Chapter 21 #2
The resort owner certainly did not have a small dick. But it was all in good fun to put the cocky man in his place. While Dayne wasn’t as cocky now as he had been months ago when they all first met, the man still had his moments.
Heath gave Dayne the tube of lube and a condom, keeping the other for himself.
The three of them needed to sit down soon and have a discussion about ditching the condoms. Cara was already on birth control pills and they had all been tested and cleared for STDs.
Plus, none of them have had sex outside of their threesome.
They could always don condoms if they invited anyone else to play with them for a night.
He made a mental note to have a discussion about this before the end of the weekend and they all parted ways.
After rolling on the condom and spreading the lube generously over his latex-covered cock in preparation, Dayne ordered Cara, “Get on the bed and on your hands and knees.”
As soon as Cara climbed on the bed and moved into position, Dayne tugged the thong portion of her teddy to the side, exposing her tightly puckered hole.
Heath slowly stroked himself as Dayne liberally spread the lube on the outside before working some inside.
Afterward, he plunged his fingers in and out of her, working it even deeper and making her groan in pleasure.
“Do you like that?” Dayne’s question sounded a bit tense. Since it had taken so long to get her to this point, he was probably as impatient as Heath.
“It feels so good.”
Dayne drove his fingers harder and deeper, giving her a preview of what was to come. Heath’s eyelids slid shut as he imagined his cock replacing Dayne’s digits.
“Remember how full you feel when we fuck you there? It’s going to be much more intense when we fill both holes,” Dayne warned.
“We might stretch you to the point where you worry, but give it a chance. Let your body adjust to us. Remember to push out when I push in and try not to tense. It’ll only make it more difficult for all of us. ”
Cara glanced over her shoulder at him. “You’ve done this before?”
“I have,” Dayne answered.
Her green eyes landed on Heath next. “You?”
Heath nodded. “I have. However, not many women are willing to attempt it. I love the fact you’ll try almost anything once. You at least give it a chance before saying no.”
That willingness was a huge turn-on for him.
She rose up on her knees. “How are we doing this?”
“I’m going to lie on my back, you’re going to climb onto my cock, and I’m going to stretch you out a little before Heath joins us. Is that okay with you?”
“Yes.”
Not that anyone asked… “I’m okay with that, too.”
Dayne shot him a grin. “I figured as much.”
“She should face away from you. I think it’ll make it easier on her. Especially for her first time.”
Dayne nodded. “Good idea.”
After Dayne climbed back onto the bed, he reclined and propped some pillows under his head.
Heath offered Cara his hand to help her into place. Still on her knees, she faced the foot of the bed and lined herself up over Dayne’s cock. He held it in place while she slowly lowered herself, taking his length little by little.
Heath began to stroke himself again while watching Dayne’s cock slowly disappear into her ass.
Now he regretted letting Dayne have that spot instead of him.
Next time.
If there was one.
They had to guarantee there would be.
She kept wiggling her hips to drive him deeper and once Dayne was fully seated, she stilled for a moment, closed her eyes, and simply breathed.
After Heath realized he also was attracted to men, anal sex became a regular thing for him, whether he was on the giving or receiving end.
However, watching Cara brought back some of the memories from all the way back to the beginning.
So, he understood her initial hesitation to them fucking her there.
Dayne grabbed her hips and gently urged her to move. “You’re in control, baby. Go as slow or as fast as you want. We need this to be comfortable for you before Heath joins us.”
With her bottom lip clamped between her teeth and a flush running up her neck and into her cheeks, she nodded.
“Try to relax as much as possible. If you need more lube, tell us. It’s close by for that reason.” Heath instructed, “Once you think you’re ready, say the word.”
Soon, hopefully. He’d rather be involved than only an observer. Especially when his cock was now so damn hard from anticipation that it ached.
Dayne reached around and played with her clit as she rode him slowly and tentatively.
Heath watched her face carefully, waiting for her expression to soften. He watched the fingers dug into Dayne’s thighs for her grip to loosen. He watched her clenched jaw for it to relax.
When the point came she seemed to be comfortable enough, he asked, “Are you ready?”
Cara met his eyes, then dropped her gaze to his cock, where his hand was nothing but a blur with how fast he was jerking it. She needed to give him the go ahead soon so he didn’t explode prior to joining them.
What a wasted opportunity that would be .
“I…” She closed her eyes again for a moment and when she opened them, she said, “I think I’m ready.”
That was his cue.
He climbed onto the bed, instructing Dayne to hold her legs up and open, to give him easy access to her pussy. Her plump folds were shiny already. A good sign.
Once he straddled Dayne’s legs, he held himself back for a moment.
Now that Dayne was holding her legs in position, Cara no longer had control of her movements. She was basically pinned against him.
Heath fought the urge to plunge into her immediately and instead decided to get her worked up even more first.
He slapped her pussy with short, sharp strikes he knew had to sting. She said nothing to stop him and instead cried out with each one.
Dayne blew out a loud breath. “Every time you do that, she squeezes me tight.”
“Is it too much?” Heath asked him.
“Not for me. Cara?” Dayne asked next.
“No, it’s so good. Please do it some more.”
Even though his cock was screaming for relief, he dug deep for the patience to continue. But this time, he tongued her pussy between the slaps. But the second he saw her getting so aroused she was dripping onto Dayne’s balls, he…was…done.
He did not want to come before even getting to the goal line.
Rising up on his knees, he shuffled forward. Then using his cock, he slapped her pussy hard twice before lining himself up and drawing the swollen crown through her folds, spreading her arousal .
Both Dayne and Cara remained still as Heath began to work himself inside. It was not easy. “She’s so damn tight.”
The farther he went and the deeper he filled her, the more he could feel Dayne’s cock. Only a thin wall separated them.
“Are you okay?” he asked between gritted teeth.
“Yes. Oh my God,” she moaned.
“I can feel your cock against mine,” Heath told Dayne. He was losing his fucking mind. He had obsessed about this moment since that first week and it was finally here.
They were both inside Cara. Both inside the woman they shared.
At the same time.