Let's Have Some Honesty

She sat in the car nervously, waiting. Her palms sweat. Her heart raced. They had agreed to meet after weeks of chatting online. They had shared pictures, life stories, track records of their loves and lusts. He was the first to bring up the suggestion that they had shared interests in the sexual arena. She wasn’t sure if he said it jokingly, but with alcohol in her system, she blurted out that they should get together and explore that. The words rang in her ear. She so wanted to grab them from his ear and put them deep in the trashcan but couldn’t. She watched for his reaction. He paused, suppressed a smile, and nodded. “If that’s something that interests you, I’m all for it. But we are going to address this again tomorrow when you are sober. If you still feel this way, just let me know and we’ll go from there.”
It was a long night. Jenny lay in the dark replaying everything she and Dan had discussed. She tried to use her best analytical mind to dissect every word and intent. As the sun rose, she climbed from her bed and went to make coffee. She sipped as she stood in the kitchen still trying to decide if what she had said was actually what she wanted. It was a conundrum. Dan was handsome, both in clothes and without. He had insisted on sharing those images so, as he put it, there would be nothing hidden between them. He had been a real stickler about honesty. He said early on that he had been in too many relationships that fell apart because one or the other participants lied, obfus**ted, or dodged the truth. It was that way about their previous relationships, money, career, the mundane, esoteric, and ribald desires, wants, needs and opinions on anything and everything. “I will never lie. I will answer any question offered honestly. For a change, I would like to have a relationship with someone based on complete truth. Brutal honesty would be refreshing for a change.” Now Jennifer wondered if it was that discussion that led her to say what she had, and if that was a true desire and honest admission on her part?
After dressing, Jen retired to the deck with a fresh cup. She leaned against the railing and considered her own history in relationships. Some had been great only to end on some hugely sour note because of a misinterpreted action or word. Others had been terrible from the start. She admitted to herself that she was guilty of what Dan had said. She hadn’t been completely honest with the men she had dated about things small and large. In her recollection, it was the small things that caused the biggest explosions sheerly from their nature of stacking one upon another until the inevitable break happened. She never really considered herself a liar in any traditional sense. Most of the time, in her mind, she was being less than truthful to save their feelings or pride. On the other side of that was the fact that in her twelve adult years, she had only had anything approaching satisfying sex a very few times. Once was with one real go-getter on her twenty-first birthday, another with one anonymous girl she met at a party two years after that, and alone. She offered an ironic laugh when that realization set in. Maybe, just maybe, dealing with a man on a understood platform of pure honesty could be a refreshing change.
Jennifer rinsed her mug in the sink still lost in thought. The doink that came from her phone startled her to drop the mug. “FUCK!” She screamed as the pottery mug shattered into large, jagged chunks in the sink. She snatched up the phone to see who had so rudely interrupted her train of thought. It was Dan. Her anger subsided quickly knowing he hadn’t done anything. “Have you been thinking about what you said? I thought it might be easier to chat about this in text rather than by voice.” Considerate, she thought, and smiled. “It is all I have been thinking about. Give me a few minutes and we will chat about it.” “I’ll be here waiting.” She put her phone on the counter and headed to the bathroom for a quick shower.

Jen walked into the kitchen in her favorite fluffy robe and her hair wrapped up in a towel. She grabbed her phone and saw that Dan had messaged. “Shoot me a message when you are ready. I’m messing around the house. My AC crapped out again and I’m trying to get all the windows open.” She considered an appropriate response. “I seem to remember you telling me the last time your AC went out you had to spend the day naked just to survive?” Jen giggled. It was only a moment before he responded. “So, your mind is in the gutter early today?” She responded with a raised eyebrow emoji as she walked out onto the deck. It was sunny and hot for only ten in the morning. “I could prove my current situation with a picture, but we have things to discuss.” Jennifer knew him not just sending a picture showed that he was serious about having the conversation. He had made it very clear in their discussions that naked pictures, even videos, were one of his favorite kinks. He must really want to discuss her words. “Fine ☹ So, I don’t know where to begin.” She waited for his response, hoping it would give some direction. “Well, you suggested that we should get together and explore our matching sexual desires. Aside from a little embarrassed, how do you feel about that offer today, after the alcohol is out of your system?” This was it. Her response would dictate how the rest of this conversation went.
