03/12/2023
When Jackie turned 30, both her sexual appetite and her insecurity about herself grew. She would ask me, “do you think I still got it”?
From the time I first saw her, Jackie was hot. Not petite, but not big. Not tall, but not short. Beautiful features, incredible legs, gorgeous face and a body that constantly made men stumble when they caught sight of her.
Tits and Ass, I would tell her…T&A. And she wasn’t modest. Although she would normally dress conservatively, she could play the part of a slut when the moment was right.
When she started to doubt herself and her attractiveness to other men, I thought it was time for her to go shopping. So my mind worked out a very elaborate plan, including me spending a few thousand dollars to modify my den.
The room itself was rather large, about 20’ X 26’. More than I would typically need. So I thought, “I could create a secret place to put my valuables, guns and other things of value”.
But what I did only added value to me and Jackie. I created a hidden viewing room. I partitioned about 6” off between 2 walls, making the room square.
The room had dark paneling, so making a door that perfectly blended-in was easy. It had its own lights, electrical outlets, soundproofing and carpeting. I made it comfortable, so someone could stay out of sight for a longer period of time.
There was room to sit, stand and stretch. And it was incredibly isolated. From the den unless you knew it was there, it was invisible. The carpeting was so that any footsteps or movement inside would not be detected. When I first showed it to Jackie, she could tell something was different, but didn’t know the room was there until I showed her.
“What’s this for”, she asked.
Then I brought her inside, turned off the lights and opened up the peep hole. The hole was about 2” in diameter and hidden from view (unless you were looking for it). And when you peered into the den, you could see all but the closest 3 feet. Now she got it.
I wanted to watch her “entertain” her company. That perked her right up! The only things left to do, which turned out to be the toughest, were to furnish the room and position everything for a perfect view.
After a couple of days of practice, Jackie could stand, sit, lay or bend at the strategic points all over the room. We were ready. Now for the bait and the victim.
We picked a Friday night for her to go our trolling. It was late Spring, so the weather was still cool enough for a jacket. She wore a long one that night. I didn’t get a chance to see the rest of the “costume”, but I knew she would manage just fine with her choice.
The place was a bar and grill by the Westin Hotel, not far from a major airport. This was a place where the clientele were businessmen that got stuck out of town for the weekend, and had to spend a weekend at a place far from home, all alone.
Our plan was for her to seduce a married guy and bring him home. Married men are more likely clean and would only have interest in a one-night stand. If they could stand up after a night with my wife, they would be lucky.
I would go to the bar and sit at one end, where I could watch the crowd. Jackie would show up a little later. Then once she scored, I would leave first, go to the secret room and wait. We put the plan into action about 7:00 pm that night.
Just as we planned, I got there early and sat at a corner seat at the bar. The crowd was light and there were only a couple of people sitting near me.
About 10 minutes later, Jackie came in and found a spot on one side, where no one was sitting and as far away from me as she could, while still offering me a good view. She had a club soda with lime and I had a Crown Royal on the rocks. Then we waited.
Around 8:00, a group of 4 men came in and picked a table just off the bar (with an obvious chance to scope out the woman sitting alone at the bar). Jackie saw them, but made no sign of recognition.
The bartender asked if she was cold, since she had her jacket on, offering to turn up the heat. She declined, saying she was actually getting warm herself. Then she heated up the room. Off came the jacket and she instantly became the desire of every man in the place. I think even the bartender moaned a little.
The dress she wore would have been seductive on any woman, but she made it sizzle. It wasn’t low cut, but being braless presented a package that was spectacular. This wasn’t a mini-dress, but with her legs, it might as well have been.
And I noticed that there was something written (like a tattoo) just to the top/inside of her left thigh. I couldn’t read it from where I sat, but I knew she put some thought into how much it would affect anyone who read it.
The sharks started circling, first from the table. One young man came up to the bar, squeezing his way in a spot right next to her, to order a drink (they already had drinks on their table, from their waitress).
