A Bumbling Inquiry

Kyrie wasn't the only one nervous about having sex.

As the days spread into months, Isaac's desire for her had only grown, and he did his best to hold back so that he would never make her feel uncomfortable. Yet, an overwhelming need was quickly growing in him to do more. Yet, he held back because he was terrified that he would lose her; he'd finally found a person that was interested in him and he felt like he had only one chance with her. He was so focused on not scaring her though that he was paralyzed in actually advancing their relationship.

To try and alleviate that paralysis, he was hesitating in front of the door to the kitchen. He could hear Dessi humming softly to herself in there as she did the dishes after the slave's mealtime, and he knew that neither Kyrie nor Vivian was in there with her. He'd made sure of that before even attempting to approach her. Now that he was here though, he wasn't so sure about whether he actually wanted to enter.

Leaning up against the wall, he clenched his eyes shut and rubbed his hands over the creases on his face. He was positive that Dessi was going to have some insight into his questions but... But this was just so embarrassing to even ask! His relationship was progressing really well with Kyrie, but he wanted so badly not to risk losing her that he was willing to swallow his pride at least a bit and ask Dessi for some advice.

Letting out the softest of groans, he turned to the door once more, took a deep breath, and pushed it open.

"Dessi? Could I have a moment of your time?"

Dessi looked over her shoulder and upon seeing Isaac standing almost awkwardly in the doorway she raised an eyebrow at him. Setting down the dish she was working on, she wiped her hands off on her apron before fixing him with a more amused expression.

"Isaac! Strange to see you here at this hour. What's on your mind? Surely it can't be anything other than Kyrie?"

Horribly flustered by that incredibly accurate guess, Isaac quickly shut the door behind him and moved in further.

"Well... She is the reason I'm here..."

Dessi tilted her head a bit, but otherwise just leaned up against the counter, waiting for Isaac to get to the point.

"I... Uh."

Isaac faltered horribly in trying to figure out just what it was he wanted to say. He had planned it all out so well in his head, and even though he'd just made the determination to talk to her in the hallway, he could feel his resolve failing. Now that he was here, directly under Dessi's gaze, it felt stupid to even try and bring it up. He couldn't think of anyone else to go to though. There was Renard, of course, but Isaac didn't exactly trust him to really know how to make a woman happy. He had a lot of experience physically, but Isaac wasn't so sure about Renard's emotional connection with the women he slept with. Dessi also had a lot of experience in addition to being a woman... That meant she'd have better insight as to how Kyrie would feel... Right?

… No this was a horrible idea. It was stupid of him to just assume that Dessi would have all the answers. Now he would just look like a terrible fool in the older woman's eyes. A fool who knew practically nothing about how to truly please a woman.

As Isaac struggled to figure out a way to abort this entire conversation, Dessi had sidled up next to him, and it was only when she spoke that Isaac started from just how close she was.

"Oh this is adorable. I dare say that you're blushing."

Isaac looked at her in horror at the mere prospect of this, and before he could sputter out a denial she just laughed.

"Since you're being rather hesitant let me try and piece this together. It has to do with Kyrie and you've quickly decided after entering here that it was a horrible mistake to come in the first place. Now, I know for a fact that you have only had sex with a woman a handful of times, which suggests to me that you've come here seeking advice about sex with Kyrie. Well? How'd I do?"

The way he stared open-mouthed at her told her exactly how she did.

Letting out another soft laugh she pat Isaac's cheek in both a comforting and slightly patronizing way.

"Oh Isaac. It's so sweet of you to put in all this effort, I'm sure Kyrie will appreciate it."

He lightly swat her hand away and frowned mightily at her.

"I didn't come here to be teased, Dessi! I just... I want Kyrie so badly, but I'm afraid of hurting her... I'm sure Renard would just tell me to go for it and that Kyrie will enjoy it anyway but what if she doesn't? What if she only tolerates it? I don't want her first experience with me to be one that's only fine or even bad!"

