Chapter 17: Experts at Awkward Situations

Saturday morning, we initiated a speaker call to Connie on my cellphone. She answered and we asked if she had time to talk. She did.

Allie started, “Last night, my Amy Cox ‘date’ was Gordon Lawton, if you recall. Chris had his usual Friday date with Diana Rhoads as Adam Nice. Well, as it turned out we were both meeting them at seven p.m. in the lobby lounge at the Intercontinental hotel. Once we got there to meet our ‘dates’, we broke apart to different seating areas. There were lots of other people around.”

I picked up the thread of the story. “Well, our ‘dates’ arrived separately about two minutes apart. They saw each other and it turns out that they knew each other. Diana’s ex-husband had introduced Gordon to her a number of times at various business and social functions they were attended. They were friends.”

Allie said, “It took the two of them about one second to realize that the other – one of us – was with an escort. Diana even teased about it. She initiated drinks and dinner together as a foursome.”

I spoke, “And that foursome continued for the rest of the evening in Gordon’s suite at the hotel. We had a rather exciting group sex party, and even left Diana in Gordon’s arms around midnight. We were very well rewarded in our tip for the evening.”

Allie said, “One thing I did was take on the role of Gordon’s wife. I guess she’s gotten pretty strait-laced and is not interested in sex in any manner, and certainly the way he would hope. Well, last night his ‘wife’ turned into a complete slut. I’ll write it all up in my usual report about my ‘date’.”

Connie had started laughing. She finally spoke, “Well, I’d say that you two weathered what could have been a very awkward situation. Congratulations. It sounds like all went well. Should I contact either of them?”

“It wouldn’t hurt. You might even say that you might be able to arrange something similar again. They were both interested in each other and in the group sex. My guess is that Diana stayed over in his bed and that they fucked again this morning after he recovered a little. Amy Cox taxed his abilities last night.” I chuckled.

Connie said, “I’ll touch base with each of them early next week. Say, since you’re so talented, I have another unique request that could be awkward but now that you have some skill at diffusing things, you might like it. One of you was picked from our website line up.”

I said cautiously, “We have a track record of one situation, that’s not much.”

Connie ignored my qualms. “Does the name Brent Middleton mean anything to either of you?”

We both audibly gasped. I spoke first, “Hell, yes. He’s our sociology professor at the university. I have him for my one elective this semester, and so does Allie. It’s the one class we have together.”

“Good to know. Brent and his wife Mary have been good clients for years. About four times a year they like to engage in some couple sex with another couple. They like to swap around, back and forth, create threesomes, and even gang up on one of them. The pay is good, and they tip well. Neither of them is into BDSM. Chris, there is some of what I call ‘light same sex’ sex between the men. Allie, Mary definitely likes to be bisexual.”

Allie asked, “What’s she do for a job?”

“Mary is ... I forget, let me see...” We could hear computer keys clicking. “Mary is an investment banker. They want a recent STD testing before the encounter. They’d like to have a ‘date’ a week from tonight; five o’clock at their home, drinks and dinner, and then sex.”

Allie laughed, “Good and I hope this goes well. We’ll get tested at the university clinic on Monday or Tuesday. We’re due for a routine test anyway. Connie, please make sure he knows that you’re sending him two students who are in one of his classes. Tell him we’re eager, but wanted to be sure he knew about the potential conflict of interest.”

Connie was also laughing. “I’ll be sure to tell him but I won’t tell him your real names, at least to begin with. Don’t approach him this week. Let him wonder which two students of the many he faces are the two that are going to fuck Mary and him. Just be normal bored students. On Thursday afternoon, I’ll send him a link to that porn video that Adam Nice and Amy Cox did. We’ll see whether he recognizes the two of you.”

We both laughed. “That’ll make our Friday morning class especially interesting.”

Allie and I sat together in the Monday, Wednesday, Friday, eleven a.m. class. We were far from the only couple, plus there were about a hundred in the large amphitheater-style classroom, making it difficult for anybody to make obvious linkages between class members.

Monday, we got a chance to assess Dr Middleton in a more professional manner. He was around fifty-years-old, tall, hale, and seemed athletic. He had a tan from some outdoor activity and wasn’t afraid to move around the entire classroom in leaps and bounds as he was lecturing and making points. He was an animated teacher with a great sense of humor. Some of the slides he used were even cartoons, mostly from the Sunday papers, but they brought to the fore some point he wanted to make.

His Monday lecture amplified on some of the readings we did over the weekend, this time on various models for the family, especially in western society. He’d blown apart the idea of the nuclear family as the one stable model in society, and was talking about the causes and ramifications.

