You're going to do it

You head back to the table and took a seat next to Greg. You have no idea how to let Tom know that you will go through with it without revealing that you told Greg about it. Greg must sense this because he suddenly gives you an opening.

"Ah, shit," he exclaims as he makes a show of patting his pockets. "I must've dropped my keys in the bathroom, I'll be right back."

"I'll do it," you tell Tom as soon as Greg leaves.

"Wonderful. You're doing a good thing for your husband."

"How are we doing this?"

"Give me your number and I'll dial your cell. You'll step out back to take the call. After a few moments, I'll step out to have a smoke. We'll meet in the alleyway and do it there."

"What about Greg? What if he comes out as well? Do you expect him to just sit here alone?"

"Don't worry, that'll be taken care of," Tom answers your questions. "I have a proposal with me from the school district's board of trustees. I'll ask him to read through it and then give me his opinion on how he would handle it if he was superintendent." You feel comfortable with Tom's plans and you tell him your number just as you see Greg walking back to the table.

"I found them," he announced as he sits down. You talk with him and Tom for several minutes, when your phone stars ringing. You look down at the screen.

"Work is calling. I'm sorry, boys, I have to take this." You stand up and walk through the back door of the restaurant. You are now standing in a dimly lit alleyway. You wait about two minutes before the door suddenly opens and Tom steps out.

"Your husband is preoccupied, Mrs. Danvers. Are you ready?"

You grab an empty cardboard box from the back of the restaurant and fold it to create a cushion for your knees. You place it in front of Tom and kneel down on it. Reaching up, you undo Tom's belt and unzip his pants. Grabbing Tom's boxers, you hook them under his balls. His cock pops free in the process. You are impressed with what you see, he's probably even bigger than James.

You wrap your hand around his semi-hard cock and start stroking it slowly. Once he's fully erect you start peppering down the length of his cock with kisses. Once you reach the base, you stick out your tongue and slide it back up his length until you reach the head. You remove your tongue and open your mouth, taking his cock in your mouth. You get about halfway down before pulling back, leaving only his cockhead in your mouth. As soon as you start to bob your head down his shaft, you feel Tom place his hand on top of your head, threading his fingers in your hair.

Tom takes control of your blowjob. He starts fucking your mouth, forcing himself deeper down your throat on each thrust. You reach up and play with his balls as he uses your face for his pleasure. After a few seconds, he pulls his cock out of your mouth and tells you that he wants to see your tits. You oblige his request, grabbing each of the straps of your dress and pulling them off your shoulders and pulling your arms out. The dress falls down around your waist, your pert tits now on full display to the older man.

"God, you are so fucking beautiful," he says as he takes in your half naked form. "I'm close, suck me a little longer and then I want to cum on your tits."

You take his cock back in your mouth, but this time Tom let's you do the work yourself. After a few seconds Tom warns you that he's going to cum. You pull his cock from your mouth and point it at your bare chest. You pump his cock twice before he erupts. His first rope splatters across your right tit, you shift his cock to point at your left tit where his second cumshot lands. Once he's done, your breasts are dripping with his cum. You push your chest out towards him, letting him admire his handiwork.

He smiles down at you before reaching his hand out and helping you to your feet. He takes out the handkerchief from his suit and hands it to you to clean yourself off. After you've done so, you pull up your dress straps. You both agree that you will go in first and then Tom will come in a few minutes later. Entering the restaurant, you walk back to your table and see that Greg is looking over done paperwork. As soon as you approach, he looks up at you.

"Damn. Did you really go through with it?" You simply nod in response. Greg looks you over. "Jesus, you have his cum on you."

You look down and see some cum that you must've missed on your right breast. You reach down and scoop it up with your index finger. You quickly stick it in your mouth, sucking it clean. You look at Greg and he simply stares at you, rendered speechless from your behavior. Tom sits down a few minutes later and talks to Greg about the proposal.

"Well, I can't officially say anything for certain right now, but I'm very confident that you are the right man to succeed me, Greg."

"Thank you so much, Tom. You won't be sorry for your choice." You all talk briefly for a few minutes before Tom decides to call it a night. You say goodbye to him, and you leave the restaurant with Greg, getting into his car to leave.