Chapter 3: More Preparation with Taylor

Monday, I was pleased to see that Taylor arrived at work in her new, ass-hugging slacks and her glossy black high heels. The blouse she wore was new, and I hadn’t seen it. She went shopping by herself over the weekend. It showed cleavage. Fuck, yes. Taylor had a sexy chest ... and tits! Why had she been hiding all her beautiful assets?

Also, for the first time I was seeing her lustrous hair in a twist rather than a bun or some modified ponytail. Taylor also wore make-up, although it was a little over done in my opinion. I had an idea and made some calls during a couple of breaks in the morning. Over lunch, we went to a store specializing in make-up named Blue Mercury.

Taylor sat on a stool in the store, and one of the make-up clerks and I critiqued her new look. Some of what she’d put on was removed, and Anne, our clerk, applied some new touches to her eyes, brows, and cheeks. The changes were startling when added together. Anne kept a running commentary on how to use and apply make-up, Taylor’s skin tones, colors, contrasts, and more. Everything was custom to Taylor’s skin tone and texture.

I got to the register first, and put $350 worth of make-up for Taylor on my credit card. She looked chagrined but went with it without much argument. Taylor protested. I explained that if she wanted to become someone that I would consider girlfriend material, then I was the one that was going to spend the money on her to make her that way. We argued and she lost, but won in a way.

As we left the store, man after man that we passed on the street turned to look at Taylor. She was abso-fucking-lutely gorgeous, yet with a natural look about her. I would try to remember all the terminology that Anne had used as she dashed here and there doing her magic with mysterious colorful chemicals. As we entered our building, I called Taylor’s attention to all her admirers. She’d noticed but didn’t know what to do.

“Taylor, you did exactly the right thing. You held you head up proudly, and continued to walk and talk to me with purpose. What would have done if you were alone and a man stopped you and asked you have a coffee or drink with him?”

Taylor gave me a blank stare. She never imagined that possibility.

I laughed, “I must school you about pick-up lines and responses and your options. Think of your responses in a spectrum from a solid ‘no’ to a definite ‘yes’. We’ll talk more after we get some real work done.”

I gave her a polite hug in the elevator and we went back to desks.

We were quite busy the next few days so didn’t get a chance to do much in the way of prep until I’d delivered on the ‘ten tough cases’ that Harrison had given me. Noteworthy, I learned a week later, was that Gordon Vega had his job offer retracted. He’d never know why or who put the finger on him as a total fake.

Friday, I had flowers delivered to Taylor at work. They were a thoughtful bouquet and the card said, ‘Just thinking about you. Thank you for being in my life. T. B.’ I heard the delivery man and her squeal when she learned that they were for her. I could hear the wrapping being removed and such before I went to the door to my office to see what was happening. She was reading the card.

She did look really sharp today. She had a plaid skirt on that came to mid-thigh and a relatively snug top that showed her form. She was wearing heels again, and that made her legs look really shapely. She was really attractive.

She looked at me and said, “I got flowers ... from T. B.” Her look suggested that she hadn’t yet figured out who ‘T. B.’ was yet.

I grinned and blew her a kiss. I said, “Hmmmmm. Temporary Boyfriend, huh.”

The lightbulb clicked on over her head. Taylor ran across the space between us and hugged me. She held on, but pulled back. “Thank you so much. I’ve never gotten flowers before.” She was almost about to cry, and she was obviously very emotional about the event.

I said in a sincere tone, “I meant every word on the card, too.” I hugged her.

Friday night, I had a date with Katie Ferguson, a previous client in an HR department who’d changed jobs to a local company. She was divorced and horny. Dinner was a late pizza delivered to my condo after we’d been fucking for two hours. Katie answered the door naked and in heels. She seemed happy to display her wares to the eighteen-year-old delivery driver.

Katie stayed the weekend, and I was a basket case by Monday morning when she left after ‘one last fuck’.

Monday was busy, however, I asked Taylor to an informal dinner. We ended at a small bistro in my neighborhood. She seemed very happy to be my date.

After we had our drinks, she asked, “I want to know how you make love to two women in your bed at the same time. You told me that you had Monica and her best friend a couple of weekends ago. How did you do that?”

I tried to think how to best answer her. I started, “Emotionally, I have to spread my affections between two women, and try to do it so that neither becomes jealous of the other. The two women made that a little easier, plus Monica had set up the threesome, so Macy didn’t seem at all miffed when I was with Monica.

“Let’s see; we took turns. I did one and then the other. Sometimes, they were side-by-side and I’d switch back and forth between them in the same round, plunging into one and then into the other – back and forth. In that case, I could also finger the girl that I wasn’t fucking in order to keep her on edge.

“Another way we did it was that I’d lie on my back, and one of them would get my cock inside them and start twerking or moving up and down on it. The other girl would mount my head so I could eat her pussy. One we all came at once. That’s rare, but very nice.