“I was and am a little embarrassed. As for how I feel about it. I’m not sure. We have been chatting for over a month. That’s the longest I have ever chatted with a guy without meeting them. I like you and maybe I wonder if meeting for those purposes alone could spoil this whatever it is.” Jenn sat on the edge of a lounge chair and unwrapped her hair. She tussled it a bit to help it dry but tossed the towel aside before running her fingers through her locks to get them out of her face. “I think I understand what you mean. I like you, too. I wouldn’t want anything to disrupt that. On the other hand, however, I find you incredibly beautiful and sexy. And, with my promise to always be completely honest, I would give just about anything to get with you.” Jennifer blushed a little. “Didn’t we also promise to use direct and honest language and to not worry about the common societal restrictions?” She couldn’t help but prod him a little to see how he would react. There was a long pause before he responded. “You’re right, but I don’t want us to get off track from our discussions. I am exercising prudent control. After we finish addressing the issue at hand, then, maybe, we can use the real words. If you know what I mean?” Jenn could see that Dan wasn’t going to be distracted. She drew a deep breath.
“I’ve never asked this question. Are you looking for a relationship or just some kind of kinky fling?” She hit send and waited on pins. It took him a couple of minutes before she saw the blinking dots saying that he was typing. “I will admit that, at first, I was just looking for sex. After Ginny introduced us, if that’s what it can be called, I trolled through all your socials and was taken aback by how beautiful you are. Yeah, I wanted sex with you. Now that we have chatted and I have gotten to know you better, I can’t say that a relationship is out of the question. You are smart, funny, interesting, and fuck-all sexy. Our humor and attitudes on most things are in sync. Neither of us are tied to anyone else. Why not consider being in a relationship? It isn’t immediately a bad idea in my mind. How about you?” Jennifer was a little afraid after she sent her text that he would lob it back over the net to her. Now she had to really think. “We are both old enough to have had time to make stupid mistakes. I’m tired of doing that. That’s why I found your approach so refreshing, I guess. I’ve never really tried brutal honesty before. I’ve never thought for a moment that you were bullshitting me just trying to get in my pants and I do like you. You’re right. We do seem to line up in most, if not all, of the things that a relationship entails. To me, a relationship isn’t a bad idea, as you said. I do think it’s a little early to make any commitment, though.”
The pair batted the idea of relationships back and forth for close to an hour before Dan remembered the conversation they had intended to have. “Are we going to get together and play around? Sorry, use real words like you said. Get together and fuck and get all kinky?” The statement coming in the middle of their ongoing conversation caused Jen to laugh. It wasn’t that she was avoiding the subject. They had just gone in a different direction, and she was enjoying it. “You have mastered the straight language! Lol.” “We agreed on that. Answer, please?” Jennifer felt her heart race a little. With their other conversation added to the many they had enjoyed before, she couldn’t find anything negative that would steer her away from Dan. “Conditionally, yes. Give me an idea of what you propose. That way I can see if it sounds like fun, and we can go from there.” She didn’t want to be too forthright and was genuinely curious about what he had on his mind. She knew without a doubt he had thought it through.
There was a long pause between her question and seeing him responding. It made her a touch nervous. “Do you want an inference of the ideas I have had, or a step-by-step of how I would like things to go?” Oh, she hadn’t thought about that. How much did she want to know? After a moment’s consideration, she chose knowing. “step-by-step of how you would like things to go. Not necessarily a dictate of the events, free choice is still in the mix, but start by telling me how the evening would begin, and I will prompt you for more as we go along. Alright?”
As Dan thought and typed, Jennifer remembered some basic things he had explained about his personal sexuality. Dan was dominant. He wasn’t interested in a full-on dominant and submissive relationship, but he liked overseeing situations, and preferred to direct how things went, within the confines of their agreed upon limits. She knew he enjoyed showing off his date with sheer clothes, and a few more extreme things along those lines. He had made it very clear that pictures and even video were included in his sexual life. He had explained why those things were such a turn-on for him, and she understood. He, like almost every man ever, loved oral sex. He had admitted that he liked the messier side of it as well. He loved having his orgasm on a woman’s face or breasts, unless, that is, if they don’t swallow. To her surprise, he had admitted enjoying come play as well. He would not shy away from kissing her when she had his come on her or in her mouth. He had gone so far as to admit that sometimes, when he is masturbating, he can and sometimes does try to come on his own face and mouth. He even proved it with a screen shot of a video he took of his effort. That admission gave Jen shivers. It sounded so hot to her. She also saw it as a sign of his strict adherence to openness and honesty. Dan was also into the naughty to the point of forbidden sorts of things. He said that more than once he had been in a dark Italian restaurant and had a date jerk him off under the table. He had also masturbated a girl to orgasm in much the same way. He was prone to taking late night drives and getting naked as he went. There was a long park road that was busy during the day, but at night was virtually deserted. Not much reason to be on a scenic road when it’s dark. However, having a car use the road as a shortcut or having someone come along who was star gazing, or looking for a make-out spot wasn’t out of the question. So, there was a very small element of danger. Good people don’t go walking around away from their cars naked, he said. That was a theme with some of his sexual enjoyments. Doing the things that normal people wouldn’t or don’t do.
