Tiffanys First Time

John wiped the sweat from his forehead with a towel as he watched Tiffany finish her final set of squats. She racked the bar and let out a deep breath, turning to face him with a smile.

"That was a rough one," she said, wiping the sweat from her brow.

"It looked like it," he replied, handing her a bottle of water. "But you're making great progress. I can tell you've been putting in the work."

Tiffany took a long sip of water before sitting down on a nearby bench. John joined her, and they both sat in silence for a moment, catching their breath.

"How's everything going with you lately?" John asked, breaking the silence.

Tiffany shrugged. "Same old, same old. Just trying to stay focused on my training and not let anything else get in the way."

John nodded, sensing there was more she wasn't saying. "Anything you want to talk about?"

Tiffany shook her head. "Nah, just trying to keep my head down and stay focused. You know how it is."

John understood. He had been in her shoes before, trying to balance his training with the rest of his life and school commitments, and all the drama that comes with it. "Well, if you ever need anything, don't hesitate to ask."

Tiffany smiled. "Thanks, John. I really appreciate that."

They sat in comfortable silence for a few minutes before John spoke up again. "Hey, have you thought about signing up for that meet next month? I think you're ready for it."

Tiffany's eyes lit up. "Really? You think so?"

John nodded. "Absolutely. You've been putting in the work, you stand a great chance of taking first place in it."

Tiffany grinned. "Alright, fuck it, let's do it." John laughed, standing up to go get the forms for her to fill out, and they continued talking as she did so. Eventually, they gathered their equipment and gym bags, and left to leave the gym. As they walked out, Tiffany hesitated, her feet shuffling nervously on the pavement. John noticed her hesitation and turned to her, waiting for her to speak.

"Hey, John...can we go somewhere and talk for a bit?" Tiffany asked, her voice hesitant.

"Sure, Tiff. What's up?" John asked, concern etched on his face.

Tiffany took a deep breath. "It's just...guys. I don't know, I'm feeling really frustrated lately. I lied when I said I wasn't distracted earlier, and I could use some advice, I think."

John nodded, sensing where this was going. "Okay, let's go sit down and talk about it."

They found a quiet bench in a nearby park and sat down. Tiffany fidgeted with her water bottle, unsure of how to start.

"It's just...every guy I date, they just want one thing," Tiffany finally blurted out, her voice tinged with frustration. "And it's not like I'm not interested, but they're so annoying about it. And then there's the whole muscle thing. It's like...guys just get so insecure about it. They're either intimidated, or they just want to fetishize it. It's like I'm never going to find someone who values me for more than that."

John listened quietly. "I can understand how that would be frustrating," he said finally. "But you have to remember that you're only 19. Most people don't find their partner until later in life. I mean, hell, I'm 31 and I'm not married yet." He said with a laugh. "And yeah, unfortunately, there are going to be guys out there who are only interested in one thing. But if you're patient, you will find someone who values you for more than that."

Tiffany sighed. "I know, but it's just hard sometimes, you know? And my muscles are never going to go away, so I'm always going to be dealing with this." Tiffany leaned against the bench; her arms crossed over her chest as she started to rant. "It's just so frustrating, John. I'm ready to lose my virginity, but every time I get close with a guy, I just get the ick. Like, I can tell they're just trying to sleep with me and nothing else. Or they're so insecure about my muscles that they act macho and ridiculous."

John shook his head. "They're something to be proud of. And yeah, there are going to be guys who are intimidated by that, but that's their problem, not yours. You just need to keep being yourself, and eventually, you'll find someone who isn't bothered by it."

Tiffany looked down at her hands. "Yeah, maybe... and there's something else," she said quietly. "When me and Steve broke up, he made fun of my muscles," Tiffany said, her voice barely above a whisper. "He told me I looked like a man."

John's expression darkened. "Well, that's just ridiculous. He's just saying that because he knew it would hurt you and because of his own insecurities. And for what it's worth, you obviously don't look like a man. You're a very pretty woman."

Tiffany looked up at him, her eyes glistening with unshed tears. "Do you really think so, John?"

John nodded firmly. "Yes, Tiffany. You're a very pretty woman. And if you don't believe me, just think about how many guys try to hit on you at the gym every day."

