Endgame 3

"Endgame: the final stage of a game, negotiation, or endeavor"[The Free Dictionary].

There always is a conclusion to any complicated human activity. Some people have an endgame in mind before they start on a quest -- others are clueless about how a project or enterprise will conclude and just deal with whatever comes along. Some examples:

-Student A identifies an endgame in terms of a future profession, and then determines the steps needed to be able to work in that profession. If she wants to be a lawyer she takes courses that require her to develop logical thinking, joins the debate club in High School and/or college, and reads articles in the newspaper or on line relating to lawsuits in sports, business, and involving celebrities. Then she takes the LSAT before graduation from college, attends law school, and goes to hear Supreme Court cases argued, or to observe trials in local courts.

-Student B does whatever interests him at a particular moment in time. His school work and extracurricular activities aren't focused. In essence he expects the final outcome to be a surprise. His goals shift as he progresses through life, and he may spontaneously come upon what he enjoys, or he may end up directionless and unfulfilled.

The above are just two of thousands of examples. The basic proposition is: Do you plan ahead evaluating what the possible outcomes of an endeavor are and develop an endgame? Or do you just go with the flow and hope that the outcome is what you would like it to be?

I, Vivian Peters, am a planner. I wasn't always, in all facets of life, but in my experience the problem with a spontaneous strategy is that it seldom leads to the most desirable outcome. That is why I almost universally have a final outcome in mind -- that is how the endgame plays out.

# # # # #

I'm not going to bore you with my love life before I got married, or describe what I, Vivian, and my husband, Ralph, look like; use your imagination. You can think of me as an Amazon with DDD boobs, or a 4 foot 10 little mouse with AAs; with the sex appeal of Emily Ratajkowski, or the repulsiveness of Rosanne Barr; a six pack, or a pouch; a sweet cunt, or a fishy one; a bubble butt, or a squishy ass! None of that is relevant because people of all shapes, sizes, and attractiveness either plan their endgame or go with the flow, and that's what this story is about.

Ralph and I were -- I really believe -- in love; the problem that I had was defining exactly what being in love meant? I enjoyed Ralph's company, we liked going together with just us two or in a group to concerts, plays, and ice hockey games, or just watching TV sitting next to each other on a couch. We treated each other well and were neither bitch nor bastard; and we had frequent sex, but no kids. We planned to ultimately have kids, but it was still a ways off at the time that Ralph and I, both 28 years old, had been married for seven years.

Seven years -- about the time that the proverbial "itch" supposedly hits.

It hit me.

It wasn't that my sex life was bad -- it wasn't -- it had just become too predictable; it wasn't as "exciting" as it once was. I had always had a higher libido than most of my female friends and I wondered what I could do about my present lack of exhilaration.

Being a logical thinker I first investigated spicing up my life with Ralph. However, Ralph didn't seem to have any interest in role playing, sexy lingerie, whipped cream, or other supposedly classic ways of enlivening the bedroom experience (or fucking in non-traditional venues). I tried the spicing-up routine for about nine months with no success. That is when I made the conscious decision to have an affair.

Since it was a conscious decision I looked at it analytically just like everything else in my life since I was in my early teens. I had the following goals:

1) a partner that I was sexually attracted to (the most obvious objective);

2) a partner that had as much to lose as I did, probably meaning that he was married to someone that he loved;

3) a partner that would not "fall in love" with me, but would rather just enjoy recreational sex without emotional involvement;

4) a partner and situation where I could terminate the affair without complications within ten-sixteen months, since after that time I would be interested in starting a family with Ralph;

5) a partner who I knew had no STDs since condoms would partially blunt my enjoyment;

6) a partner who was not friends with Ralph and whose wife I wasn't friendly with;

7) a partner who had a history of being discreet; and

8) a partner who had a reasonably flexible schedule so that rendezvous could sometimes be spontaneous, and who didn't have to pinch pennies.