The sound of her phone snapped her out of her memories. His response was more cryptic than she expected. “We have discussed just about every sexual subject under the sun. I have bared all, literally and figuratively, to you. I have some ideas of the things I would enjoy doing with you, I don’t want to restrict either you or me to any set game plan. Unless I have been very mistaken, I have not mentioned anything I enjoy or would want to do that you have turned your nose up at. Honestly, I’m under the impression that everything we have discussed is alright with you, if not enthusiastically a desire of yours as well. Would you consider it not answering your question if I were to say that we could play it by ear this first time, at least?” She smiled. Jen knew it had taken him so long to answer because he kept typing and erasing until he settled on that direct, but still slightly vague answer. Now she had to decide how to respond.
2
Jennifer saw Dan pull into the parking spot a few cars away from her. It’s now or never, she thought as she unbuckled her seatbelt. The restaurant he had chosen was a favorite of hers. It had great food and a welcoming atmosphere. Another factor that played into his choice was it had booths and the tables were lit from above, but there was little light beyond that. Jen stepped out of her car and pulled her sweater tightly around her. It wasn’t chilly. She just wanted to surprise Dan when he came to her. She saw him smile as he approached. He was taller than she expected. She knew his numbers, but those don’t become real until you see the person. He outstretched his arms and they embraced.
“It’s good to finally meet you, though I feel like we have known each other for a long time.” He kissed her cheek as they released. “Me, too! We have only been talking for a couple of weeks, but we have covered a lot of ground in that time.” They both chuckled as they walked to the door. After being seated and having placed their order, Dan scooted around the table to be more across from his date. He could see her without having to crane his neck to carry on the conversation. “So, you’ve had a few hours to think it all over, and I know you have been doing nothing but that. What are you thinking now that we have officially met?” He picked up his glass of wine. “Well, you are more handsome in person, and taller!” She giggled. His smile was accepting, but he stayed quiet to encourage her to speak. “You probably mean thought about the other stuff. Yes, I have given it a lot of thought. I have decided that the physical part of any relationship is more important than most people will admit. If we don’t jibe in that arena, then other things just won’t work. You are enough of a gentleman to not come right out and ask, so I’ll answer the unasked question. Yes. Yes, to whatever is in that dirty little mind of yours. We should try it and see where it goes. By the same turn, if something occurs to me, I will voice it. If it doesn’t work out, then at least we did our best.” She paused and slyly smiled as she unbuttoned her sweater and took it from her shoulders. She thought she heard him take a sharp breath when he saw she had worn a sheer, almost transparent blouse without an undergarment. Her 34d breasts were perky, firm, and high. Her nipples pressed against the fabric lusciously. He smiled broadly when their eyes met. “For me? You shouldn’t have!” She reached for her sweater. He stopped her. “No, please. It would be a crime to cover such perfection.” He saw her blush.
Their food arrived and Jennifer caught the waiter stealing glances as inconspicuously as he could. She also saw how Dan reacted. He seemed very pleased. After their meal, and a few glasses of wine, Jen scooted over closer to her date. “I’ve noticed that you are still working on your first glass of wine. You aren’t trying to get me drunk so you can take advantage of me, are you?” He smiled. “You can’t take advantage of the willing, my dear.” She blushed again. “I am just that, willing.” Jennifer leaned over to kiss his cheek and, put her hand on his crotch to squeeze his cock through his slacks. He grinned. “I think we need to go somewhere more private to discuss this.” He waved his hand at the server who came promptly with a check.
The couple walked out of the restaurant to the glances and outright stares of a few of the patrons. Dan smiled with pride at having such a beautiful woman on his arm.
