly undressing himself, watching his delicate features, his androgynous body, smooth slim and delicate face, hazelnut wavy hair dropping just above his shoulders, his thin torso and finally coming to his crotch and penis coming out while his pants and underwear dropped to the floor.
He stepped out of them and watched his penis sway a bit.
He took it and began tucking himself, everything that he needed was always ready at the table by the mirror.
This time he used some tape instead of his usual underwear since this night is going to be a bit different.
Living in a time where sex was something to do freely had its perks, even married people were very open to share their spouse. But for some people there was still something holding them back to enjoying it as they would like, same example, some married people didn’t like the idea of sharing.
After a few minutes of a well known process, now She was ready to go out.
Geraldine looked back at the mirror, her wavy hair going around her delicate face, now with simple makeup. Eyebrows, eyelashes, lips and a bit on the cheeks, her natural beauty needed little help.
Her loose navy blue blouse hiding a bit her body and making her feel with a bit of chest.
A black pleated mini skirt, having her blouse tucked under its waist-high belt. The length of the skirt allowing her to show her smooth long pale legs.
Still bare footed she twirled a couple of times to see herself and smile at how she looked. She then glanced at her pumps and stepped into them, coming back to the mirror, wobbling a bit, and twirling again. This time barely able to stand, she put a hand on the wall and sighed while taking off her heels.
The day was starting to turn into night, the sun was already hidden and she was waiting for the train sitting at a bench outside of the station watching her sneakers. Shivering a bit with his light jacket.
“Cute as always. Now I know the weekend has started” Geraldine got surprised by a voice, she looked up and saw Ricky smiling at her.
“Hi stinky boy.” Smiling back she replied with her really well practiced voice.
Ricky worked in a relative nearby chemical factory, even when he was not wearing his work uniform the smell lingered with him.
“You don’t know yet! Work was slow and I was able to take a shower.” He said while taking a seat next to her. His polo shirt and jeans made him look so effortlessly handsome.
She leaned and gave him a kiss on the cheek. “You are right, hehe”.
Blushing a bit he remained speechless for a moment.
Some buses arrived at the station, dropping other workers, also some cabs and ubers.
“Ready to enjoy the weekend then?” Ricky asked while watching the people passing through the station.
“Yeah.” She said, thinking of her destination. A bar where she feels more free.
“I’ve never asked, where do you usually go?” He continued after a couple of seconds of silence.
“Ah, well, I have some friends a couple of towns away, so I usually go there to not spend the weekends alone” This was not a lie, but also not the whole truth.
“That sound great”
“Yes, it’s great. You go with your family, right?” She said with a hint of sadness.
“Yeah, it’s always hard to be alone for that much time, so I go and visit my parents every time I can.” Geraldine got a bit surprised since he only always mentioned family, but never said it was only her parents. She assumed since he was a sweet man of course there was no way he wouldn’t have at least a girlfriend.
“Oh, so, you only have your parents? Anyone else?” She tried to sneak her real question.
“Yeah, there’s also my sister and her fiance.” Ricky said with his big bright smile.
They kept talking for a few more minutes, and she noticed his crotch starting to bulge.
“Did you get time to unload?” She asked.
Without a hint of surprise, as a very natural question he answered in the same natural way “Oh, no, I focused on getting a shower and getting back to see if I was able to catch you.” He giggled and scratched his head with one hand.
“Aww, that’s so sweet of you. Well, I think I need to make it worth it for you.” She stood up and turned to him to begin to undo his jeans.
When she leaned a bit forward he grabbed her face and gave her a kiss on her cheek “Thank you”.
She blushed and was left without words. So she just continued, taking out his almost fully erect dick.
She directly went on her knees and took it into her mouth, her tongue rubbing its head making it grow inside her mouth.
This was not the first time she had his dick. She knew how much it’ll grow so she knew how much to put in her mouth.
After a couple of minutes of just licking, she began to bob her head, she was able to hear his moans and a couple of steps of some people going in and out of the station.
“Have a nice weekend Rick!” A woman’s voice said.
“Same to you Nat” Ricky said back.
Geraldine felt a bit of jealousy and tried to ask who she was. “Whm whas ih?” Still with his dick on his mouth.
“It was someone from HR at the company” He giggled since he was able to get her feelings. He stroked her hair and caressed her cheek.
She stopped and stood up quickly, “Can I ask you a favor?”
“Sure, what is it?” He said a bit disconcerted.
“Can I have you use my butt?” She said more like a fact instead of a question. Still a bit afraid of this, but the jealousy made her want to take more from him.
“Oh, ok, sure, if that’s what you want.” He said a bit surprised since she usually said she only liked to use her mouth.
He stood up as she leaned on the bench and pulled up her skirt and down her panties. She did this carefully to not let him see her tuck.
She pulled open her buttcheeks and, as the jealousy faded away, shyly said “G-go ahead”.
His dick rested in front of him, in his view of a pair of pale round buttcheeks that matched her face perfectly. He started to slowly and carefully push inside of her.
She moaned.
“Are you okay?” He asked. Since it was the first time he heard someone moan as soon as he entered and he was mostly expecting more like a pain grunt out of her.
