ROLEPLAY HQ - sugar

@Jessss

Emily Handson a powerful business woman who didn’t really have enough time to herself to go out and find her special someone. She decided to go on dating apps. One evening she got home and set up her profile and began to browse and swipe away. Most of them were plain and boring. One guy caught her interest. “Mark, you seem worthwhile.” She giggled and began to send him a couple messages. Hey there kiddo. You seem different from the rest. I would like to get to know you better. If you’re interested, message me back The young woman in her mid 30’s closed her phone and began to get ready for bed. She was always busy and prioritized sleep. Swaying her curvy hips to the notes of the calming music she plays to get her to sleep.

Mark Willis was quite flattered by the messages he had received from Emily. He had seen her pictures on the dating app and she was really a hot woman, the perfect incarnation of the ‘MILF’ in his eye. Although he had “swiped right” when seeing her profile, he was quite surprised that they got matched as he thought she was way out of her league for him. Not that he was a bad looking guy, by any means. He had an athletic build, dark hair, slightly wavy and dark brown eyes. His skin was just slightly tanned as he liked to be outdoors. For some time, Mark stated at her messages not really sure how to reply. Although quite unusual for him, he was now feeling a bit shy, being contacted by a beautiful and quite powerful business woman. “Hi Emily. I would love to get to know you better as well!” he eventually replied to her.

A buzz filled the room as a message appeared on her phone. She smirked as she laid on her bed. Opening it she saw that it was the young man that caught her attention. Surprised by the response due to men typically fearing her. I got some free time around 4pm tomorrow. We could possibly meet up for a some milk tea or coffee. I’m curious to know why a young man like you would swipe on an old woman like she teased as night began to fall and her eyes heavy due to poorly managing her sleep. meet me here (mall of some sort) I’ll be in the food court. If I don’t see you in an hour then. I’ll take it as you don’t value my time. she said as she closed her eyes and fell asleep. A long day ahead of her.

“I would love to meet you” Mark replied to Emily’s message and then read her question and tried to briefly reply to her “Well, I swiped right because I think you are really a very sexy and beautiful woman and your profile seemed very intriguing” he responded honestly and then added “Ok see you there at 4 PM”. His night was a bit restless, taking some time to fall asleep, since his mind kept racing towards Emily and the meeting with her, the next day. Eventually however, sleep overtook him as well. The next day he made sure he would be there on time. So he showered, and got dressed, wearing a pair of black jeans and a dark blue shirt, and arrived at the spot on the mall where they had set the meeting quite early, about 3.45 PM. As he stood there, he looked around, waiting for Emily and keeping his eyes peeled for her arrival.

@Jessss

Emily ran through her day and couldn’t wait to meet the young guy she met on the dating app. She told him at 4pm but in reality she had free time since 3 so she got there early to try and scout him. Noticing the boy arrive early she smiled. “My my a punctual boy. I like that” she said to herself as she was keen on being on time and not letting time waste. She wore a black office outfit that consisted of a tight almost short skirt that exposed her curvy body but kept her little secret hidden. A button up shirt that didn’t really button up due to her large breasts. Shades and scarf to hide her appearance. Once it hit 4pm she approached him. Her heels making a sound at each step. “Hey there Mark.” Escaped from her lips softly and seductively. “Glad you managed to show up and be early.” She teased as she waited for him to turn around. Due to her high heels she was around his height. ( @Moleman )

“Oh!” Mark explained surprised as he heard Emily’s voice and after turning around he was taken aback by her looks, for a moment. Clearly the pictures on the website did not do her justice at all and she looked stunningly sexy “Hi! Emily, right?” he said then “Ah yes… I was a bit early, I did not want to risk being late”. Then he looked at her again and felt he could not take his eyes of her, and for a few moments his gaze wandered up and down from head to toe and back again and realizing he was staring he started feeling a bit shy and self-conscious. He never dated a woman so hot before, it was like a fantasy come true and now he realized he did not know what to say, like his brain could not come up with anything interesting for his mouth to vocalize. “Ehm… oh… well… shall he sit for a cup of coffee or tea?” he said then managing to break the spell, finally “Oh… and by the way you look amazing”

22:42

@Jessss

She giggled and look at him with a smile. “Glad you enjoy what you see.” Playing with her hair and blushing she turned to the side a bit. It’s been a long time since she had gotten some praise and compliments. “Of course. Let’s get some tea. So you can tell me all about you.” Looking around to see if there was a tea shop. “Or coffee which ever you prefer.” She said as she got closer to him and brushed his arm. Trying to get a feel for the young man’s body. ( @Moleman)

