James wasn’t sure if he was going to explode with pleasure or embarrassment. He knew his dick was small. At fully erect, he barely reached five inches. But Alec made him feel like that was not just okay or acceptable, but something good. He looked at James’s dick as though he wanted to devour it. Something told him oral sex with Alec would be nothing like the dismal experience he had a decade previous.
“Can I suck you?” he said through his pants as he rubbed over the thick shaft in his hand.
Alec smiled, approval in his deep hazel eyes. “After we get tested, James. For now, you’ll just have to settle for touching me.”
James did not consider it settling. Alec’s cock was large, maybe six and a half inches, thick and veiny. The large mushroom head was covered in a prestigious amount of precum and James really wanted to lick it.
“All right,” Alec said, his voice going to a deeper register that made butterflies dance in James’s stomach. “Let’s get this show on the road.” He tossed a small pillow on the floor. “Rest your knees on that and your upper body on the sofa while I prepare that sweet ass.”
He wasn’t so sure an ass could be called sweet, but James was too excited to belabor the point. The pillow was wide enough that he could kneel somewhat comfortably with his knees spread a little wide. His dick pressed lightly against the edge of the sofa as he leaned on the cushions.
Alec’s strong fingers spread his ass cheeks apart. The pop of a bottle filled the air and James forced himself to breathe deeply. This was it. It was finally going to happen. A wet finger coated in lube pressed against his hole and slid inside. Alec pressed up against him and whispered into his ear. “When was the last time you used the plug?”
Remembering the night before where he’d taken Stan’s advice, James found himself grinning. “Last night. I thought it might make things easier.”
“So wonderfully eager,” Alex said with a warm chuckle. “I like that. It will make preparation simpler and I can be inside you faster.”
James’s breath caught and it took a couple seconds before he could breathe again. “Yes,” he moaned and pressed his hips up. The action shoved Alec’s finger in further and he arched into it.
“Gorgeous,” Alec murmured. “Such a wonderful, needy little bottom.” He pressed a second finger in and James groaned at the fullness. It felt about the width of his plug. Alec fucked him slowly with those two fingers and when they passed over James’s prostate, a frisson of energy shot up his spine. He let out a cry of excitement. “There it is,” Alec said in a pleased tone and rubbed over it again. “And quite sizable too. I can hit this very easily.”
Yes. Yes. Yes. James seemed robbed of his voice as Alec added a third finger. The burn made his breath catch again and he forced himself to breathe through the discomfort.
“Good boy,” Alec said in a pleased tone. “It won’t be long. It must feel like you’ve been waiting a lifetime to finally have a dick in your ass.”
With a cough of a groan, James nodded. “I wasn’t sure it would ever happen.” There was a part of him that was sure he’d be a virgin all his life.
Alec pulled his fingers out and there was a tear of plastic. James looked over his shoulder and tensed. A condom wrapper. He watched as Alec rolled the rubber up his dick. It was going to happen. Oh shit. Oh shit. Oh shit. A rush of panic hit him.
“Wait,” he wailed as Alec lined his cock up.
Alec looked up into his eyes and there was nothing but kindness in those hazel depths. “I’ll wait,” he said quietly. “This is your call, James. If you’re not ready, we’ll stop now. There are plenty of nights ahead. You don’t need to rush if you’re not ready.”
The pure understanding without any recrimination was James’s undoing. Nobody had ever been so nice to him before. If he was going to have his cherry popped, he’d rather have it done by someone like Alec. He was the kind of man James had dreamed of his entire life but had begun to wonder if he truly existed.
He took a deep breath and closed his eyes for a moment. When he opened them, Alec hadn’t moved. “Sorry,” he said with a grimace. “Momentary panic.”
With a kind smile, Alec nodded. “This is pretty life changing stuff. Let me know if you want to stop or continue.”
“Continue,” he whispered. “I’m scared as all hell. But I want this. Please, Alec. Please fuck me.”
Alec leaned over him and kissed him softly. “You’re very brave,” he murmured. “You know this is about to get very uncomfortable at first. I promise that won’t last long.” He pulled back and placed a comforting hand on James’s hips as he pressed the tip of his cock against James’s hole.
It was so much bigger than anything James had ever tried before that he had to force himself not to pull away. The lube helped, as had the fact he wore the plug the whole night, but nothing could stop the discomfort of such a large appendage entering his body. The burn made him grimace and he squinched his eyelids shut as he tried not to clamp down.
A warm hand rubbed his back. “Push down, James. It will help.”
He’d read that in anal sex guides and he trusted Alec, so he obeyed. The burn didn’t stop, but Alec slid in easier. When his balls tapped lightly against James’s, he stopped moving. “Take a couple deep breaths,” Alec encouraged. “You’re doing well. I’m in, so from here on out, it’s just going to get better.”
James hoped so as it felt like he had a baseball bat up his ass. He took a couple deep, calming breaths and gasped as Alec pulled out slowly. The burn stopped and the slide felt really, really good. “Oh yes,” he groaned.
“Yes,” Alec agreed and pushed back in. The burn slightly returned, but a lot less than it was. Slowly but surely, Alec increased his speed. By the fourth thrust, the burn was completely gone and every slide as Alec’s cock pressed in and out felt exceptionally good.
“More,” he moaned as the thrusts increased in tempo. Everything felt so good. The slide of Alec’s cock, the smack as his hips came in contact with James’s ass, and the warm body behind him.
“Good boy,” Alec murmured. He grasped James’s hips with his hands and pulled them back slightly so his cock no longer touched the sofa. “Welcome to life as an out and proud gay man, James.” He barely had time to take in that phrase before Alec pulled out and slammed back in.
There were no words for the sheer amount of force Alec used as he rammed into James’s ass, his cock filling up James’s channel perfectly. When he bent over James’s back and his shaft rubbed over James’s prostate with every lunge, he lost it. He came with a cry, feeling like he was flailing even though his chest and arms were on the sofa and his knees were firmly on the floor.
Alec wrapped his arms around James’s chest and lifted him up so he was against Alec’s chest and continued to fuck him, driving in hard and fast. It kept his orgasm going and when Alec grunted and stilled, James was fascinated at being able to feel the thrumming of his cock through the latex.
Once he’d pulled out, James leaned against the sofa cushions again, replete and sore and feeling absolutely wonderful.
“Come on,” Alec said with a chuckle. He lifted James back onto the sofa and cleaned him off. Then he leaned over and gave him a warm, slow kiss. James hummed in enjoyment. “How do you feel about marionberry shortcake?”
His mind slightly mushy from the most amazing sexual experience of his life, it took a few seconds for the words to sink in. “Marionberry shortcake? Yum.”
“My feeling exactly. Don’t get completely dressed unless you want to. But I suggest you put on your jeans. That’s what I’m going to do. Then I’m going to let Zippo out and we can enjoy Slate’s dessert.”
James felt slightly boneless, but he somehow got his jeans on and when Zippo came running into the living room, he picked him up onto the sofa. His dog wagged his tail and kept looking toward the kitchen, sniffing. “Yes, dessert is coming,” he said with a yawn. Zippo barked and wagged his tail more. He loved dessert.