“Ye-yeah, it’s just, amm, this is my first time” He was surprised. He believed that she only used her mouth since she already knew that her butt was not prepared for a dick, not because she was still a virgin.
“Tell me if I’m going too fast.” He said, comforting her.
She nodded.
His dick slowly went deeper into her with the help of his hands taking her waist.
She could feel her butt stretched a bit, with not a painful but warmth sensation.
At last, he was fully inside her, she could feel his thighs touching her buttcheeks.
His hands moved up a bit and pulled her straight. She was only focusing on the feeling of his dick inside her, but his arms went around her and she felt his face moving to give her a huge kiss on the neck, then smaller kisses over her shoulder.
His waist slowly pulled back and her insides felt his dick moving, her breath reflected her sensation, some low moans escaped.
Then he moved his waist back at her, she felt the same warmth sensation and smiled.
He saw her smile and gave her another kiss. Then started to repeat the movement of his waist, but a bit quicker. Her smile was mixed with her mouth opening to moan.
After a couple of these slow and warm movements, he started to put a bit more force in them.
The first one of course caught her by surprise, she clenched her body, but her mouth let out a slightly louder moan. She also felt her tuck pull a bit and she got scared.
“Ah-ah, pl-please… ” She was only able to say, which he interpreted that she liked it. He was not wrong, just not completely aware of what was happening on her crotch.
He continued to move his waist with a bit of force, still careful to not hurt her.
She was feeling her tuck get loose, pushed from the inside, but was unable to stop him since her body felt numb.
It didn’t take much longer for him to finish with this pacing.
“I’m close to finishing” He whispered and she smiled while nodding. She wanted him to finish inside her.
Her last two movements were the strongest ones, his lap and her butt clapped and she felt his dick making the movements her mouth knew very well, he was cumming inside her.
She wasn’t able to contain it anymore and she too came, her tuck pulled away and let her cum shot out to her skirt and down to the bench.
Geraldine quickly realized what happened and she got down to hide herself. Her mind distressed, feeling his cum drip from her butt, and also her own now sticking to her thigh, thinking about what he was going to say, what he would think about her after finding out her secret, what she was going to do after this…
She felt sad thinking that she was not going to find again someone like him, someone that was nice being with, talking with and of course loving.
She began to silently cry, her body showing unable to hide her feelings.
Ricky stood silent for a moment, he took her purse and pulled out some tissues that he knew she always carried. He cleaned himself the last drops of cum that weren’t inside her.
He then tossed it to the trash can and took two more tissues.
He handed one to her and with the other he cleaned her cum from the bench.
She noticed it and was a bit shocked by this.
“Wh-what are you doing?” Geraldine said while sobbing.
“Well, we don’t want to leave a mess behind. Do you need more?” He said, noticing the stain on her skirt.
“A bit more please.”
He took out some more and watched her.
After a couple of minutes she stood up and threw away the tissues and her tuck.
She sat next to him and remained frozen.
She saw him getting out his phone. ‘Yeah, he’s looking for an excuse to get out of here’ She thought.
“Did you already buy your ticket?” He asked.
She clenched herself, hugging her purse and shaking her head trying not to cry.
After just a minute a car parked in front of them and pulled down the window. “Rick?”
“Yes.” He said while standing up and extending his hand to her. “Come on, you need to change”
She turned to see him surprised. His big smile shining on his face. She felt her heart accelerating.
She took his hand.
After a couple of minutes in silence in the car, which felt like hours, they arrived at her apartment.
She walked up the stairs while taking her keys out of the purse.
She turned and saw Ricky standing on the sidewalk.
She felt like crying again, still thinking that he wouldn’t want to see her again ‘this was just because he’s a nice guy’.
“Thanks for bringing me home.” She managed to say.
“I… I’m very sorry” with her voice cracking a bit and her eyes turning down.
She heard him take a couple of steps and then felt his hand over her cheek, pulling her face up.
Geraldine looked at him, at his smile, at his eyes. Ricky looked back at her. And she felt his lips slowly touching hers.
Her eyes closed, her heart pumping fast.
He pulled a bit back and moved to put his forehead on hers.
“You don’t have to be sorry for anything”
“But I do. I didn’t tell you everything about me.” She said.
“You didn’t have to. I’m sorry that I already knew” He said and she looked back at him with her eyes wide open.
“Some days you forgot to leave at home your work badge” He said apologetically. She felt blushing.
“And even when you don’t have to tell me everything about you, I’d love to know you better, if you’ll have me”
Geraldine felt her heart accelerating, her face blushing. She moved her hands to her chest. Her tears couldn’t be held back anymore and she started to cry again.
She leaned over his chest and nodded. He just held her, kissing her head and caressing her back.
After a couple of minutes she pulled back and cleaned her eyes.
“Well, amm, I think you still have to go with your family, they are expecting you” She said with a tear covered smile. “We can catch up later”
“I don’t think they’ll miss me over a single weekend.” He smiled and happily said to her.
“Amm, in that case… Do you want to come in? I can order something to eat to pay you for the ride home” She shyly said.
“No problem there” He said laughing “But I wouldn’t say no to dinner with you”
Source: reddit.com/r/eroticliterature/comments/suyqsg/if_youll_have_me_trans_anal_free_use_wholesome