Desperate Measures

by Kiernan

Chapter the Twenty-Third: How We Could Be

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Guin clamped her beak shut, trying to hold in her moans, and failing adorably. She was lying on her back atop Jack's chest, and he had his left hoof wrapped around her chest. His right hoof was down between her legs, whipping back and forth in shallow, thrumming movements. He didn't want to dig in too deep, as she was still kind of sore, but he wanted to show her a good time.

That's not to say that he wasn't enjoying himself. After she'd applied a condom and a coating of lube, his staff had not lost any rigidity, holding its position between Guin's knees. Every so often, it would twitch. It wasn't that he didn't want to do this. Ever since they'd signed the marriage certificate, the fact that this was allowed had been wearing on the back of his mind. He hadn't acted on it because he had considered himself too big; that if he were to plunge himself into her depths, that he'd end up hurting her.

But now wasn't the time for "I told you so." He'd tried to keep it from her, thinking it was the safest option, but he'd failed. If she was going to do this whether he wanted her to or not, he'd rather she do so as safely as possible.

"How does that feel?" he asked, already knowing the answer. "Do you enjoy that?"

She nodded vehemently, not daring to open her mouth for fear of screaming again, alerting the whole neighborhood.

"Good. I want you to like this." He started rubbing just a little bit harder. "This isn't a bad thing, and I don't want you to grow up thinking it is. Sex can be wonderful, and that's what I want you to understand. You didn't do anything inherently wrong."

As she let out a squeak, her toes curled, and for the first time in her life, she was brought to orgasm, though she wouldn't learn the word for a few days, yet. She let out a clear squirt of liquid, which was encouraging to Jack, as it meant she wasn't bleeding anymore. He still wasn't going to insert anything into her today, but he was glad to know she'd healed.

She'd not slept well through the night, and having her body rocked by her very first orgasm took a lot out of her. Within minutes, she had passed out.

She woke up a few hours later to find that she was still in Jack's bed, but now covered in the faux skin blanket. It was very warm and snuggly now that she was alone. She had overheated the first time she'd used it, but that was likely because it was absorbing some of Jack's heat, as well as her own. Now that it was just her own body regulating the temperature, it felt wonderful.

Still, she pushed it off and climbed out of bed. Her ice pack and damp towel had already been removed, and she was having little trouble walking anymore, whether it had been pain or pleasure that still kept her legs stiff.

Jack was out in the living room, flipping through the "RUSTLER" magazine. As she walked out, he waved her over, and she hopped up to snuggle under his elbow.

"So, is this what you've been reading?" he asked.

"I hadn't even opened that one, yet," she admitted. "There was a lot to go over, and I haven't had them long."

"Which one were you focusing on the most?"

She pointed to the book. "I thought that one was likely to contain the best information."

"Very likely," nodded Jack. "It's more of a technical manual, while the magazines are more of a fantasy fodder. You might find some fun ideas in here, but the most basic stuff is going to be in the book, so that's where we should start."

Guin looked up at him. "Now?"

"If you want, but I think you should wait until after lunch..."


After some tomato soup and a grilled cheese sandwich, as well as a good shower to make sure they were both clean, they returned to Jack's bedroom. They had spent about forty-five minutes discussing what Guin wanted their sexual relations to be, with Jack mostly insisting on temperance. He didn't want to stifle her thoughts, but she wanted to experience so much. She wanted to try almost everything in the magazine, and what was feasible, he told her they would work their way up to that. He wanted her to try a lot of it, and was willing to go on this journey with her, but everything at once would overwhelm her, for sure.

Instead, He focused on some of the simpler things. He had her demonstrate how to put on a condom, which she did on her own, as well as applying lube.

He had her demonstrate the mating press, a simple alteration on the missionary position. Rather than lying flat, she grabbed her paws with her talons and rolled back onto her shoulders. As she held herself like this, he climbed up on top of her and began to grind the bottom of his dick against her. The book said he was supposed to penetrate and drill down as far as possible to maximise the chance of conception, but that wasn't their goal. He wasn't even going to go inside of her. Not yet.

As he slid along her, Guin could feel how big he was, and it gave her pause. She had taken almost all of it, or so she thought. It could reach her shoulder, almost, and it had been inside of her. It didn't look that big, but having it pressed against her, she knew she had a lot to learn before she could take it reasonably.

They carried on like that for a bit, then they flipped over and she rode him for a bit, again without any penetration. The closest they came to that was just the tip, as she had tried to do last night, but this time with his hooves keeping her from falling too low. She took on some of that responsibility, herself, using his knees as handles, but neither of them was keen on letting her slip again.

They ended the session with a bit of oral. As Jack was the one calling the shots, he ensured that she had a comfortable seat on his face before having her grab his mast. She was going to learn some amount of technique, and he would keep her right on the edge until she was able to finish him off. When he finally came, he directed her attention to the reservoir tip, mentioning that this was the purpose of the condom, before diving into her loins and giving her a second orgasm, much more powerful than the first.

As she slumped down, panting, she had to admit, this was way better than school...

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