She Wants To Try Anal Sex

Alex sat on the edge of the bed, stroking to keep himself hard, as Rory disappeared into the bathroom to take care of the necessities. It gave him a chance to slip a condom on, and to grab the lube...a water-based lube that wouldn't interfere with anything. They had talked about anal sex before...Alex had seen some of the books on her "special shelf" in her apartment, and sometimes they'd watched porn together to get in the mood...but they'd both hesitated. After all, he didn't want to hurt her.

She didn't want to hurt him either.

There was a flush. Several flushes. When the door opened, and Rory came out, the strap-on was already fastened about her hips. Not much bigger than Alex's own prick. His love blushed nervously, biting her own lip as she saw him there, waiting for her.

"Alright now," Alex said with his own shy grin. He spread his legs. "Come here. Spread your cheeks for me."

It was his dom voice, or as close to one as he could get. Projecting all the quiet confidence that he could muster. That's what sent a thrill down Rory's spine. What got her just a little bit wetter. Alex knew she wanted this—that they both did—but they also knew she wanted to be told to do it. Just a little bit of roleplay.

Rory rolled her hips as she sauntered forward. The tip of the strap-on bounced up and down with each step. She stopped in front of him, hands down by her sides...turned a smart about-face, her old ROTC drill training coming into play...and then her fingers closed on her butt cheeks and she spread them wide.

The little brown dimply in the middle of that pale expanse seemed to quiver. Alex was unable to stop smiling. She so loved to be at his mercy...

"Are you clean?" He asked.

"Inside and out," Rory said, a little breathlessly. "Just for you..."

"Let me check. Don't move a muscle."

Sure, sex was great. Sex with Rory was special. Yet what set Alex's heart to leaping was the little animal noise that Rory made when he bent forward and licked her ass. The huff of her breath as his tongue slithered in little circles around her brown eye. She was right, it was very clean. Like when he kissed her nipples, or her shoulder. The tip of his tongue pressed blindly against the center. Felt it flex. Felt it give as he pressed it deeper. The heat of her body seemed to rise with every second...but this was just the prelude.

Alex ended it by running his tongue up the crack of her ass. Tasted the sweat there, grimy and salty.

"Now," he said. "Sit on my cock."

His hands gripped her wrists. She bent her knees, and he guided her down. Shifted back on the bed a bit, not wanting to poke her pussy. No tonight was all about this other hole...the one she'd never dared touch with more than an enema. Rory actually trembled as the lubed-up cock touched her asshole for the first time...and Alex pushed it a little further.

"Tell me what you want," Alex said. "Or I won't put it in."

Her big butt wiggled. His cock flexed. Alex could see where the straps dug into her flesh, and knew the base of that silicone prick must be pressed right against her clit.

"I...I want you to fuck my ass," Rory said. Her voice dropped down to a whisper. "And then...I want to fuck yours..."

Alex grinned...and pulled. Rory gasped as the cock pressed against her ass. Then it was Alex's turn to gasp as that tight, hot hole enveloped him. They froze together. Her ass squeezed tight around the head of his prick. His sweaty hands on her wrists. It was up to him to give her the command.

"Move," he said. "When you're ready. A little deeper. All the way to the base."

"Yes..." she said.

Alex could hardly imagine how she felt right now. The sense of wrongness. The presence of something inside of her. The instinct to expel it. Excitement. Discomfort. Heat. Everything that was waiting for him when it was her turn.

He hoped he would last that long.

Rory descended his cock slowly, more and more of her ass engulfing his rigid prick. His hands stayed about her wrists, not forcing her but also not letting her pull herself off of him. Both of them breathing hard now, but the first blush of excitement had passed, and now they were engaged in a kind of test. Endurance, maybe. Focused on their goal. To see her take his whole cock. To prove to both of them that she could do it.

To hear her little sigh of triumph as her fingers touched Alex's crotch. He leaned forward and kissed the base of her neck. Pulled her hands away. Rocked back and forth a little.

"Does it hurt?" he asked.

"It's...different," she said. Their hands shifted, fingers entwined. "It doesn't...doesn't hurt. Just so...intense."

"Can you move?" Alex said.

"Is that an order?" Rory's voice was a little playful...and Alex grinned. He flexed his abs, so his cock moved inside of her. Tight as she gripped him, Alex knew he wouldn't last long at all...and he wanted to give her the other half of her present.

"Stand up, love," he ordered, putting his dom voice into it. "You still have work to do."

It was harder standing up. He could hear it in her breathing. See it in the way her as still clung to his condom-clad prick as it finally slipped free from her tight embrace. How she stood there leg trembling like a newborn foal.

A sharp smack on her ass brought a whimper from her lips. She turned, face burning from ear to ear...and in response, Alex turned around and bent over the edge of the bed.

"Don't just stand there," he said, as he squeezed his buttocks in what he hoped was an inviting manner. "Fuck my ass. That's an order."

"Yes...Sir," Rory said. Her hands, so soft, slid over his ass. Squeezed his buttocks. She had always told him that he had a nice ass, but like most men, Alex had never acknowledged the compliment.

Then he felt the drizzle of lube down the crack of his ass. Felt the rounded tip of the silicone shaft against his own virgin hole. This is what love was, after all...sharing new experiences, fulfilling each other's dreams...then she pressed forward.

His first instinct as to be stoic. Clamp down. Say nothing. But then...this was all for her.

So he opened his lips and let himself moan. Let himself tremble as she pressed forward. The head of the strap-on slipped, and she had to use her hands and fingers to guide it. He felt a tightness in his chest as she pressed her thumb just above his asshole...then pushed forward. This time, it guided in.

It hurt. The strap-on was a little bigger than he had thought. And it took everything he had not to cry out in pain, to squeeze back, as it pushed through that tight ring of muscle. Once it was in, she didn't stop. Now it was Alex's turn to tremble and give little moans of discomfort and...and the intensity that she had talked about. The fullness. The way it throbbed against his prostate. A lump rose in his throat as he realized what was about to happen.

"Rory!" He said. "I'm..."

Except she had already reached around. Torn the condom off his dick. Wrapped her hand around the head of his quivering cock.

It wasn't really an ejaculation. There was no **** to it, not much release. Just the warm ooze of the cum being **** out of his cock into the palm of her hand, as her strap-on pressed against his prostate.

Then his knees gave out. He collapsed forward onto the bed, his cock and her arm trapped beneath him. Her sweaty tits pressed against his back.

They laughed together. A light, tinkle of laughter, both of them lost in their own absurdity.

She kissed his neck as his cock softened. His balls ached, his ass burned, and Alex knew hers must too.

"I have to tell you," Rory whispered from on top of him. "I don't want anyone else to fuck your ass."

"I don't want anyone else to fuck yours," Alex said.

Her thumb rubbed the gooey jizz over his cockhead.

"Maybe we should just promise," she said. "To be together forever?"

"Till the end of the world," he said, and turned his head.

There as cleanup, as there always was. That would come later. Maybe they would fool around a bit later too; neither of them had really cum. Yet for right now, for the two of them, they had that moment when their lips met, to seal that promise.

That was enough for both of them.