Tiffany sniffled and wiped away a tear. "I don't know, John. I just feel so insecure sometimes. Like my muscles make me unattractive."

John put a hand on her shoulder. "Tiffany, there are plenty of guys out there who would find them attractive. But even if they didn't, that doesn't make you any less beautiful. You're a kind, strong, and amazing person. And anyone who can't see that isn't worth your time."

Tiffany nodded, her eyes downcast. "I know. It's just hard when all I seem to attract are guys who are bothered by them." Tiffany fidgeted nervously, trying to find the right words. "John, can I ask you something? It's been bugging me for a while."

John turned to her; his eyebrows raised. "Sure, what's up?"

"Why have you never tried to hit on me or sleep with me?" Tiffany blurted out, feeling embarrassed but needing to know.

John's expression shifted to one of surprise and then amusement. "Tiffany, why would you even ask me that? That behavior is disgusting. You're my friend and my trainee. I want you to feel safe and comfortable in our relationship. I would never want you to feel like you have to be on guard or watch out for me making a move on you. You know me better than that."

Tiffany felt a wave of relief wash over her, hearing John's words. "I know, John. It's just that... it's like you said, I've had a lot of guys in the gym hit on me and you never have."

John shook his head, his expression firm. "It's just about respect. You're a person with feelings and desires, not just an object for men to hit on. You came to me for help with powerlifting, and I want to see you succeed in it, without any distractions or complications. How are you supposed to trust me if you're always on guard around me because I'm trying to fuck you?"

Tiffany felt a warmth spread through her, hearing John's words. She knew that he had always been supportive of her goals and passions but hearing him affirm his respect for her as a person made her feel even more grateful for their friendship.

Tiffany's voice dropped to a whisper as she spoke. "I appreciate that. You know, I am ready to lose it now. I've thought about it a lot. I just don't want my first time to be with someone who is using me."

John looked at her for a moment, trying to gauge her emotions. "I know, Tiffany," he said finally. "It's important to wait for the right person."

"But how do I know who the right person is?" Tiffany asked, frustration creeping into her voice. "Every guy I've dated has been a disaster. And I'm not getting any younger. What if I never find someone?"

John laughed. "You're only 19, Tiffany. You have plenty of time."

Tiffany takes a deep breath and looks up at John with a mix of nervousness and determination in her eyes. "John, I know this might sound crazy, but...would you be willing to do it?" she asks, her voice barely above a whisper.

John looks at her, surprised by her question. "Do what?" he asks, confused.

Tiffany's face flushes, and she looks away. "You know...to be with me," she says, her voice barely audible.

John's eyes widen in shock, and he shakes his head. "No. I can't do that," he says firmly.

Tiffany's heart sinks, and she looks down at her feet. "Why not?" she says quietly.

John looks at her, concern etched on his face. "Hear me out," he says gently, placing a hand on her shoulder. "This isn't something you can just undo or forget about after it's done. I'm old, much older than you, Tiffany. I have over a decade on you. I'm your coach, and more importantly, your friend. This would fundamentally change our relationship."

Tiffany looks up at him, a bit surprised by his response. "I know that" she says, her voice stronger now. "I've thought about it a lot. And I don't want my first time to be with someone who just wants to use me."

John nods slowly, still hesitant. "Why me?"

Tiffany pauses, understanding the gravity of the situation, before she looks in his eyes and starts speaking. "I trust you. I know that you would never use me or hurt me. You've always been there for me, and I feel safe with you," she says, her voice unwavering. "And I'm not blind, I've seen the way you look at me sometimes, so don't pretend like you don't want to do it."

John looks at her, eyes boring into her. "Okay, Tiffany. I'm not going to lie and say I'm not physically attracted to you. But I need you to know that this will change things between us. We can't just go back to the way things were before." he asks, his voice serious. "I need you to be sure."

Tiffany nods, a small smile tugging at the corners of her lips. "I understand, John. And I'm sure, I'm ready for it."

John nods, a mix of apprehension and excitement stirring in his chest. "Okay, then. Let's do it," he says, his voice a bit hoarse.

Tiffany takes a deep breath, and nods. "Okay," she says, her heart pounding in her chest.

John nods, understanding her desire to move forward. "Okay," he says. "So, where and when do you want to do this? Do you want to go out on a date first, or do you want to just get it over with?"