“Oh, that’s a shame!” replied Mark smiling at Emily “A woman like you deserves to be praised every day!” he told her and felt a bit submissive as he said those words, but he did not mind, she deserved to hear them. “You already some of my details from the website… I’m 26 years old, and I am a programmer and technical manual writer” he said to her “yes, I guess I am a bit of a geek…” he added then “Although I do enjoy the outdoor as well, like hiking and travelling and food” he said to her “And… well that’s about it… I mean I am terrible talking about myself… but if you have any questions, feel free to ask!” When she brushed against his arm, he felt her warmth against his skin, and if felt really good. For a moment the idea of hugging her crossed his mind, but was quickly dismissed, as he knew it would be rather inappropriate at that point in time. “Well…l here they serve both tea and coffee” he said then, breaking a bit of the sexual tension he was feeling, gesturing towards a nearby tea and coffee shop. “I am more a coffee person I admit” ( @Jessss ) (edited)

She giggled at how the young man got easily flustered when talking to an older woman. “So you’re good with your hands huh?” She asked as they walked into the shop and ordered their drinks. “No need to be shy open up to me.” She said as she sat next to him. Her wide hips pressed onto him a bit. “So what do you do for work hun? Got any little girlfriends I need to know about?” She teased. She liked the excitement that was rushing towards her. It’s been so long since she had been with a young handsome man. Most men run from her since she had something other women didn’t have. She was a bit hesitant on saying it right away so she planed on saying it a bit later. While spacing off in her head she placed her hand on his thigh and rubbed it. Her body slightly turned exposing her breasts. @Moleman

“Well you can say I am indeed a... hands-on kind of person, for sure” he replied to the woman smiling at her, trying now to be a bit more confident as they were about to down for a drink, and tried acting in a more flirty way towards her. “Eh… well… ok” he answered then as he felt her hips press against him, which was quite arousing. “well I usually write technical manuals for electronic apparatuses and do some basic programming” he explained then regarding his job “not consumer electronics… more like specialized equipment” he blushed then a little when asked about his girlfriends and said “Well no girlfriend at the moment, I mean if I had one probably I would not be here... I think… But yeah no girlfriend at the moment” He felt a bit like he was rambling so he stopped talking for a moment and then asked “What about you? You are a businesswoman right? Although I find it hard to believe you are still single… not that I would mind if you weren’t” He was quite surprised when he felt her hand over his thigh, then he smiled at her slightly. Feeling her soft hips against his and her hand caressing him definitively excited him and felt his erection grow in his pants. Quite embarrassing, but nothing he could do about it, especially when his gaze fell on her cleavage which he could not help but stare at. He was only disturbed when the waiter put down their drinks in front of them. “Ehm… yes thanks” he said to him, before taking a sip of his warm beverage. Then slowly he also moved his hand under the table and slowly moved it over her thigh, imitating her, and now looking at her face again. @Jessss

“My my such curious hands you got there.” Smirking and looking down as the boys hand traveled to her thigh. She brushed his crotch area, feeling a slight hint of an being turned on. She then moved her hand back to his thigh. Watching his every move. “I’m single because I don’t really have time for a lover. Plus a part of me always scares off men.” She sighed and slowly turned her while taking her hand away. “The business life gets too busy. Not enough time to enjoy. Today is one of my few days that I get to indulge in relaxing and taking my mind off things.” She said and began to drink her coffee. “I have a question. Have you ever tried anything with another man?” She asked nervously. “I don’t judge if you did, I’m just curious that is all.” Her fingers tapped the coffee cup and her eyes scanned him. She liked how confident he was to put his hands on her with only knowing her for a few minutes. @Moleman

“I am quite a curious person” Mark replied with a smile and his eyes betrayed certainly a hint of naughtiness in them and then bit his lip as he felt her hands moving over his thigh and then for a moment on her crotch. “Well I think you just need a lover that understands that you are busy, Emily, someone who gives you the space you need for your business but he’s also ready to be with you when you have free time” he explained to her “And… yes… I would be willing to do that” he added then with another smile “I mean… I would not time that kind of relationship at all” “Mhm no, I never had sex with a man or tired anything” he said to her “I would not have sex with a man, but many times I have thought about doing it with a transexual or a very feminine femboy” he said then to her “Actually I would be very intrigued about that… Essentially I am only attracted by the feminine form… but the presence of a dick is not a problem… and can actually be… intriguing” @Jessss (edited)

( @Moleman @Jessss you guys wish to continue? Or should this be moved to archives or onactive? ^^)

NakaWreath🎄🌟

( @Moleman @Jessss you guys wish to continue? Or should this be moved to archives or onactive? ^^)

Well I have not heard from Jess for a while. If she does not reply you an archive until she comes back

#sugar has been archived.