Friday morning came, and I got up and did my usual morning ritual. I made coffee, and grabbed my iPad to see what was going on, but today was different. All I could think about was last night. I couldn't believe Jan was here, and I couldn't get her off my mind. I wondered what was going through her mind.
I went to the gym and tried to work out, but I was totally consumed by Jan. I didn't want to work out too hard, because I wanted to make sure I had energy for her later. I got home and changed the sheets, cleaned my place up a little and did some laundry. I left her a key under the front door mat in case she needed to let herself in, then headed for the office.
I texted her around 9:00 because I didn't know her day's schedule, and I wanted to take her somewhere nice tonight.
"I'm thinking about taking you to this really nice restaurant tonight, is it okay if I make a reservation? What time 7:00?"
"Earlier if it's okay with you, 6:00? I think I'll be done here mid afternoon. Can't wait to see you!"
I made the reservation for 6:00 and tried to get through the day. It was hard to concentrate on anything other than the clock.
Around 2:00, Jan texted me, "I'm about done here, can we meet somewhere?"
"I'm on a call, and will be tied up for at least an hour. Sorry. I left you a key under the front door mat if you want to head to my place, and then I'll meet you there as soon as I can."
"Great, is it OK if I take a quick shower?"
"Absolutely. I left towels out."
3:30 came, and I was just finishing my call. I texted Jan, "I'm about done here, should be there around 4:15ish."
About fifteen minutes later she replied, "Take your time, I'm taking a nice relaxing hot bath."
I finally got home, and Jan was in the bathroom with her travel robe on, putting on her makeup.
"I'm going to take a quick shower."
"I hope that you don't mind that I took a bath, hotels don't have them, and the last few days were pretty hectic."
"Of course not. Do you mind if I slip in here, or do you want me to wait until you're done."
She just scoffed and gave me a look, "It's nothing I haven't seen before! So what's the dress code for tonight? Casual, dress slacks, skirt, jeans?"
"You can pretty much wear anything there, it's white table cloth, but nice jeans and a nice top is fine."
Then I added, "I'm pretty sure lace-topped thigh highs and heels are allowed too!"
"Oh, you liked those huh, I didn't think you noticed?"
"Ah, I noticed...."
I texted my Uber ride and we jumped in the back and headed for the restaurant.
Jan had on a nice top and some very nice fitting jeans. She was one smokin' sixty year old lady.
I leaned in and whispered to her, "I take it you decided against the stockings."
"Maybe, maybe not. You'll have to wait and see."
We got to the restaurant, were seated and placed our drink order. Jan loved the ambiance of the place. It was dark, quiet and cozy.
"John, this is a really nice place!"
"Yes, a place for special people, or special occasions. I wanted some place to be able to talk."
"Which one am I?"
"Both!"
"That's so nice of you to say that."
"Well, I don't have much company, so I wanted to impress you."
We ordered our dinner and had a great conversation for the next hour or so until the waiter came over and checked on us. We decided to skip dessert and go to the bar and have a drink before we headed back to my place.
We each ordered a glass of Merlot.
Jan got quiet for a bit, and then said, "John, I'm really having a great time with you tonight."
"I know, I am too. It's a little weird how this happened out of the blue, but I'm glad it did. I always thought you were very sexy, and I was always attracted to you, even during my marriage."
"I was always attracted to you too. You know I did try to hit on you a couple times, seeing if you'd stray."
"Really? I never sensed anything, but I can be slow sometimes. I have missed out on some golden opportunities in my day, before and during my marriage."
"So, you would've strayed?"
"I don't know about some of them, but definitely with you, especially during the last few years where sex became almost non-existent."
"Is that why you guys broke up?"
"Pretty much. The passion was gone. There was nothing physical. I tried. I tried to make it interesting. I thought maybe we just needed to spice it up, or experiment. She just wasn't interested, and as much as I didn't want a divorce, I wasn't going to live the rest of my life like that. It seemed as I got older, I was wanting to do and try different things. Let's face it, when you're not getting any, and you watch porn, you see all the things out there that people do, and to be honest, it definitely looks enticing. I know, I'm a guy, and guys are pigs, but hey, it's just sex, right?"