After making this list (on my both complicated-password and biometrically protected computer) I realized that this was a tall order, so that I needed to get going. Fortunately, Ralph and I have lots of activities and are members of a number of social organizations, and belong to different national health clubs each with several different branches in our metropolitan area. I had seen a number of interesting guys in each of these situations and venues but not having "looked" before I didn't know much about them. I did make a list of ten guys whom I had previously met or at least noticed, most of whom I only knew the first name of or didn't even know that and had to describe them in other ways such as "short-shorts guy at Planet Fitness on Elm," or "Jim Preston's club tennis partner."

By working my social network, keeping my eyes and ears open, doing Internet searches, and even on occasion pretending to be a health department employee, over the next few weeks after making up my list of objectives, and list of known possibilities, I had a good grasp on what I needed to do.

Fortunately, my work schedule offers ultimate flexibility. As long as I get the job done I can almost work whatever hours, and in whatever location (even though I do have an actual office in a downtown building), I want to. Therefore I had plenty of opportunity to network with the ten guys that I had identified.

It was fairly slow going, but enjoyable, interfacing and usually flirting with potential targets. After a few hours of talk at different points in time with potential targets, I had jettisoned six as unsuitable for one reason or another, had no chemistry with two, and had an embarrassing conversation with one, a guy who I'll call Walt.

While bringing up the details of the embarrassing conversation will cause further angst I feel obligated to report it since the follow-up is important to my story.

At our country club's pool Walt had just arrived after a round of golf. Bikini-clad, I sashayed over to him and asked if the seat next to him was taken or reserved.

"Absolutely not reserved, Vivian; have a seat," he smiled.

"So how was golf today Walt?"

"How did you know that I played?"

"I saw you walking from the links to the locker room earlier, just before I decided to come to the pool."

"So, you were spying on me," he chuckled.

"Would that embarrass you if I was?" I asked, removing my sunglasses and staring at him.

"No, but why would you?" he chuckled.

"Maybe I think that you're sexy; is that too forward?" I replied with an evil grin.

"Don't tell my wife Mabel that, she's the jealous type," he chuckled.

"Are you too afraid of her to flirt -- or maybe even go a few steps further -- with me?" I responded in my most sultry voice, and running the nail of my index finger over his bare arm.

"Not afraid -- it's just not in my makeup; I'm a seriously monogamous guy," he firmly replied. Then after a pause he continued in what seemed like a joking manner "Are you just going to lay by the pool all day trying to pick up guys or are you swimming? I need to take a dip." With that he jumped off his lounge chair and dove into the pool. Adding insult to injury he splashed me as he did so.

That was such a blow to my ego that I almost abandoned my plan to have an affair right then and there, especially since I had only one guy left on my list. I put on my cover-up and while re-evaluating I walked out of the pool area toward the clubhouse. My chagrin was such that I wasn't paying as much attention as I should have to where I was going. When I turned a corner I ran right into Jim Preston and his tennis partner. I was almost knocked to the ground but the tennis partner caught me.

The three of us exchanged apologies, and once it was determined that we were all OK Jim said "Vivian, I don't know if you've ever been introduced to my tennis partner, Jared White. Jared, meet Vivian Peters a long-time friend of mine."

Jim's tennis partner was the only one on my list that I hadn't interfaced with yet because I had no knowledge of him except as Jim Preston's tennis partner, and he wasn't a member and only came with Jim once in a while to play at the club. I simply hadn't had the chance to meet him. I considered it a good sign that I literally ran into him just after my most humiliating experience.

The three of us chatted for a while and then Jared said "Jim and I were going to change and then go to the bar; care to join us?"

"If I wouldn't be imposing," I smiled.

"No, please do," Jim replied. "Meet us at the club bar in 15 minutes."

"I will," I smiled, "and thank you for inviting me," I continued, running my hand over Jared's arm as I said that. As I sashayed away I got the distinct impression that Jared -- and maybe Jim too -- was/were watching my ass. I didn't turn around and confirm it, but I've felt eyes on my posterior before so I convinced myself that this was another good sign.

# # # # #

I had a great time at the bar talking with Jim and Jared. Without being too obvious to Jim I did do all of the "vamp" things to attract Jared that my older sister had taught me. These included staring into Jared's eyes when he was talking, occasionally flipping my hair over my shoulder with a head twist, "inadvertently" bumping into or touching him, and the piecé de résistance, moving my lips in a sensuous manner when eating or drinking while making eye contact.