“Lastly, one of them would lie back, the other would mount her face to be licked while I fucked the one in the supine position.”

Taylor gasped, “They were best friends!”

I shrugged. “So, what? They liked to have sex with each other and seemed really good with each other. When I was resting up, they’d play together sexually. It was very stimulating to watch, I might add.”

I watched Taylor blush.

“Taylor why are you blushing?”

“The language and terms, and the situation. I’m not used to them.”

I thought a moment and said, “Tonight, when you get home, I want you to watch some porn, specifically, I want you to watch a couple of short videos where two men fuck one pretty young lady. I want you to think that’s you. We’ll go to dinner tomorrow night, and I want you to tell me about the event as though it had been you and that you enjoyed every second of it. I want you to use graphic and crude terms. That’s also called ‘dirty talk’. I want you to learn the vocabulary and also how to tell a short story using those terms.”

Taylor looked embarrassed but promised to do it.

Over dinner, I got Taylor talking about growing up in a suburb of Rochester. I asked her about her schooling and even her summer jobs. She got me talking about growing up on Long Island, college, and then why I chose Boston.

After dinner, I escorted Taylor to my bachelor pad. She was all eyes as she came into the apartment. I had about three times the square footage that she did, and more coordinated decorating and furniture. I’d even fucked the decorator in the living room after she was through with the apartment. We’ve been friends-with-benefits ever since.

I showed Taylor around. She studied the king-size bed, even pulling down the sheets to study the color and texture. I invited her to probe in the bedside cabinet drawers. She brought out the vibrators, lube, and a couple of other sex toys that I sometimes use on my visitors.

Taylor poked around in my bathroom a bit, even noting my cache of new toothbrushes for visitors. She just pointed and grinned at the idea. She approved.

Back in the living room, she eyeballed every book on my shelf unit, and then poked around in my kitchen. As she did, I decided to tease her. I said, ‘Last weekend, I fucked a girl named Katie as she lay back right where your hand is on that counter.”

Taylor snatched her hand off of the counter like it had been blazingly hot. She then studied the area, but it was just a nice, clean countertop. I roared with laughed and finally she did, too.

I called for an Uber to take Taylor home, and saw her off at curbside with an affectionate but chaste hug.

Tuesday evening, we got sandwiches and drinks off a food truck parked on Arlington. The weather was nice, so we sat and ate and chatted about our work. During the day, I’d shown Taylor how to use the facial recognition software I’d downloaded, and we talked about how it had revealed the hidden life of Gordon Vega, a.k.a. George Vogel. She was eager to give it a try.

I announced that I wanted to hear about the threesome that she participated in the night before. I looked expectantly at her to encourage her dirty oration.

Taylor made a mock swoon. “Oh, God, having two men at the same time was so wonderful. They took me to dinner at the Top of the Hub, and the two men fawned all over me with little kisses and touches all night long. I got so horny and wet. Then we went back to Pete’s penthouse apartment over in Cambridge. He has a view of the whole Boston skyline from his living room.

“As we were standing there taking in the skyline, Tony came up behind me and started kissing my neck and running his tongue up my neck and into my ears. He was so sexy, and he had his hands moving around my body, even holding my covered breasts in his hands. I could tell he wanted me. I wasn’t surprised when Pete came in front of me and also kissed me – French kisses that really turned me on. I was flooding out the area between my legs. I worried about my odor and then whether I’d leak onto my dress.

“One of the men toyed with the zipper along the side of my sexy dress. I just smiled and nodded, and he slid it down to my hip. The front of the dress became loose, and just seemed to glide off of my body. I was naked underneath. In anticipation of just that moment, I’d gone commando. I couldn’t wear a bra with that dress anyway and panties seemed like such a waste of time when I’d be with two hunky men that I wanted.

“I rubbed the men’s crotches, and in seconds had two hard cocks in my hand. God, they were both magnificent – so big, so firm, and so fully packed with goodness for me. I knelt and sucked on both of them. I was amazed that they each got harder and longer. Somehow the men also lost their clothing while I was doing that. We somehow migrated to the sofa in the dimly lit room. Right after that Tony started tongue-fucking my cunt as I sucked on Pete, who toyed with my breasts and stroked my upper body. Tony gave me an orgasm and he’d licked up so much of my wetness.

“They helped me lie back, and the next I knew Pete had his man meat sliding into my snug little pussy. I was sucking on Tony, and tasting the juices that he was emitting – his pre-cum. Fuck, the men started switching back and forth. It got so that I couldn’t tell exactly who had their cock banging inside me and who I was sucking on. It was all so divine. I loved it.”

Taylor stopped and did an aside, “Am I doing all right?”

I gestured for her to continue without saying anything. I did grin at her so she knew that I approved of the story she was recounting.