Tiffany thinks for a moment before responding. "I don't want to go out on a date or anything like that," she says. "I just want to get it over with. I don't want you to think this is a romantic thing or whatever, it's just... I trust you, John. I know you won't hurt me or take advantage of me."

John nods, his expression serious. "I know. But I want to make sure that you're comfortable with everything, and that we're on the same page about what this means."

Tiffany stood up from the couch and looked at John, her expression serious but determined. "I'm ready now," she said, "let's go to your place."

John's eyes widened a little in surprise at her sudden declaration, but he quickly composed himself and stood up as well. "Are you sure?" he asked again, wanting to make certain that this was what she wanted.

Tiffany nodded firmly. "Yes, I'm sure. I've thought about this a lot, and I know what I want."

John took a deep breath and nodded in agreement. "Okay then," he said, "let's go."

They gathered their things and left the coffee shop, walking in silence to John's car. Once inside, John started the engine and drove to his apartment, the tension between them palpable.

When they arrived, John led Tiffany inside and showed her around, trying to keep things as relaxed as possible. Tiffany seemed nervous but resolute, and John could tell that she was determined to go through with this.

Eventually, they ended up in John's bedroom, standing awkwardly in front of the bed. Tiffany took a deep breath and turned to face him, her expression serious.

"Thank you for doing this," she said softly, "I really appreciate it." Tiffany couldn't help but notice how sweaty and grungy they both were from their intense workout. She quickly realized that she didn't want to jump into anything right away without taking care of her hygiene first. "Wait, actually, can I shower first?" she asked John, feeling self-conscious about her own sweat.

"Of course, the bathroom is down the hall to the left," John responded, gesturing towards the hallway.

Tiffany hurried to the bathroom, feeling relieved to have some time to herself. She stripped off her gym clothes and stepped into the shower, letting the warm water wash away the sweat and grime. She took her time, washing her hair and scrubbing her skin until she felt clean and refreshed.

Once she was finished, she wrapped herself in a towel and made her way back to the living room, where John was waiting for her. She couldn't help but notice how good he looked, dressed in a pair of shorts and a tight-fitting t-shirt that showed off his muscular physique.

As she sat down on the couch, Tiffany's mind raced with thoughts of what was about to happen. She had never been with a guy before, and the nerves were starting to set in. She tried to calm herself down, reminding herself that this was just a casual, no-strings-attached encounter with a good friend.

John soon emerged from the bathroom, looking just as clean and fresh as she did. Tiffany couldn't help but feel a little bit self-conscious as he took a seat next to her in his boxers, feeling suddenly aware of her own nakedness beneath the towel.

John must have sensed her unease because he placed a reassuring hand on her shoulder. " We don't have to do anything if you're second guessing yourself," he said, his voice gentle.

Tiffany nodded, feeling grateful for his understanding. "No, I'm ready," she said, feeling her nerves start to settle. "Let's do this."

As John and Tiffany stand in his living room, John looks at Tiffany, his eyes flickering with concern. "Are you okay with kissing?" he asks softly.

Tiffany's cheeks flush, and she nods slowly. "Yes, I'm okay with it," she says, her voice barely above a whisper.

John smiles softly and moved closer to Tiffany, his hands moving to rest gently on her shoulders. He leans down, his lips meeting hers softly. Tiffany's heart races as John's lips press against hers, his touch sending shivers down her spine.

As they continue kissing, John pulls Tiffany to her feet. His hands stay above the towel, gently roaming around her body, not groping her, but just getting her familiar with his touch. Tiffany's hands move to John's shoulders, pulling him closer as she deepens the kiss.

Finally, John breaks the kiss, pulling back slightly to look into Tiffany's eyes. "Are you okay?" he asks, his hands still resting on her shoulders.

Tiffany nods, her breathing ragged. "Yeah, I'm okay," she says softly. "That was nice."

As they continue to kiss, John slowly guides Tiffany towards his bedroom. Her heart is racing, and she can feel her palms getting clammy. The nerves are starting to set in, but at the same time, she can feel the anticipation building up inside of her.

As they reach the bedroom, they both pause for a moment, catching their breath. John looks at Tiffany and takes her hand, leading her towards the bed.