Jim -- I'm sure inadvertently since he was friends with Ralph -- gave me some alone time with Jared by bugging out after twenty minutes or so since he had to meet his wife for bridge; I offered to sign for the check; he objected but I talked him into it.

I ramped up my flirting after Jim left, and I could tell that Jared was interested. We interacted for a total of about an hour before we both had to leave. During that time I compared Jared to my affair/endgame list. He met all of the criteria that could be determined in a first meeting, namely:

-I was definitely sexually attracted to him; in fact, he was actually the best looking of the ten initial candidates I had listed.

-He was married and had only good things to say about his wife (he showed me a photo and she was very good looking), except that she travelled on business more than he would have liked.

-His high-paying job required a security clearance and he exhibited pride in his ability to keep a secret.

-He had never met, or even seen, Ralph; and his work schedule was almost as flexible as mine was.

When we parted we actually hugged -- I could tell that there was some activity at his crotch -- and when he said "Maybe we can get together for lunch some time," I quickly replied "How about noon Wednesday at Non Solo Pasta on the corner of Elm and 23rd, which is close to both of our offices."

Jared smiled broadly. "See you then."

I was loaded for bear Wednesday. I worked from home in the morning so I dressed much more provocatively for my luncheon than I would have if I was going into the office. I chose the lipstick and eye shadow colors that according to my bible (Cosmo) were the most sexually stimulating.

Jared looked great when he arrived. We hugged as we greeted each other. I had called for a reservation, and knew the manager, so we got a decent table, a little isolated from the major hubbub. From Jared's body language I got the distinct impression that he was as interested as I was -- that we both merely needed to see if our endgame was the same.

After a very flirty, funny, and intriguing lunch I decided that being bold was the right approach. After I insisted that we split the check I said "Do you have time to go to a local park for a discussion that I don't want to have in a restaurant?"

"Can I meet you in Grant Park in an hour?" Jared asked. "I have one issue that I have to deal with at work."

"No problem," I replied. "I can work on my laptop in my car until then."

We hugged goodbye; I drove to Grant Park and got a good parking space, and worked on my computer until I saw Jared alight from his vehicle.

Arm-in-arm Jared and I walked to a remote, isolated, area of the park, and sat on a bench. I got right to the point. "If at any time during my soliloquy you aren't interested stop me and we can part as friends," I pointedly said.

"OK," he replied with a wan smile.

"I have a sexual attraction to you, Jared. I would like to pursue it but only on certain conditions." I waited for an objection; I got none, so I continued. "I'm interested in recreational sex, probably for a period of ten-sixteen months with maximum discretion so that no one else ever finds out. At the end of that time I want a clean break. I have no intention of falling in love with you, and I don't want you to fall in love with me. This is purely a cherry on the top of the sundae of my life. Do you have a reaction?"

Jared stared at me for what seemed like a long time. Then he shinnied closer to me, gently pulled my head toward his, and planted a truly passionate, toe-curling kiss on my lips. The kiss lasted a long time, and I responded in kind. When we finally broke with a smile he said "I needed a little indication of compatibility. I liked it."

"Now that we've had that preliminary I suggest STD tests as the next step," I brazenly replied.

"After that, how do we communicate?" he asked.

"Draft emails," I quickly responded. When I saw a blank look on his face I said "I'll teach you; now about the STD tests..."

When we got back to the parking lot I showed him a new password-protected email account that I had set up using a computer at a library remote from my house and office. "You do a draft email in this account -- but never send it," I instructed after giving him the password. "I'll leave a draft email for you after my STD test comes back. You sign-on to the account in a few days, check the draft folder, cancel what is there, and write your own message. I'll access it later and review the draft folder. We never, ever send an email from this address; we only leave draft messages, and we never use a name or any identifying information in the draft emails."

He smiled, and kissed me again. It felt good.

Thursday we went to different labs to get STD tests. I composed a draft email in our secret account saying that my results would be back Tuesday morning. He responded a few hours later that his would be back Tuesday afternoon.

