Thank you for taking the time to read my continued story. Your comments, suggestions, & recommendations are Very much appreciated!
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Is this damned workshop ever going to end for the day? I'd been to so many workshops like this in my 7 years with Hutton & Frank. I could teach this stuff for goodness sake!
The utterly amazing first night Encounter with Susan and Ben had been the best possible way to start this weekend training workshop, but I was growing more and more impatient to get out of my boss's clutches and up to my shower. Big plans awaited with my two hot new friends!
"What's your evening look like Caleb?"
My boss, Diane, had followed me to the coffee concession at the back of the ballroom where our workshop was being held. She wasn't a horrible boss by any measure. More than a little stiff and formal most of the time, but not breathing down everyone's neck all the time either, like some of the managers in the Company. She was nice enough looking, kinda pretty actually, but soooo stiff! As usual, she was dressed in a very conservative professional way... her 'uniform'. Slacks that never seemed to have a wrinkle, plain white blouse, no frills, covered by her matching vest and suit coat. Crisp and clean and ALWAYS professional! She had a decent figure as far as I could tell under all that crisp and clean, but some of my co-workers had decided Diane was privately a raging lesbian and that's why we NEVER saw her in a dress... dyke for sure! But, right now, all I knew was that I was cornered with no easy escape.
Panic gripped me! It certainly was sounding like Diane might be about to plan my evening for me and there's no way I could let that happen! Horse cock, Ben by name, and Sweet Pussy, Susan, had agreed that a Round Two rematch was definitely in order, and there's no way I wanted to miss out on that. We'd had too much fun together and I was determined to not miss 'The Sequel'!!
Susan lives in Seattle, so we'd planned to meet at her place after my stupid workshop and after Ben finished his run.. No sense wearing out the bed sheets in Ben's or my hotel room.
Ben was a short-haul trucker, running loads from Seattle to Portland/Vancouver and back to Seattle every day. His wife had told him 2 days ago that she wanted him to get a hotel and not come home for the weekend... 'She needed some time to herself'. Apparently, she'd done that a couple of times before, so Ben hadn't thought too much about it, that is until the call came in yesterday from his wife telling him she was divorcing him, and he didn't need to come home cuz she'd changed the locks and was going to keep fucking her boss until he put a ring on her finger.
Fuck! That's cold, bitch! But...
That's what put Ben belly up to the bar and started the whole incredible roller coaster encounter last night! So thank you Ben's wife!
Both Susan and I were looking forward to Ben having a full "load" or two for us when he finished his short haul! Damn! That trucker could deliver the goods, and then some! Drunk on his ass last night. Dumped by his bitch wife last night. And, he still delivered full loads to both Susan and me! Actually, 2 loads to me cuz Susan had been kind enough to share her very yummy mouthful with me after Ben so generously supplied her with his 9" horse cock!
My thoughts were suddenly jerked back to reality as my Boss continued her ruination of my plans with Ben & Susan.
"I was thinking you and I should get some dinner, on the Company of course, and brainstorm the Collins Account a bit.. What do you say?" Diane was clearly throwing a monkey wrench into my plans with Ben & Susan. There just has to be a way to dodge her somehow!
Shit! Shit! Shit! How am I going to get out of this? The Collins account was our profit sweet spot, and lately, they'd been sounding more than a little restless. I'd been a hero 3 years ago when I closed them. It paid me one helluva nice commission, and got me a promotion to boot. I certainly know the account better than anyone else in our sales division, so it made perfect sense for my boss to want me in on any consult on Collins, but FUCK! I had a huge, hard cock and very wet pussy waiting for me tonight! Collins can wait, dammit!
Think dumbshit...THINK! There's got to be a way to put Diane off.
"How about this Diane? Let me gather up the docs on Collins for the last year. I'll go over every transaction, any glitches or complaints, and how we responded, and then let's debrief early Monday in your office. That should give us a handle on why they might be going a little soft on renewing with us next month. What do you say?"
"Hmmm... No, I really think we can put a winner together now, and who are you kidding, Caleb? You know Collins inside and out already! You don't need to pull any account docs! Meet me at Jake's at 7:30."
Diane walked away having crushed my feverish libido like the fucking ball buster she was turning out to be! Sure...she was probably fucking hot under all that professional attire, lesbian or not, but she was fucking up my wet dream and it was pissing me off!, Nevertheless, I couldn't help but stare hungrily at Diane's perfect ass until she was out of sight. What a fucking dick I am!
"Susan? It's Caleb. My fucking boss just nailed me to the cross! She wants to talk biz on our biggest account over dinner. There's no way I'm going to make it tonight. I'm soooo pissed! I wanted so much to taste your hot pussy again and suck a load out of Ben's massive cock while you watched!"