Once on the road, Dan couldn’t stop smiling. He was stealing glances at the beauty beside him and felt his heart jump each time her barely covered chest was revealed by the passing streetlights. “Is this how you imagined this night beginning?” Jen’s voice rose above the sounds of travel. Dan nodded. “It has and so much more. Honestly, I wasn’t sure you were going to go along with my little idea. I am very happy you did.” He heard a soft giggle. “You have given me the confidence to see myself as sexy. That’s not how I usually feel. That alone is liberating, and heady. I feel, I guess, powerful. I have you to thank for that. We had discussed that you felt more like a dominant man, and that I was more to the subservient side of the equation. Does that preclude me from getting my way on some things?” Dan could hear that her question was hiding a desire. “I will only say that it would depend on what that thing might be?” Jen didn’t respond, but Dan saw her suppress a smile.
Dan had made a reservation at one of the nicest hotels in town. He told the desk guy that he needed their best suite. Without requiring any explanation, the man said it would be ready and waiting. Dan could feel Jen’s hand tremble as they rode to the top floor. He watched as she looked at the floor, and he stared at her reflection in the elevator doors. All he thought was how amazing this woman was. He wondered how in the world was she still single? She was one of, if not the smartest, most intuitive, funny, charming and beautiful woman he had ever met. She was all that and sexy as hell. He tried but failed to see just her outward beauty. It was formidable but paled against the light of all of her other attributes. He hadn’t spoken a word but as if she could hear his thoughts, she slowly looked up at the reflection and smiled at him. It was at the verge of being uncomfortable to remain silent when the doors parted. Dan was pleased to see that they were alone on the floor. The elevator opened to a short hall that ended at the richly decorated door.
Once inside Jen marveled at the opulence of the room. Everything was exactly how it should be. Fine furniture sat atop perfect carpet. A rolling cart with a chilled bottle of champagne and hors-d’oeurvres awaited them. Glancing around the suite Jennifer saw the open terrace doors and soft light in the bedroom and realized that this hotel suite was larger than any apartment she had ever rented. She walked over to the small balcony and marveled at the city below. She heard Dan step up behind her. She felt his hands snake around her waist before pulling her close to his body. “It’s pretty amazing, isn’t it?” She could feel his rumbling voice through his chest. “It is.” She purred. “It’s a good thing no one can see this high up or they might notice my blouse.” She giggled. Dan lifted his hands and very lightly touched her breasts through the whisper thin cloth, before finding the top button to unclasp. With each opened button, Jen’s heart rate increased. She knew that even if the best eyes happened to look up from the street or across from one of the shorter buildings, they would see two figures but little else. Still, she was slowly undressing facing a wide city on a warm summer’s night. She reminded herself that she had said she was willing, and tried to relax, if only a bit.
Once her blouse was parted by the gentle breeze, she felt Dan’s fingers sneak into the waistband of her skirt. A quiet click of the snap could barely be heard over her thumping heart before the unmistakable sound of the zipper at her hip being lowered. The garment fell to the ground and the night air curled around her legs and between the garter straps holding up her hose. Jen held still and could feel her skin flushing warm. She was standing naked except for a royal blue garter and smokey stockings. She had foregone panties in anticipation of the night. She so wanted to turn around to face Dan but had promised herself to let him dictate the evening. She didn’t have to wait as his hands landed on her hips. His touch was fire hot as his left hand snaked up her torso, and his right went lower.
Jennifer’s body tensed and trembled as Dan’s fingers found her wet pussy as the other cupped her breast and gently pinched her nipple. Her mind reeled as he bent and kissed her neck. He licked and prodded the nape of her neck as he carefully toyed with her shaved pussy and tugged her breast. The entire population of the city could have been staring at her, she cared not. She could feel his erection pressing against her ass as she arched her back in pleasure. Dan’s hands tightened against her body as Jen was wracked with a string of orgasms. Her legs wobbled a bit, and Dan held her up as he moved his hands to her waist and turned her to face him. Dan kissed her deeply. At first, he held her tight against his body. After a few moments, his hands found her pert behind and began kneading the firm flesh. While she wasn’t enraptured in orgasm of the body, she was rapt in the feeling of this strong and handsome man holding her body and libido in his hands and desires.
As their lips parted, neither said a word. Jen was silent because she could barely draw a breath. Dan needed no words. His actions were going to do the talking this night.