Family Affairs Pt. 02

"So, after all that alcohol, Jin met this hunk and talked the other girls to take him home," Tracy chuckled. "Though, it turns out he is a stripper at some club in the city. That was definitely enjoyable to see. Except, then all the other girls started stripping as well, and I could see where that was headed." She finished with a laugh.

Drake, her companion, was almost 30 years old. He had light brown hair, a close trimmed goatie. His arms and hands were strong from years of lugging around music equipment and building houses, but not defined like a gym rat. He had picked up Tracy, a beautiful redhead in her middle twenties, after having just fucked her roommate, Brad, which she had no idea about.

He had driven, following her directions to her local hangout, Chuck's Corner, and they'd been there for almost an hour. Drake's glass was empty of all but the last dredges of his beer, and hers was empty as well.

"Mind if we pause while I get us another round?" he asked? "Would you like the same?"

"Sure. And, yes. Thanks."

Drake stood and walked to the bar. The bar tender was busy with another patron. He wasn't sure if they were just chatting it up or if there was an order, or even asking for the bill. But the conversation seemed to take much longer than Drake expected. His hand went to his pocket to check his phone, only to realize he'd left it at the table with Tracy. He turned around in time to see his screen had lit up. And she was staring at whatever notification just came in.

"Shit," he thought to himself. "Please don't be a message from that horny businessman. But, whatever. It'll be fine." He looked back at the redhead, wondering what exactly he wanted from her. He'd already gotten his rocks off this evening, but something was telling him a night with this beautiful woman would be well worth it.

Finally, the bartender finished his chat and moved down the bar toward Drake.

"What'll it be?"

"One more. Same, for both of us. Put 'em on my tab. Camby."

"I'll bring them right over."

Drake turned back to the table. He noticed his phone screen was lit again. No, Tracy hadn't been playing with it. It was probably, hopefully just another text from work. "Please be that and not a message from Stu? Good luck, Camby." Stu was a businessman from out of town. He was married, had kids, and an appetite for cock that no one in his family knew about. And, always seemed to reach out just when Drake was about to hook up with a beautiful woman.

Back at the table, he and Tracy continued to chat, getting to know each other better. Drake tried to listen and pay attention as best he could, but every time he could pull his gaze away from her green eyes, he found himself fantasizing what it would be like to motorboat her shapely bosoms.

"So," he interjected, looking away to keep concentration. "A nurse by day, a party goer by night. What other hobbies do you have?"

"Apparently snooping where I shouldn't," she admitted, embarrassed. "I saw your phone light up and..." She paused, unsure how to continue. "It appears we share similar interests."

"And you saw... What did you see?" Drake lit the screen up. There was a very incriminating and even more explicit message from Stu, just as he feared. He was in town on business and looking to reconnect. "Ah."

"So, you're into guys?" Tracy asked. Her face flushed red but her demeanor portrayed more curiosity than judgment. "I mean, that's cool."

"I'm into chicks too," Drake responded defensively. He could feel his face flush with embarrassment. He decided to just go with it, she either cared or didn't. "I just enjoy sex, really."

"That's hot," Tracy breathed. It seemed she didn't even realize she'd said it out loud. "I mean, I had a few rolls in the hay with a woman in my college years. But I think two guys... Mmm HMMM!"

"What?" Drake was taken aback.

"I mean, it's..." she paused, a lustful look in her eyes. "I think guy on guy porn is hot. I was just imagining..." Her eyes widened and she clamped her mouth shut. Her cheeks flushed an even deeper crimson.

"You mean, you'd still come to dinner tomorrow night if I asked?"

"As in on a date?" She took a long swig of her beer. "Are you?"

"I want to. I mean, if you accept, I'd let Stu keep looking."

"Oh, don't do that. Go fuck him. Agreeing to go on a date tomorrow shouldn't stop you from helping a man in distress." She giggled. "But really. Dinner tomorrow? Depends."

"Depends on what? And I don't know if I really am going to go fuck him. I'm kinda beat. I mean, he is a good lay." He was half joking. Only half. "I may just drop you off and..." he trailed off.