"Oh, Baby... No! Can we do tomorrow night then? I know Ben won't mind 3 nights of revenge on his bitch wife"
"Yes, yes, yes! I'm about to jizz in my pants right now just thinking about it!"
"Oooh, Baby... save it for me! And Caleb, I'm going to need you to eat my ass again like you did last night, only this time, when you've got me all wet and tingly back there, this time, I want you to butt fuck me hard, I mean like you want to hurt me Caleb...HARD...okay Baby?"
My cock was trying out for a Quality Control job with Dockers, nearly ripping a hole in my pants! The bulge in my shorts was so obvious that the hotel employee cleaning up after the training workshop couldn't keep from smiling as she witnessed my sorry state!
"I promise I will pound the shit out of your sweet tush, Susan!"
"FUCK! FUCK! FUCK!" To say I was frustrated, would be an understatement! The poor cleanup lady didn't know whether to run or drop to her knees and pray! This gringo was obviously mental!
******
OK, Diane said Jake's at 7:30, right? It's 8 fucking 10! Where the fuck are you Diane?
My temper was at about an 11 on a scale of 10! Not only had Diane screwed up what promised to be an amazing sequel to last night, she didn't even have the courtesy to call me and let me know that she wasn't going to make it! Fuck it. I pushed my chair back and was about to leave when...
"Holy fucking shit!"
I stared in disbelief as I saw Diane walking past the hostess toward me, and she was THE HOTTEST fucking piece of feminine mystique in 3 States!!! I had NEVER seen my boss like this! Her tiny black dress was hugging her slim body like a sex starved love glove and the plunging neckline displayed her full breasts, leaving no doubt to any onlookers that she did NOT need a bra to present those amazing orbs to their fullest advantage! And, there were plenty of onlookers! The whole restaurant was silenced in awe! Diane was fucking STUNNING!
"So sorry to be late, Caleb. I hate being late, but the hotel didn't get my dress back from alterations until 7:45. I've lost a couple of pounds with my new exercise program, and I didn't want to show up for dinner with my top top sales guy looking tacky!"
All the saliva in my mouth had burned away 10 feet away from Diane's arrival at our table. I'm sure my mouth was hanging wide open, and I was barely able to stammer out a lame, "you look great."
"Well, thank you, Caleb. You look very nice too, but then, you ALWAYS look nice, don't you?
I may be fooling myself, but did my boss, Diane, just put some emphasis on the word 'ALWAYS'? Holy shit! All of a sudden, my dick was oblivious to the fact that Diane was my boss, and all my dick was thinking was, "how the fuck can I get this HOT fucking cunt into bed?"
Side note...Dicks, BTW, have NO common sense. Dicks only know what they WANT! And right now, my dick wanted Diane!
"Earth to Caleb...Are you okay?"
She had a little smile beginning to show, and I knew I had to get my other 'head' back into the game.
"Oh, wow, yes I'm fine, (I lied,) I was just thinking about the Collins Account. Sorry.,"
Diane tilted her head a tiny bit to the side, and smiled. I nearly came in my shorts!
"Well, as much as I value your dedication, Caleb, I'm thinking you were right earlier today. Let's NOT even give a thought to the Collins Account tonight and just enjoy a superb dinner and each other's company. We deserve a little pleasure once in a while, don't we?"
OMG!
My boss is coming on to me! Is that even possible? I mean, what else could all this 'pleasure' talk be? My ball busting, hard nosed, nothing but business boss was HOT TO TROT, or I've lost all of my "She wants to FUCK me" skills, and I KNOW that's NOT the case! I can smell hungry pussy and "please please please suck my cock" a mile away, and Diane's pussy was HUNGRY!
"Well, I have to say, Boss. That being the case, I'm the luckiest guy in this restaurant tonight, cuz there isn't a man here who wouldn;t sharpen a butter knife and take me out, just to be able to be sitting with the most beautiful woman in the place! My god! You look amazing!"
I knew it was a bit risky to dive into the dance so openly, but when the dick takes the wheel, well, that's just how it goes.
"Oh my, Caleb! You're making me blush. Thank you. You flatter me. I don't know how to say this really, but please don't feel like you have to say nice things to me just because I'm your boss. Tonight, Caleb, I want us to just be who we are, a guy and a gal enjoying an evening together. Can we do that? Is that too weird?"
I swallowed hard and tried to catch my breath a little. My heart was at about 120 beats/minute, and I was absolutely sure my swollen cock was going to rip open my pants any minute now and force me to do obscenely vile things to the temptress before me, even though that seemingly willing temptress has the financial power over me to cut my swollen balls off and brutally shove them up my ass!