"Yea. So what kind of things interest you?"
"Do you really want to know?"
"Yes, I really do."
"Pretty much everything. There's really not much I don't think I would try, especially if it was important to my partner."
"Wow, you'd do something if your partner wanted you to?"
"Well, yes, within reason, like I wouldn't be into the torture stuff."
"Interesting. Can I ask you something?"
"Sure."
"You have to promise me, that no matter what, you won't get mad, or hold it against me."
"Okay, shoot."
"Have you ever been with a man?"
I scoffed, "Ah, no!"
"Have you ever fantasized about sucking off another man?"
"Have you ever been with another woman?"
"Yes, and you didn't answer my question."
"I have fantasized about it, and I think that most men have, although they would never admit it."
"I think watching a man going down on another man is a huge turn on."
"So you'd just like to watch?"
"No."
"No meaning...a threesome with two guys?"
"Yes. I'm sorry, I hope you don't think I'm some kind of weirdo slut."
"I don't. It's nice to be able to talk about this kind of stuff with a woman. If my wife and I had these discussions, we'd probably still be together. I've thought about it all, threesomes, swinging, strap-ons. So you said you've been with women?"
"Yes, probably more than I care to admit. I hope you don't think that's a bad thing."
"I don't. Women know guys think that's hot. "Ever been in threesome?"
"No. Almost, but almost doesn't count."
"So you'd do it if the situation presented itself and was right?"
"Yes, and you?"
"Yes. Which type, two girls, or two guys?"
"I don't know, I think they're both enticing. Probably two girls for the first one, and you?"
"The same. Every guy dreams of two women going down on him."
Our discussion on sex and fantasies went on into another glass of wine. I'm sure she was getting horny, I know I was. Having this conversation with Jan was just mesmerizing me. Sometimes she would talk and I couldn't do much more than watch those beautiful lips. I knew that they would soon be wrapped tightly around my cock and sucking me into tomorrow.
Then she said, "Hey, are you getting tired? You better not be!" And with that, she called the bartender over, ordered us two coffees and picked up the tab.
I said, "You didn't have to pick that up, what's wrong with you?"
"Don't worry about it, I put it on my business, you can pay for the hotel."
Our coffees came and she got quiet.
Finally she said, "John, I'm going to ask you something, and no matter what, you have to answer totally 100% honest, no matter what!"
Of course I had to play into this. "Hmmm, this is a little scary. Okay, I will."
"I know we're going to go back to your place and get naked. I'm sixty years old, and I don't like words to get in the way. And, I want to make you feel good, and I want you to make me feel good. So, I want you to tell me one thing you'd like to do to me orally, and then I'm going to tell you one thing I'd like you to do to me orally, whether it's just something you want, or a fantasy."
I really was taken aback. I thought for a while, and was kind of afraid to say.
She said, "Come on now, I'm sure you can think of something, maybe I'm not as sexy as you said!"
"Okay, ready?"
"Mmm hmm."
"I want you to be on your back on my bed, with only your thigh highs and heels on. I want your neck just past the edge of the bed, and I want you to suck me off while I fuck your throat. And, I'd like to have my hands around your neck so I can feel my cock push into you if that's okay."
After I said, "fuck your throat," I wasn't sure if that was too abrasive, but that's what I wanted.
She said, "That sounds fun. I can't wait to do that for you John. Just be easy on me for a while until I get used to you all the way in my mouth and throat."
"Now it's your turn."
"Okay, after last night this is easy. After you're done, I'm going to turn over onto my stomach, and you're are going to kiss and lick my ass until it's wet enough for your tongue to fuck it. Then your tongue is going to push into my ass until it's all the way in. Then you're going to fuck my ass with that tongue until you're too tired for one more probe. Then I want you to just leave it in as far as you can while I rub myself to orgasm."