While Middleton tried to look at each student during the class, both Allie and I felt that he had new assessment criteria for who was sitting there. We made sure not to stand out any more than normal. We weren’t in the front row, and some of the girls seated there must have felt their grade depended on their cleavage or flashing their pussies at him. We thought that would be a diversion from the truth.

Wednesday class wasn’t different, but on Friday morning we knew we’d been discovered. Connie had sent the link to our video the day before and blind-copied us on the email: ‘This link shows a video of the two students that you’ll have visiting with you on Saturday evening – Adam Nice and Amy Cox. Enjoy. Connie.’

Dr. Middleton often called on class members spontaneously, sometimes by name and sometimes by some distinguishing characteristic, such as a red shirt. He fired off a question, “Adam Nice, are you here today? Can you answer that?”

I tried to maintain a neutral expression and didn’t respond. A long silence transpired, and people in the class started to look around at each other.

Middleton pretended to look at his roster. “How about Chris Reed? Want to take that question?”

I fired back my opinion about the answer and got a favorable comment from Middleton in reply. About two minutes later, Amy Cox had a question thrown at her, but she apparently also wasn’t in class. Allie Shaw was called on next, and she gave a credible answer that showed mastery of the material.

Neither of us made anything further of the Q&A with us, but it did show that we’d been identified as well as our alter-egos. Allie wrote a note in the margin of her notes and got me to see what she was communicating: ‘DISCOVERED!!!”

Dr. Middleton stood by the door as the students filed out of the classroom. That was a little unusual. He commented to Allie and me about our ‘good answers’ to his questions. We were deferential and made a favorable comment about him and the class and left the room as other students exited with us. In part, we wanted to show him that we intended to respond no differently to him after our ‘date’ than before.

We had email boxes that were uniquely available through Connie’s business. They were for Adam Nice and Amy Cox. That afternoon, we had an email from Brent Middleton confirming our invitation for cocktails, dinner, and ‘conversation’ at their home the next evening. We already had the address, but he confirmed it. I RSVP’d for ‘Amy’ and ‘Adam’.

Saturday, we had a lot of laughter as we prepared for the visit to the Middleton’s home. Allie assembled the makings for the perfect ‘Naughty Schoolgirl’ costume with some help from her sorority sisters. It was getting close to Halloween, in any case.

Allie wore Mary Jane shoes, white knee socks, a very short plaid tennis skirt, a white thong that was pretty much see-through, a white button-up blouse about four sizes too small for her so that the buttons bulged, a small necktie, and small vest that her breasts pushed aside. She skipped wearing a bra. She put her hair into two blonde pigtails at the back of her head with red hair ribbon bows to hold the ends in place. She used a little light blue eye shadow, and some other makeup, and she looked like a sexed-up parochial school girl.

There wasn’t much I could do to look like a parochial school boy. I wore my usual loafers, slacks, and a sport shirt. I did elect to go commando. I also took a dozen pictures of Allie for posterity. I sent a couple to Connie, and got a huge smiley face back.

We pulled in the driveway at the Middleton’s home, and went to their front door. There was another car there, but I thought little of it. Allie knocked and adopted her Amy Cox personality.

Mary Middleton opened the front door and sized up Amy from head to foot. She burst out laughing as I came up behind Amy. “Oh, you’re wonderful. This is perfect for Brent. Come in. Come in. I’m Mary, by the way.” We shook hands.

The Middleton’s had a two-story modern home built into a hillside that sloped down to the river that ran through town and even past the university campus. Their artwork was also modern and even over the top. Brent and Mary were doing very well for themselves.

Mary led Amy into the living room. She said to her husband, who we instantly recognized from class, “Brent, one of your students is here to see you. Apparently, you aren’t communicating as well as you think to your students. She has questions.” She grinned and stepped out of Amy’s way, thereby revealing Amy in her costume to her husband.

I watched the performance. Amy strode up to Dr. Middleton and stood pigeon-toed in front of him in a shy manner. “Professor Middleton, I just loooooove being in your class. You’re such a brilliant man ... and I get turned on every time I see you ... like sexually. You light my torch ... and make my panties wet ... about learning more ... about sociology.”

Brent had started to chuckle. “Why thank you, Miss Cox.”

“Last week, you talked about marriages and traditional relationships, but you didn’t talk about ... sex. I really like sex, and I wanted to know what all those people you referred to – the people in different kinds of relationships, I wanted to know what they do about having sex with each other. Do they do it often? Do they involve other people? Do they have agreements with each other so that when they do have sex with other people that it’s all right and nobody gets their nose out of joint? I have lots of questions, see?” She sucked on one of her fingers in a suggestive way.