I posted my "all clear" results in the email draft folder Tuesday at about 11 a. m. He posted his "all clear" at about 2:30 p. m. At about 3:30 I deleted his post and asked "Thursday, noon, Hilton Suites on Route 50?" At about 4:00 he deleted my post and wrote "On board!" with a smiley emoji.

# # # # #

I expected to be nervous when I showed up at the Hilton Suites at 11:58 on Thursday; for some reason, I wasn't. I just felt excitement. When Jared saw my car pull up he went to the driver's side, without any facial expression handed me a key card and said "Room 1210," and then walked away, toward the other end of the building. I went into the main lobby, walked toward the restaurant and checked all around to make sure that no one I knew was there, and that no one was following me. Then I took the elevator up to 1210. Jared arrived a few minutes later.

"I've been really looking forward to this," he grinned.

"Me too," I chuckled. "No reason to waste time is there?" I rhetorically asked as I dropped my dress to the floor, quickly undid my bra, and pulled down my panties. Jared's eyes got as big as baseballs by the time that my panties hit the floor, and although he had had more clothes on than I did, he undressed in about the same amount of time that it took me while staring at my naked (except for an ankle bracelet and high heels) body.

By the time that Jared's boxers hit the floor his cock was sticking straight out; it was the first uncut one that I had seen live and I do believe that I unconsciously licked my lips as I stared at it. It looked to be a perfect length and girth, and I couldn't wait to play with foreskin for the first time in my life.

We kissed only briefly while I manipulated his testicles and he mauled my tits; then we got down to business.

I was on the bottom and he was on top offset 180° from me as I hungrily started sucking his cock while massaging his balls and he started attacking my slit with his mouth and fingers. I quickly became fascinated by how the foreskin glided back and forth, and I could tell that it was sensitive by the little chirps of joy that left Jared's lips when I reciprocated it first with one hand, and then with my lips. I was having fun -- that is until he sucked my engorged clit into his mouth like he was a vacuum cleaner. I came so hard so fast that I almost bit down on the cock in my mouth; fortunately I was able to extricate it otherwise it could really have ruined the event.

Jared didn't give me any time to recover from my orally-induced orgasm. He quickly rotated 180° and his uncut meat slid into my pussy before the last note of my high-pitched climax scream echoed off the ceiling. I was surprised that he was able to bury his meat in one stroke, but I guessed that the combination of the concentrated lubrication from my orgasm, combined with the gliding action of his foreskin, made entry easier.

Jared pumped like an oil derrick as I grabbed onto his shoulders, palpitated my pc muscles, and bucked upwardly. It wasn't long before he started groaning and I felt hot pulses of man cream washing the walls of my vagina. His ejaculation might have been premature except for how hot I was, and I came again shortly after I felt the second pulse, even harder than during my orally-induced climax.

Despite how fast our copulation was, because of its intensity we both had a light coating of sweat on us, which at least in my case seemed to enhance the experience. After a significant aftershock vibrated through our nerve endings, Jared withdrew and lay next to me.

"Wow -- that might have been the most animalistic fuck of my life," he chortled.

"Right back at you," I snickered.

"Were you in heat?" he laughed.

"Probably," I replied. "I'm not sure exactly what came over me, but I definitely was not in control."

We had some more pillow talk for a significant period of time until his eyes suddenly opened wide while he manipulated one of my nipples. After I saw his eyes open wide I looked at his cock. It was twitching. "How about another more leisurely copulation?" he inquired; but I was way ahead of him. By the time that the word "leisurely" was coming out of his mouth mine was on its way to his cock.

I sucked his cock hard while he groaned and teased my tits. Once he was hard before I could mount him he said "back seat driver." I must have had a blank look on my face, because I didn't know what he meant, so he chuckled "Just follow my lead."

Jared got up, held my hand and we both alighted form the bed. He sat down on the mattress with his feet on the floor, and then pulled me into him, with my back to his chest. It took a little maneuvering to get me into position to sit on his cock, but once I did the feeling was magical. As I slowly lowered myself onto his upright appendage he grabbed my boobs and started molesting them. Once I was completely penetrated I started bucking up and down while simultaneously moving forward and back, while Jared tried to match my movements out of sync by 180°. This was a very enjoyable position, which allowed him unfettered access to my tits, and me to his testicles.