Dessi rested one of her cheeks in her hand now, smiling at Isaac with a sparkle in her eyes that still seemed to say that she thought this whole exchange adorable. The silence stretched out between them, and the longer it went the more equal parts defiant and desperate Isaac's expression got. When Dessi saw this, her amused expression turned more into a gentle smile.

"Kyrie really is going to have a great first experience with that kind of mentality. There's some truth to what Renard would say: most people come to enjoy it if you just go for it, but if she's scared or shy then that's not usually the way to go. I don't know if Kyrie's scared or not, but I do know that she's quite shy."

Lightly tapping her cheek with her pointer finger as she thought for a moment, Isaac was just hanging on her every word. Dessi knew what Isaac was like when having sex, as much as he was loathe to admit it, but that was also partially why he thought going to her might be helpful. Her reference points were a lot better than that of Renard's.

"I suppose my advice for Kyrie would be to take control, but gently. Don't overtly ask her to do anything, and do everything slowly to give her plenty of time to come to terms with just what it is you're doing. Think less of how much you want her and more about how much you want her to enjoy sex. Pleasure her, make her comfortable, and go slow. Do all these things and I imagine she'll willingly open herself to you. It will be a bit uncomfortable for her at first, but it shouldn't be painful, not if you've properly prepared her."

Crossing her arms, Dessi looked up at the ceiling as she thought to herself. While she pondered whether she had any other advice Isaac was quickly squirreling away what he'd gotten so far. This was just what he was looking for! It was possible that he may have been able to intuit this stuff on his own, but having it spelled out for him like this was already making him feel a whole lot better, and he also felt like it was ensuring that he wouldn't make any mistakes.

After staring at the ceiling with a furrowed brow for a couple moments, Dessi's eyes widened as a thought came to her.

"Oh. And if she ever says no or wait then heed those words. Usually though, those are the result of fear, so a bit of gentle coaxing could change those words. Don't try for what she hesitated with immediately, mind you, just pleasure her in other ways to get her more comfortable again. It may be hard to stop in the heat of the moment, but channel the desire you feel towards pleasuring her instead. I can't imagine that being too much of a loss though, since her every little move will act to arouse you in all likelihood."

Dessi couldn't help giving him a bit of a teasing smile, and Isaac really did blush this time. Draping an arm over Isaac's shoulders, Dessi leaned conspiratorially.

"You did the right thing in coming to me. Next time don't doubt yourself so much! Renard may have had many partners, but I have had to seduce many partners for longer than he's even been alive. I'd say I know a thing or two more than your young friend."

Disentangling himself from Dessi's arm, Isaac turned towards the door, refusing to face the older woman anymore.

"Alright alright! Thank you for your advice: I will be sure to heed it when the time comes."

Dessi simply chuckled with how quickly he was trying to get away from her.

"What makes you so sure that's all the advice I have?"

He looked back at her with a look that was so eager to hear more that she couldn't help laughing.

"I'm sorry, Isaac, I just can't help it! Your love is so pure: Kyrie really is a lucky woman to have you."

Once again Isaac felt on the verge of blushing, not sure whether to be flattered or offended.

"I... I sincerely hope so."

His voice came out as barely a mumble, but Dessi still caught his words. Once again her expression softened, and she moved towards him again to lightly rest a hand on his shoulder.

"You'll do just fine, Isaac. I've seen how tenderly you look at her, and how fondly she returns that affection when she thinks you're not looking, and even sometimes when you are! There's no way your first experience will be anything but good."

Isaac was silent for a moment at that, but he had to admit that he did feel immensely comforted by this reassurance.

"Thanks, Dessi... Really. She means so much to me."

She lightly pat his back then, giving him a bit of a push forward into the hallway now.

"You're very welcome, Isaac. I'm always happy to listen to the problems of the house. Now that you've offloaded them to me though you should get out there and have some wonderful sex with the girl of your dreams!"

The volume with which Dessi spoke those last words caused Isaac to look around frantically as he stumbled into the hallway. He relaxed a little when he found no one to be within hearing distance, but he did look back to give her a slightly dirty look before scurrying off.

Her advice had certainly been helpful, but damn was she shameless.