Chapter 30

Alan feels a wave of excitement as he approaches the door with Cathleen. He hasn’t felt this excited in a long time. Sure, fucking both Judy and Victoria was exciting. So was introducing Marian to anal. Not to mention Sandy practically giving him a blowjob! But right here and now, the man feels like a teenager all over again.

Seeing his giddiness Cathleen asks, “Would you like to ring the doorbell?”

He shrugs. “I guess, but she’s your friend.”

“She knows all about you, the woman counters.

“That’s good to know.” He reaches out and presses the button.

Alan chose to wear a simple pair of pants and shirt. Cathleen isn’t dressed much differently, but instead of pants she is wearing a skirt. Underneath is her friend’s favorite red lace thong. His heart starts pounding when they hear the door unbolting and the knob turning.

The woman that answers is just as surprised as he is. “Well, if it isn’t Alan Denning!” Jessie says.

“Jessie?” he asks, totally shocked.

“You two know each other?” Cathleen asks, slightly confused but happy nonetheless.

“Yeah, we met a little while ago and fucked,” her friend answers.

“Fucked all weekend if I recall,” he adds.

“That we did,” she agrees. “I wish you’d have told me his name,” she says, turning her attention to Cathleen.

“I didn’t think it would have mattered,” the woman says. “I guess it’s a small world.”

“Yeah, no kidding,” Alan mutters.

“Well, come on in,” Jessie says. She is simply in a robe, and most likely without anything underneath.

They walk in with Alan sandwiched between the two women. “Had I come to your place I would have recognized it,” he says casually.

“Correct me if I’m wrong, but you didn’t want to leave the bedroom unless it was to eat, shit or piss,” Jessie says without turning around.

“No, you’re correct.”

“Cathleen tells me you’re interested in seeing how a little doggie play goes,” she says, finally stopping to turn around.

Alan looks around at the place and moves over to sit on the couch. “Something like that,” he answers. “Sandy, my dog has licked me a bit.”

“Has she made you cum yet?” the woman asks, cutting right to the chase.

“She has,” he says.

“She has even licked his cum out of his girlfriend,” Cathleen adds.

“Girlfriend, huh?” Jessie asks, raising her eyebrow.

He sees a twinkle in her eye. “Kind of.”

“I like kind of,” she says. “Well, I hope you don’t mind, but Toby is outside doing his thing. I figure we can have a little human fun before the main event.”

A wicked grin comes over Alan’s face. “That’s just fine with me,” he says.

“Good,” Jessie says, turning and walking toward the bedroom.

Cathleen giggles and takes his hands in hers, dragging him along. Once in the bedroom Jessie takes a seat in a corner chair. “I’ll watch a little first,” she says. “It’s not often I get to see Cathleen getting fucked.”

Alan shrugs. He has no problem with that. But it is Cathleen that drags him to the bed. She takes his face in her hands and kisses him. Off to the side, Jessie reaches into her robe and begins toying with her nipple, watching them. Alan’s hands drop to Cathleen’s waist. Her arms slip around his neck. They kiss like lovers, their tongue darting into each other’s mouths. And while they are lovers, it is as if they have been for years and having someone watching is completely normal.

Dropping his hands to her ass, the man lifts Cathleen’s skirt and holds it there for a moment. Jessie feels her pussy starting to drip at the sight of her friend’s tight ass in the red lace thong. Then Alan cups her ass cheeks in his hands and gives them a squeeze. Cathleen instantly moans. Alan nuzzles his face into her neck, kissing her lightly there. Jessie watches his lips slide across her smooth flesh and begins to squeeze her nipple harder.

Those hands of his leave her ass to pull her shirt off over her head. Those hands go right to her breasts the moment the shirt hits the floor. Cathleen gasps as he starts fondling them through the bra. She lets her head fall back and as the man starts kissing the top of her chest, her hips start to rock back and forth. The few times the pair has done this type of thing, it has always been Cathleen getting fucked and Jessie watching. One day Jessie hopes that when she watches it will be Cathleen getting fucked by Toby and not some random man.

Cathleen’s hand dips down to Alan’s crotch, where it begins rubbing it through his pants. She turns her head toward her friend and winks. Then she pulls back from the man and playfully shoves him into a sitting position on the bed. A rush of heat goes right through Jessie’s snatch. Cathleen pushes her skirt down, letting it drop to the floor as well. She pauses to kick off each of her shoes. Then standing before Alan in just the lacy red thong and bra, she asks, “Do you think you can handle the tow of us?”

“I think I got a pretty good handle on things,” he replies as Jessie’s hand dips between her legs, rubbing her pussy through the robe.

Cathleen grabs his cock through his pants. “No, I think I’ve got the handle on it.” She giggles and Alan pulls his shirt over his head, tossing it unceremoniously to the floor with the rest of the clothes.

Alan reaches around and starts playing with her ass. “It depends on what the handle is,” he counters with a chuckle.

“Is that right?” She leans forward and runs her tongue around his nipple. “But all you have right now is me.”

“I’ve had plenty of practice,” he says as the woman makes a show of slowly sinking to her knees while unzipping his pants. His voice is breathless with excitement.

“So have I,” she says softly as she pulls off his pants. The boxers go with them and his cock springs free.

“I don’t know how anyone can get tired of that,” Jessie pipes in. “It is such a nice dick.”

Cathleen casts her friend a smile. “You can say that again.” She runs her tongue across her lips. She purrs, grabbing his cock.

