I guess I had some concerns about going on the trip with Mr. Reid. If he knew that his wife had been jerking me off and sucking my cock the past few months I might realistically expect to end up in a ditch at the side of the road. But I couldn't very well get out of it now.
The big day arrived. We planned to leave at 10AM. I made sure I was ready to go on time and I told my mom that I was going to go next door to see if Dan was waiting for me. I peeked in the back seat of the Mercedes and there was a garment bag hanging in the back, I guess with my new threads. I walked up to the front door and was about to press the doorbell when I heard Dan's voice coming out of an upstairs window.
"How's this, baby?" he said.
"Uhhh, oh God, fuck, Dan, YES!" Jackie's voice was hoarse, as though she'd been screaming for hours. And maybe she had, because...
"This is gonna have to last you awhile. Do you think you can last a couple days without me, baby?"
"I have to all the time! And I hate it! Oh, Christ, just fuck me, please, give it to me hard!
I could actually hear the bed squeaking as he fucked her. We were supposed to leave in 15 minutes and here he was fucking the woman I was in lust with. And it was obvious that Jackie loved it. I was jealous and turned on and pleased for them at the same time. Probably more jealous, though.
I could hear Jackie moaning, groaning, screaming now, "Oh, yes, I love you, your cock, do it, yes!!" She began shrieking, and then Dan roared like lion and bellowed, "Is this what you want?" as I guess he exploded inside her. Lucky fucking bastard. Getting to fuck the pussy that I'd planned on fucking this very day.
I went back to my house and just sort of killed time. Only 15 minutes later, 10AM on the dot, Dan came down in slacks and a sports shirt, not at all looking like he'd just fucked the brains out of his wife. But Jackie, wearing her thick white terrycloth rob. did have that spacy gaze of the well-laid. She came out to say good-bye as we loaded the Mercedes with our gear. She hungrily sucked at her cigarette, her hair slightly askew and her face and throat still flushed.
"OK, I'll call you when we get in," Dan told his wife. "Love you."
"I love you too," Jackie said quietly, and then she came over and gave me a little hug.
"Take care of Dan for me, OK?" she said, and the look in her eyes let me know the kind of care she expected. When Dan went around the front of the car Jackie said, "Bring me what I want and I'll fuck your brains out when you get home. All the pussy you want." She lifted the bottom of her robe and showed me her goodies. She turned and went back to the house and I tried to remember how to swallow.
"You wanna drive first?" Dan asked. I couldn't believe he would let me drive his Mercedes. I said, "Yeah, sure!" and took the keys. In twenty minutes we pulled on the turnpike and headed on our way.
Dan spent the first 30 minutes of the trip scrolling through his Palm Pilot checking appointments and calling people on his cell phone to confirm meetings. I just drove. When he was done he tilted his seat back, turned to me with a smile and asked, "So, how do you like fucking me wife?"
Give me credit-I didn't run off the road. I swerved a bit, I gulped, I broke out in a hot sweat, but I didn't crash. "What, what did you say?"
"My wife, do you enjoy fucking her? I'm sure you do, but I thought I should ask and make sure."
My mind reeled. "I...I've never done...that, with your wife." It was the truth, I hadn't FUCKED her.
He laughed merrily. "Are you planning on going to law school? You're splitting hairs just like a lawyer. How about this-do you like it when my wife blows you? Jerks you off?"
What could I say? "Dan, I've never done anything like that. She...she wouldn't do that. Not with anyone!"
He shook his head. "Ahh, c'mon Andy. You're lying."
"No I'm not!"
He reached into the compartment between the seats and pulled out a small digital tape recorder. He pressed a button, and here's what it played:
"Uh, uhhhh, oh, Jackie, that's, oh, that's incredible."
(Loud slurping noises)
"Jackie, your MOUTH, I'm going to come again. I can't believe you're going to make me come AGAIN."
"Andy, if you think I'm going to be satisfied with only two mouthfuls of your come, you're a silly boy."
(More slurping noises, sounds of me moaning and groaning as I had a titanic orgasm)
Dan stopped the tape. "Voice activated. Left it next to the big recliner in the living room."
He waited. "I don't know what to say," I said in a small, meek voice.
"Well, then answer the question. Do you enjoy what my wife does to you? Andy, I think I know the answer."
"Yes. Yes, I do like it."
I expected a wide range of reactions from this confession. The actual result, Dan laughing and slapping me on the shoulder and saying, "You dirty little fucker!" was not in the top ten.
"Dan, I'm really sorry, I mean..."
"Andy, if you were able to resist Jackie when she wanted to mess around, you would either be a monk or gay. And you're neither, right?" I nodded. "Well, I just wanted to make sure that you really liked it, liked her. She's a handful, huh?"
"Yeah."
"Try marrying her," he said.
I was confused. "Dan, are you mad at me? Or at Jackie? I don't want anything to happen between you two because of me."
He laughed again. "Don't worry, there's no problem." Then he got serious. "So long as you're honest with me now. I know that Jackie asked you to do something for her on this trip. What was it?"
Who do I trust? Who do I betray? I thought it over, and I told Dan the truth, that I was to spy on him. He nodded and said, "I thought so. Thank you."
I felt a bit bold. "You don't have a mistress, do you?"
He leaned back again. "No," he said.
"Good."
"Well, I won't by the end of this trip. Last month I had three mistresses, but now I'm just down to one. And we'll be staying with her on this trip. I didn't tell her I was bringing you, but I don't think she'll mind. Or her mother, now that you're along."
I kept the car on the road again. Two for two on the day.
We drove for five hours, Dan taking over the driving after a stop for lunch. He explained his "three mistresses" comment. There was Jennifer, who was 27, a redhead, and an actress. There was Vicki, who was 25, brunette, and a model. He had broken things off with them the past 2 months. And then there was Suzie, who was 22, very blonde, and an aerobics instructor. We would be spending our visit at her house. It was actually his house, he owned all the houses his mistresses lived in.
"Let me warn you, this could get weird. I've been putting this off because Suzie is more attached to me than the other two girls were, and her mother especially is going to go berserk when I break it off. She's wanted me to divorce Jackie and marry her daughter from day one. Well, that and other things."
"Like what?"
"Like her having time in my bed too. She's gorgeous too, she'd have to be with a daughter like Suzie, but I think the idea that her daughter has a sugar daddy had unhinged her a bit. Maybe she thinks that SHE should have the rich guy on her arm."
"I'm almost afraid to ask-where do I come in?"
"I need you to keep her off my back, for just one night, so I can end things with Suzie. I adore the girl, she's a absolute sweetheart, and I don't want to do it over the phone or something bullshit like that. I'll let her keep the house, I'll let her keep the car. But her mother, she wants me to marry Suzie, she wants my money, and I don't know what Beverly might do."
"How exactly am I supposed to keep this Beverly off your back?"
"Let her seduce you. I don't mean sex, necessarily, just let her think that she has you wrapped around her little finger and tell her everything she wants to know about me. Don't worry, I'll tell you what you can tell her. Who knows, you may get lucky. She seems to like the young stuff. And it seems like you have a taste for older women."
"Let her seduce me. Sure."