"And go pound his ass full of your sexy cum?" They laughed together. "So, do you see just the one guy? Or are there others? Or what exactly?" Again, curiosity. Almost too curious. "Really, no judgment coming from me. You know, just forget it. I'm gonna get myself into trouble."

"There are others," Drake sipped his beer. "If it's not TMI?" Her closed her eyes and her mouth formed the words "yes please" as if her voice wouldn't work. "Well, to be honest, I had just given a man a thorough assfucking before I got your messages this evening."

"God, I think I could fall for a guy like you," Tracy sighed. "You know, to be honest," she nodded to Drake and tipped her glass, "I caught an ex once."

"Like, you caught him fucking another guy?"

"Well, no. Not fucking. Making out outside the Flaming Flamingo. He was completely drunk. One of them may have had his hand down the other's pants... Anyway, we had ended on good terms, so I called the next day and brought it up." She paused and took a deep breath. "He was so embarrassed when I mentioned seeing him outside a gay club making out with a guy. He tried to explain, like he thought I might feel bad or something. But I told him they looked cute together. For some reason, I felt incredibly turned on thinking of the two of them naked, fondling each other..." She trailed off in reminiscence. "Again, too much. Sorry. It just gets me all tingly in all the right places!"

"Wow."

"Yeah. Wow. A couple weeks later he called saying he was definitely gay. I was so happy for him. But I loved his confession: that the night after our phone call was his first time bottoming. Said my acceptance gave him the courage to try it. He was so grateful. As in, eternally grateful. As in 'I'm so totally a bottom bitch!' So I asked him all about it. He said, 'A lady never kisses and tells.' Then he of course proceeded to tell me every possible detail I could imagine. He kept asking if I was okay with all the 'faggy' things, he'd done. His word, faggy, not mine. I just kept saying it was turning me on. What I didn't tell him was that I was diddling my clit the whole time I was listening to him. Such an amazing orgasm. I had to press mute."

Drake got up and rounded the table to sit next to her. He kissed her full on the lips. Tracy melted into the kiss. She moaned, then pushed him lightly away.

"I can't. Not tonight. I live with..." She paused.

"A roommate? Many people do." But I don't, at the moment. We could go back to my place?"

"And you already fucked a guy tonight." Her eyes lusted after him. He could tell by the smile she was unsuccessfully to hide.

"I can definitely go again."

Drake was of two minds. He hoped she'd accept the invitation, but also wanted her to decline. A night with her or a night with Stu. Neither would be bad.

She sighed. "I'd love to, I think. But! But, I don't think I will. What about that guy whose ass you were going to fuck?"

"Women have asses, too." He couldn't help but laugh at his own forwardness.

She giggled and nearly spit the beer she'd been drinking all over Drake.

"Yes," she nodded. "Yes, we women also have asses. Which begs the question of how you decided to fuck men. Unless..." She looked at him as though trying to figure him out. "Well, never mind. We can get into that later. Or not."

"Stu can find someone else."

"You really have to tell me how you got started with guys sometime." She adjusted her bra. "But for tonight, I'm gonna decline your offer. I will, however, be masturbating to gay porn, imagining you and one of the hot pornstars fucking each other, sucking each others' cock..."

"Then that settles it. I'll pick you up at 6, your place"

They finished. Drake paid their tab and they left hand in hand. As they walked to his car, Tracy grabbed his ass and pinched, hard. They kissed hard.

"You sure I can't change your mind," Drake asked.

"I'm sure. My ass isn't ready for any fun tonight."

The ride back to her place ("to Brad's place," Drake thought, smiling) was filled with sparks and tension. She asked about the man he was going to visit.

"He's married man that travels here on business once or twice a month. I don't always see him when he's in town. But, I'm pretty sure when I don't, he still finds someone else to fill his ass." Drake's emotions pulled him in so many directions, he wasn't sure he would be able to leave when she walked through her door.

"You mean, he's married? Like to a woman?"

"Yeah. It's hot seeing his wedding ring as he swallows my dick. And his wife is quite a looker."

They kissed on the sidewalk. Then, Tracy walked up the steps and the few feet to the front door feeling his eyes on her ass the entire way. When she got to the top stair, she turned her head, unzipped her jeans and pulled them and her panties down to her knees.

