Page 241 of The Holy Grail

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“I’m ready,” he said.

After a long look to gauge his sincerity, Evan got off the bed and grabbed the lube, a latex glove, and a condom. He then got back on the bed and set everything next to Malcom.

“It’s been a while,” Evan said, “but I don’t want you to hold back once you’re in.”

“What about … plugs?” Mal asked, noticing there was no mention of them, and Evan hadn’t grabbed any.

“I don’t want to use them.”

“But you said it’s been a while—”

“I know, but I kind of like it a little rough.”

“You do?”

Evan nodded, his face flushed. “I like the burn.”

After a brief pause, Malcom, still slightly apprehensive, nodded. “Okay. No plugs.” Then, with a hint of a smirk, he asked, “I’m guessing we don’t need to go over all the ‘rules’ before I pound your ass?”

Jules chuckled.

Evan smiled. “No, because I know what to do. But I’ll be guiding you a little bit this first time, to make it easier for you, okay?”

“Okay.”

Evan got on his hands and knees, and Malcom took his position behind Evan. After rolling on the condom (and noting how strange it felt after not having worn one for so long), Malcom was then instructed to put the glove on and prep Evan with lube.

After applying a liberal amount to his finger as well as Evan’s asshole (to the point where it seemed like overkill) Malcom asked, “Is this enough?”

Evan nodded. “Yes.”

At first, it was a little strange to be inserting a lubed finger into someone’s ass, but when Malcom felt how snug it was, he began to imagine his cock in there, and got a bit more adventurous.

The moment he found Evan’s prostate, and heard him release a low groan, Malcom couldn’t help but smile.

“Sweet spot?” Jules asked as she ran her fingers through Evan’s hair.

“Sweet spot,” Evan confirmed.

It wasn’t long before he told Malcom to stop. “That’s enough prostate work. Too much more and you’ll make me come before you get your cock in there. So … let’s get your cock in there,” Evan said.

Malcom removed his finger, pulled off the glove, and then lined the head of his cock up to Evan’s asshole, the weight of the moment making his breaths short and shallow in anticipation. He was about to fuck a man for the first time in his life, and while he felt as nervous as he had before losing his virginity with Leah, he also felt love, and a sense of utter rightness.

“When I tell you to push in, you push in,” Evan said, his head tilting down. “Just a little bit though, like an inch, maybe two, then sort of hold it there.”

“Okay.”

A moment later, when he was given the green light, Malcom did as instructed, stopping just a few inches in.

After a moment of stillness, Evan lowered his upper body to the mattress. He then rested his forehead on one bent forearm, his hand grabbing a fistful of blanket, while the other hand went to his cock. “Now start pushing all the way in, slow and steady, while I push back.”

Again, Malcom did as instructed, this time making both men groan—Evan because of the burn, and Malcom because the difference between an ass and a pussy was markedly different. For one, it was like being inside a tight sponge, rather than a tight, smooth tunnel. It was also harder to get into, and it was a whole new experience to have to work his way in.

He actually really dug it.

Once he’d bottomed out, his groin flush against Evan’s ass, Evan murmured, “I meant what I said.Don’t hold back.”

Malcom savored the feel of being inside Evan’s body for a few more seconds, before taking Evan at his word and establishing a punishing rhythm, thrusting in and out as Evan pushed back to meet each thrust.