Daltons Quest For Senior Partner

Dalton had just turned 34 and was in a rut. His boyfriend of 4 years had just left him. His cat died. And his mother remarried an asshole businessman who seemed more interested about her late husband's insurance policy payout instead of her. The only saving grace was his job, which he loved, but was wondering if he'd ever be offered senior parter at his law firm.

The head honcho at the firm, Bryan Bird, was a ruthless son of a bitch, but took Dalton under his wing and Dalton viewed him as not only a boss but a father figure. Bryan was a staunch republican but liberal in his social views, and even took Dalton to a gay bar when his boyfriend left him to cheer up his spirits. They shared many intimate conversations, and trusted each other with their life. But nothing would compare to the conversation they had on a Friday evening after completing a lengthy case that they ultimately won.

Dalton was sitting in Bryan's office, sipping a cocktail and admiring Bryan's enthusiasm. Bryan, also enjoying some spirits, became more animated when he was tipsy, and flirty. Dalton didn't mind; he knew Bryan was married and his wife had seen him flirt with Dalton in the past and laughed her ass off. Bryan didn't seem to be interested in Dalton sexually, so Dalton chalked it up as his friend feeling comfortable with his presence.

The other senior parters had already left the office, but since Dalton had nowhere to be, and Vickie was having a night out with her and Bryan's daughter, the two of them decided to celebrate. Their conversations quickly drifted from work related banter to more personal matters.

"You still trying to find the man of your dreams on Grindr, Dalton?" Bryan said with a smirk on his face, proud that he even knew what grindr was.

"Haha Nope," Dalton said, "I got tired of getting random butthole pics. I haven't been on grindr in a while. Plus this case was so taxing I didn't have the energy."

Bryan laughed and took another sip of his drink. "Ah. So I take it you are still single then?" Bryan said with an eye wink.

"Yep. I guess I haven't really got over Matt yet. I know he's gone for good, but its hard when you invested so much time in someone for them to just bail for seemingly no reason."

Bryan saw the sadness in Dalton's face, and instinctively wanted to make him feel better. Bryan was 64, 30 years older than Dalton, but had this unusual father/boss/friend connection with him.

"Well, Matt was obviously a pretentious jerk. I never liked him. You can do better."

If any other person would have told Dalton this, he would have rolled his eyes. But since it came from Bryan, Dalton's puppy dog brown eyes cheered up and he have Bryan a huge smile.

"Thank you Bryan, that means a lot."

After a couple of drinks, and after Bryan spilled the tea on another senior parter whose wife was having an affair with a pizza guy, Bryan told Dalton something very intimate and private-he was impotent due to a medical condition, and Vickie was suffering from horrible migraines.

"She has them one or two times a week," Bryan said, "and she doesn't want to do the pain pills. It's awful."

Dalton was trying to make the connection to the two issues Bryan had just shared, but was a little confused. Bryan seemed to quickly understand Dalton's confusion and then elaborated:

"This is extremely personal, and she'll kill me if it gets out, but Vickie always had migraines. The only thing that helped was sex. At least once a week and she was good. It would help stave them off. But with my condition, I can't give her what she needs. It's killing me."

Even though this crossed into "TMI" territory, Dalton felt bad for his boss. Impotence must be terrible, and poor Vickie with her headaches. The alcohol also seemed to make the conversation easier.

"I've been impotent for about five years," Bryan admitted, "around when you joined us. It's embarrassing. But I can't stand to see her in pain. We had an arrangement with a graduate student, who was in medical school. He left a few months ago when he was finished with his residency. It's been hard."

Even though Dalton was border-line drunk, he was still able to connect the dots. "Arrangement?" Dalton said.

"I'll get to the point." Bryan spatted back. "He fucked her once a week for five years, gave her an orgasm, and it staved off the headaches. I'm not saying I'm bisexual, but I admire the male figure, and Vickie was totally cool with it. I guess I'm a cuckold. But I love her. And I didn't want to see her in pain. I know we are drunk, but she likes you Dalton. You resemble me when I was your age. Tall, broad shoulders, goofy grin and big brown eyes. I know you are gay, but she has told me on countless nights how much she wants to fuck you. Shit, I should't say that. I'm sorry. This is not the conversation I should have with a potential senior parter as good as you."

Dalton was a little shocked, but Bryan's drunken speech ended with something he wanted to hear: "potential senior partner." Even with their history and close relationship, Bryan was never so blunt in his demeanor about Dalton ever being offered the position. Dalton was a lot younger than the other senior partners, and even though he felt he was just as competent as them, he always figured his age was against him. He has a damn good attorney.

"Oh, really?" Dalton said, drunkenly, but intrigued. "Well, you know I have never been with a woman. But I feel terrible about Vickie. If you want my help, I can give it a shot." Dalton bantered jokingly, but kept close eye contact with Bryan to see his reaction. He also winked.

"If you are serious, can you get a blood test ASAP.?" Bryan said back in a serious tone. Who knew that all they needed was liquid courage.

To make a long story short, Dalton decided to go through with it. Conversations were had (when all parties were sober), Dalton had a blood test (he was good to go), and the three of them had dinner the following week at a super fancy restaurant to break the ice. Bryan of course paid for it, but there was another condition that wasn't discussed: apparently Vickie not only needed an orgasm, but a cream pie as well. Like, ejaculation in her vagina. And she could only orgasm riding cowgirl. Dalton, still on board but a little nervous about being able to perform, felt a little relieved when he realized that Vickie was going to take charge. He didn't know the first thing about fucking a pussy. But, Victoria Bird definitely knew how to get what she needed. And for the first time, his boss, friend, and father figure opened up about his sexuality. Bryan was bisexual, loved to suck cock, and Vickie loved to watch.