"Just a quick view of what's on the menu tomorrow," she giggled as she bent over to give a better view. She yanked her pants up and inserted her key in the door.

"Tomorrow, Tracy," Drake raised his hand in farewell.

"Tomorrow, Drake."

Drake watched her disappear as the door closed, watched the light turn off, and checked his phone as he walked back to the car.

Stu, his "man friend" as Tracy had referred to him, had said any time after 2:00 a. m. he'd be ready. Drake checked the time: 1:56. Perfect. He'd arrive by quarter after and be headed home by 3:30.

Sure enough, at 2:10 he was entering Stu's hotel room. And not five minutes later, Stu was greedily accepting every inch of Drake's cock up his back door.

Stu was in his mid-forties, salt and pepper hair on his head, chest and back. His shaven face showed only a few wrinkles. And his brown eyes always seemed to be smiling. Married for over twenty years he'd succumbed to his curiosity at a conference in Atlanta almost ten years ago.

He started slow, but Drake was intense. He had Stu on his back, knees raised to his chest, his hard cock and furry balls in full view. As the intensity escalated, Stu responded with enthusiasm. Drake listened to the man "ooh" and "aah" and "ungh." Grunting, moaning. He withdrew, staring wantonly at the older man's gaping hole.

"On your knees," he ordered, quietly but commandingly.

Drake fucked him hard from behind. He wondered at the image of Tracy's pale ass in the moonlight, wondered what fucking her would be like. Such a difference, her pale, smooth round buttocks compared with Stu's hairy, tight buns. He pulled Stu's hips back hard as he plunged forward with his own. Stu's asshole was insatiable, and he pushed back onto Drake nearly as hard as Drake thrust into him.

"God I love your dick! Don't hold back." Stu panted with the exertion. After a full ten minutes of deep and hard ramming, Stu's body tensed his sphincter clamping like a vise. Waves of his orgasm rippled around Drake's cock, coaxing the other man's release deep inside. Stu could still feel Drake's throbbing climax and pulled off. The last of Drake's ejaculations coated the Stu's furry cheeks.

Stu collapsed, his head and shoulders laying on the ground while his satisfied ass rested on his ankles. Drake, still enthralled with his earlier vision, dove face first into the cummy crack, relishing how his own slime coated his face and tongue. He savored the taste.

"Hmmm," Stu moaned in contentment. "If my wife walked in, I wouldn't be able to honestly apologize. You fill my ass so damn good." Drake could only moan into Stu's ass as he sucked and licked his cum from the married man. "That was some serious fucking. Intense. What's on your mind?"

Drake leaned back, extricating himself from the sexual feast in front of him. "I met a gal." He wiped his face with a nearby towel. Stu just listened. "And she found out I was coming here tonight. And said it turned her on."

"Oh, really?"

"Yeah. And accepted an invitation to go to dinner tomorrow ev..." Drake checked his watch, "no, this evening."

"As in, on a date?"

"Yeah. I asked her on a date." He sighed. "I just hope she isn't playing me for a fool."

"Well, if she really is into watching guys fucking guys, maybe you could bring..."

"Shut up, Stu! I wouldn't do that." Drake leaned back in and took Stu's hairy sack in his mouth.

"No, seriously," Stu pressed. "I mean, my wife would kill me if she found out I get fucked every time I leave town. But, having a beautiful woman watch? Kinda gets my insides fluttering with excitement!"

Drake laughed. "You would like that. Wouldn't you?" He spanked Stu's ass playfully. Then again, but hard. He took the married man's softened cock into his mouth, gently sucking the last vestiges of his cum. "I gotta go."

They hugged, still naked a Stu continued lobbying for Drake to bring his new woman.

"I'll be in town all next week, too. Doesn't have to be tomorrow."

Drake chuckled to himself. He could feel his aching dick wanting to grow again. If he was going to get any rest before his date with Tracy he needed to leave. Talking about her with this guy naked and horny wasn't helping any.

"I have to go. I'll tell you all about it next time." He turned to leave. But Stu put his hand on Drake's shoulder.

"Have fun with her tonight. Hope she's as good in bed as you are."

Drake got home and crawled into bed. It was 4 a. m. He wasn't going to get much done before his date with Tracy. His date with Tracy... Tracy...