Alan gasps and he can feel himself trembling in excitement as he watches her hand work its way up and down his length. The woman pumps it slowly. When she reaches the top, she squeezes. Alan moans and Cathleen smiles up at him. She leans forward and wraps her lips around the tip. Without hesitation her head bobs her head rapidly. Alan watches as she works her way halfway down before sliding back up. She is moving quickly and following her lips with her hand.

She removes him from her mouth and as she looks up at him, she tongues the tip. “So, do you think I’ve got a handle on it?” she asks before quickly licking the length of his shaft up and down.

“I think you’ve got a damn good grasp,” he answers softly. Then he gasps as she takes him back into her mouth. “A damn good grasp of it.” He puts his hand on her head.

Jessie licks her lips watching him guide her head up and down his rigid rod. She gives it another moment before slipping from the chair. Cathleen catches the movement and pulls free from Alan’s erection. As the woman stands, Jessie moves in close, dipping her head to gently kiss her neck. Cathleen shudders, and Jessie kisses her again, just under her ear. She continues to place small kisses down the length of her neck and opening her eyes she see Alan staring intently at them, his cock still at attention. She leans back and takes Cathleen’s chin, brings it to her face and kisses her. Cathleen makes a whimpering sound as she kisses back. Jessie slides her hand to the back of the woman’s head and gently holds it as she presses her lips harder to her. Cathleen kisses back more firmly as well, parting the other’s lips to slip her tongue in. Jessie’s soft, wet tongue pressed against hers. Cathleen brings a hand up, under the robe to Jessie’s breast as she starts to swirl her mouth muscle around.

“Shit, this is hot,” Alan whispers.

Cathleen pulls her mouth away and looks at the man. “I told you this was going to end on a good note.”

Jessie laughs. “This is only the beginning, Alan Denning. By the time we’re done, this will have been the best adventure of your life.” She then pulls the tie of the robe and lets the material slide from her shoulders.

Alan hadn’t forgotten how great the woman looks naked. Very rarely though does he ever go back for seconds. Cathleen has seen her many times though. She reaches out and runs her fingers across them. Jessie gasps as they pass over her nipple before the other woman take both in her fingers to squeeze them.

“Fuck, that feels so good,” Jessie moans.

Cathleen looks over to Alan and says, “This is why she likes to watch. It makes everything that much more sensitive.”

“Yes,” the woman groans as her friend’s fingers pleasure her aching nipples. “Everything is more sensitive.”

As Cathleen continues to play with them, Jessie reaches around her to unhook her bra. Alan licks his lips as the straps slowly slide down her shoulders. The woman stops her fondling to remove her arms. “I wore your favorites,” she says.

“I noticed,” Jessie replies. “You only do that for special occasions.”

“Well, tonight is going to be one,” Cathleen counters.

“And why’s that?”

“You’re just going to have to wait and see,” she says with a smirk.

“Then I cannot wait,” Jessie says, cupping Cathleen’s bare breasts, holding them and then rubbing her thumbs across her nipples.

The woman gasps and begins playing with Jessie’s again. She moans as Cathleen is squeezing harder this time and unable to wait any longer, Jessie leans forward and sucks a nipple into her mouth. Cathleen cries out as the other’s mouth muscle swirls across the hard flesh. Jessie pulls her head up and away and then slides in closer until their breasts mash together. Both women begin to moan softly as their breasts worked against one another.

Jessie looks over to see Alan leaning forward. His cock is still erect and throbbing. She can tell that he is fighting the urge to not touch them. Even in all his years and all his experience with women in a variety of situations, he is finding it hard not to just jump right in. So she grabs Cathleen’s hand, pulls her over to the man and puts it on him. She eagerly sucks on Jessie’s nipple as she starts to stroke him. Jessie puts her hand over her friend’s and Alan groans as they both pump him shaft.

Eventually they women take him over to the bed and push him down on it. Alan crawls upward toward the center, spreading his legs. Jessie crawls onto the bed between his legs. Cathleen is right alongside her laughing as she immediately puts her mouth on his stiffness. “Haven’t you had enough of him?” Jessie growls. She pulls on his member and Cathleen releases it from her mouth.

“I can’t help that I like a big dick,” the woman replies.

“So do I. Too bad he didn’t give me a call back,” she comments, looking up at the man to give him a wink before slowly taking him into her mouth. She takes him all the way down too. Alan gasps and she holds him there, shaking her head just as Sandy had done. He moans again. She pushes her mouth muscle out to lick his balls and then begins to suck him hard and fast. Eventually she pops it out of her mouth and pushes it toward Cathleen. “Your turn,” she giggles.

Cathleen gives her a smile and quickly takes him in her mouth. She starts bobbing her head quickly as Jessie jerks him off. When she releases hit, Jessie leans in close to lick just the tip. Taking the cue, Cathleen does the same on the other side of his prick. Alan’s hips twitch as he moans, “Son of a bitch...”

Jessie runs her tongue down the side of his length. Cathleen follows suit. And when they lick back up, their mouths meet at the end and they kiss deeply. Alan holds both their heads and he thinks that it cannot get any better than this. He has been in many threesomes, foursomes and more, but never has one been this exciting and this different. He tightens his hand in their hair. They both place their lips around one side of his raging member and Alan starts sliding it between their mouths. Cathleen giggles and sends a surge through Jessie’s pussy. Both the women are getting wetter. Alan is thrusting faster and faster. She starts rubbing his balls. He pulls his cock all the way back and she grabs him to guide him into Cathleen’s mouth when he thrusts forward again. The woman moans and her eyes roll back as he starts pumping into her mouth. Using her free hand, Jessie begins playing with one of her friend’s nipples. Cathleen starts moaning around Alan’s man meat.