John says, "I'm going to take your towel off now." Tiffany nods nervously, and John starts to slowly unwrap the towel from her body. As John removes the towel, Tiffany's body is revealed. She's fit and toned from all her hours of training at the gym, and she can see the appreciation in John's eyes as he takes in her figure. She blushes, feeling a bit self-conscious, but John reassures her with a gentle smile.

He leans in and kisses her again, this time more passionately, and Tiffany responds eagerly. His hands begin to roam over her body, but always with a gentle touch.

As they kiss, Tiffany starts to relax a little more. She begins to feel more comfortable with John's touch and the physical sensations she's experiencing. She wraps her arms around him and pulls him closer, enjoying the closeness they share.

John breaks the kiss once again and looks at Tiffany. "Are you okay?" he asks, wanting to make sure that she's comfortable and ready to continue.

Tiffany nods, "Yes, I'm okay," she replies, her voice a little shaky with excitement and nerves.

John smiles at her reassuringly and then leans in to kiss her once more, this time more passionately than before.

John's hands trailed down Tiffany's body, leaving a trail of goosebumps in their wake. As he kissed her neck and collarbones, she tilted her head back, letting out a small sigh.

"You're so beautiful," he murmured against her skin, before moving down to her chest and taking a nipple into his mouth. Tiffany gasped and arched her back, her fingers tangling in his hair.

John continued to explore her body with his lips and hands, making his way down to her stomach. He could feel Tiffany's breathing becoming shallower and more erratic as he trailed kisses along her skin. He could tell she was nervous, but also eager for what was to come.

As he moved to her inner thighs, she let out a soft moan. "John, I'm not sure if I'm ready for--"

He looked up at her, "It's okay, we don't have to do anything you're not comfortable with. We can wait."

Tiffany took a deep breath and nodded, "Okay, thank you."

John continued to kiss her thighs, his touch gentle and slow. As he moved to her outer thighs, she couldn't help but let out a small whimper.

"Is that okay?" John asked, looking up at her.

Tiffany nodded, "Yeah, it just feels...really good."

John smiled, "I'm glad." He continued to make his way back up her body, taking his time to explore every inch of her.

Finally, he reached her lips again, and they kissed with a newfound intensity. Tiffany's heart was pounding, and she could feel herself getting lost in the moment. John breaks their kiss and looks up at Tiffany, "What would you like me to do?"

Tiffany takes a deep breath, feeling the heat rise to her cheeks, "Um, I know I said stop earlier, but... can you use your mouth?"

John raises an eyebrow, "You mean, like, go down on you?"

Tiffany nods nervously, "Yeah, I've always wanted to experience it but guys my age don't seem to like doing it." John nods and leans back down, kissing her softly, and then moving down her body. John spends some time kissing and caressing Tiffany's inner thighs, savoring the way her breathing quickened and her hands gripped the sheets. He moves his hands up to her hips, spreading her legs wider, and gently blows hot air onto her core before finally using his tongue to tease her.

Tiffany gasps and moans, arching her back as the sensations overwhelm her. John pulls back the hood of her clit and gently licks it, causing Tiffany to gasp and grip the sheets tightly. He alternates between light licks and gentle sucks, his tongue flicking rapidly over her sensitive nub.

As Tiffany's breathing becomes ragged and her hips begin to move involuntarily, pushing herself further into his mouth, John uses his teeth to graze her inner folds gently. "You like that?" he murmurs, his breath hot against her skin.

Tiffany's response was a loud moan, and John took that as his cue to continue. He uses his tongue to explore every inch of her folds, tasting her sweet juices as he went. He uses his teeth to nibble and bite at her, sending shivers of pleasure coursing through her body.

"Oh god, John," she moaned, arching her back as he continued to work her clit with his tongue. "Don't stop."

He didn't stop, continuing to tease her folds with his tongue and teeth, licking and nibbling her wet skin as she moaned louder. He could feel her getting wetter by the second and knew she was close to climaxing.

As the heat inside her grew more intense, Tiffany knew she was about to come. She cried out his name, grabbing onto his hair as her entire body convulsed with pleasure.

"John," she gasped, grabbing onto his hair. "I'm gonna...I'm gonna..."

But before she could finish her sentence, she came, her entire body convulsing with pleasure as John continued to work her with his mouth and fingers. She cried out his name, her body trembling as the waves of pleasure washed over her.