After the dinner, Dalton had a reality check and started to think more clearly. "Ok, so they clearly want to have sex with me" he thought, but for some reason wasn't disgusted. Of course the potential senior parter thing was at the top of his mind, but, for an older couple, the Birds were pretty good looking. Bryan was a silver daddy that had pecks and a six pack from his gym workouts, (Dalton went with him to work out occasionally, and sometimes used Bryan's toned body as a visual for his spank bank). Vickie was a curvy woman with shoulder length wavy brown hair, with nice large tits and boisterous laugh. She was hilarious and extremely witty. Dalton would be lying to himself if he didn't admit that he was definitely curious about the idea of fucking a woman, especially a milf like Vickie. He knew he would always be physically and emotionally attracted to men, but this opportunity seemed like a once in a lifetime event.

They decided on a Saturday night. Vickie had a slight headache that was being staved off by excedrin, and was ready to get to business. When Dalton arrived at their house, (which he had been many times), he was a little taken aback that Bryan immediately escorted him to the guest bedroom. It was all happening so fast, but he wasn't nervous.

"We can do small talk later," Bryan chuckled. "Want me to help get you hard?"

"Why not, may as well go balls deep. I think we've already reached the point of no return," Dalton spatted back, but definitely wasn't opposed for his hot daddy boss to take him in his mouth. Bryan helped Dalton strip, took off his own shirt, and kneeled at his prick. Dalton was standing, and after a few tugs Bryan took him fully in his mouth.

"Ok, so Mr. Bird definitely knew what he was doing!" Dalton thought, and played with his boss's erect nipples while he was sucking him. Bryan placed his hands on Dalton's ass and forced him to thrust into his mouth, which made Dalton gasp.

"Um, I'm supposed to be helping Vickie with her headache right? If you keep doing that, I'm not sure that will happen."

Bryan immediately stopped sucking and released Dalton's dick with a loud pop. "Sorry, I got carried away," he said, and instructed Dalton to lay on his back. Vickie then emerged from the adjoining bathroom and gazed onto the younger male she was about to fuck: a broad shouldered teddy bear with a dusting of chest hair and a 7 inch thick prick standing at attention.

"Thank goodness he's girthy," she thought, and even though her head was in pain, her loins were all a quiver.

"He's ready, honey." Bryan said as she approached the bed.

"Well, I hope I am," Dalton said with a nervous laugh.

"Don't worry, hun. I know how to make a prick feel good. Just lay back and let me take the lead."

They had already discussed that there would be no mouth to mouth kissing, but everything else was fair game. Not that Dalton had anytime to think about it, because Vickie immediately stripped naked and slid herself slowly on his dick. She was already wet, and the sensation felt warm and tight. Different then fucking an ass, but he was surprisingly turned on by her breasts. Still perky for a 60 something, he couldn't tell if she had any work done, but they were definitely a sight we could admire, and after lightly touching them he felt his dick swell. New to the sensation, Dalton was surprised at how turned on he was and how good he felt. Bryan was sitting at the foot of the bed, watching intently.

"Oh, Dalton," Vickie moaned, apparently she could feel him swelling. "I cum fast darling, but I'll make sure you get yours too. I swear, there's something about getting cum at my cervix that helps with these headaches. Sorry for the clinical talk, but I know my body I guess. And your cock head feels amazing!"

All Dalton could get out was "Uh huh," as Vickie's pussy seemed to ride his dick like she was riding horse in the Kentucky Derby, moving at different speeds and turns, getting his head to hit her g spot.

"Shit you're thick," Vickie gasped, and then moaned "I'm coming! Don't move!."

Dalton did as he was told, removed his hands from her tits and put them behind his head. Vickie shook violently and her vagina squeezed his dick in spasms. She let out several moans, and then started bucking and riding with fury.

"I need your cum Dalton; give it to me," she said, and started riding with more determination. Dalton could feel his balls tighten, and on cue, Bryan started rubbing them gently. Dalton could feel it coming.

"Shit I'm gonna explode," he shouted, and probably came the hardest he ever had in his life. Vickie moaned with delight as his filled her up. She clamped down as far as she could when he started to blow. Dalton was seeing stars.

"Damn, Vickie. I bet there's gonna be a lot," Bryan said, and he wasn't wrong. Vickie raised off Dalton's spent dick and cum started dripping out everywhere. Dalton blushed a bit, but was quickly thanked by the both of them, and Vickie admitted her headache was gone.

"That was the best fuck I've had in a long time Dalton," she said.

Vickie then laid next to Dalton, and Bryan started eating her out. Cunnilingus didn't give her orgasms, but she knew Bryan liked it, and Dalton thought it was hot seeing his boss eat out the load he just planted in his wife.

The three of them ended up in the shower, where Bryan and Vickie gave Dalton head, and he ended up coming a second time down his boss's throat while Vickie fingered his ass. Pleased, Bryan stood up and said "Well, why should she have all the fun?"

As Dalton drove away from their house, he assumed this would be a weekly affair (it was, sometimes a few times a week depending on Vickie's headaches). Not knowing what the future would hold, he was still satisfied, and most definitely noticed Bryan subtly giving him more high profile cases to manage. Their private matters were never discussed at work, in fact Bryan seemed to get more distant, and they kept their more intimate conversations in texts.

Some months later, Dalton was still single and pondering his life choices before bed one night: "Hmmm, I'm getting used for my dick. But I'm helping people. And it seems that my goal of being offered senior partner could be coming to fruition sooner than later." Dalton pondered.

The fact that he was having threesomes with Bryan and Vickie to achieve what he wanted didn't give him shame at all. But another problem was emerging...was he starting to develop feelings for them? Or was he just happy about getting weekly orgasms from a couple old enough to be his parents?

Meh, yolo, he thought. "I guess we'll take it one week at a time," he thought with a smug.