He tried some small talk, but she shot him down. He went back to the table, but not looking dejected. He had some conversation with others at the table. They just continued to stare at her.
I was betting the guy would come back to try again, but that never happened. Instead, another couple of men, slightly older, walked in. One was a little chunky and obviously dressed without a mirror. The other man, looking to be 45 or so, was dressed to the hilt. Nice suit, clean shaven, hair perfect, the whole package. They sat down directly next to Jackie.
He, of course, asked if the seat next to her was taken, she said no. At first it was just conversation, but occasionally I saw the man next to her turn his head towards her every time she looked away. Maybe it was great peripheral vision, but each time she turned away, he took another glimpse.
The men had their drinks, which lasted about an hour. Then the chubby guy said he had some work to do in his room and abruptly left. This left the good looking, married (yep, I noticed the ring) sitting there with an empty glass and a lovely lady to his left.
“Excuse me, but I was going to get myself one more drink before I went back to my hotel. Can I get you something”? She acted a bit coy and a bit shy, but said yes. Then they started to talk. I could only hear a few words, as they were speaking softly and were about 3 seats away, but it was just the typical, “my name is” and , “what do you do”, and “oh, you travel for a living?” and more of the same.
Then he spun himself slightly towards Jackie and spoke in a voice so low, I could not hear. But I heard Jackie laugh just a little and hike up her dress on the side where her thigh had the fake tattoo.
I guess there was even more to read. At that point, the gentleman laughed very loudly and put his hand on Jackie’s back and shoulder. She squirmed just a little, but didn’t pull away. Then she leaned towards him and said something that could only be witty, charming or seductive. He laughed again and let his hand slip down her back a little further. Jackie involuntarily (yeah, right) crossed, then uncrossed, then crossed her legs again. By then she had him and I knew it.
I just needed a signal. At that point, Jackie dropped her cloth napkin off her lap and it must have caught on the rung of the bar stool. Being a gentleman, he slid off his stool, crouched down and retrieved it. I’m very sure that he got a chance to see whatever she had on under the dress. I hadn’t seen if it was a thong or just natural fur. So I paid for my drink and exited the bar.
I drove directly home and got prepared. I turned the thermostat up just a little. Warm meant naked sooner. I got a cold drink from the fridge and took them to my den. In my desk drawer, I retrieved a spyglass, like pirates use. This was for detail, if I needed it. Then I got a plastic pail and some face cloths (if the show was good and I jerked off, I didn’t want to make a mess).
Just as I was putting all these items in the secret room, I heard the garage door open. Jackie would either be alone or with a guy that wanted to fuck, so I got my mind ready for either.
The gentleman (I’ll call him Bob, since I never found out his real name) came into the den and looked around. I figured Jackie was getting drinks. He looked at the desk, the wide leather chair, the sofa (testing it for softness by bouncing his hand against it) and finally scoped out the room. I thought I was going to be caught when he walked right up to the picture covering the peephole and studied it for a moment.
I dared not move away, in case the movement caught his attention. But all he did was remove his tie, loosen his top two shirt buttons and spray some breath spray into his mouth. Then he sat on the desk. I got comfortable and waited for the show. It started just moments later.
Jackie came into the room with a whiskey and ice for Bob and just a soft drink for herself. I’m sure she wanted to savor and control everything, so alcohol would just be in her way. She handed the drink to Bob.
He took a fast swallow and set down the glass. Jackie got very close to him and unbuttoned her dress at the back. Then Bob reached around and pushed it off her shoulders. Like a magic act, first she was dressed…then she was naked. Bob studied her up and down, again seeing the writing on her thigh and laughing.
Jackie undid Bob’s shirt and removed it. Then he lost his belt, then his pants. I could see it was going to be difficult to get his boxers off, due to the erection this guy had. But Jackie managed, causing his hard cock to spring up and down after being released. Bob took his socks off, while Jackie walked to my desk and sat on is, slightly spread. I saw part of what it said on her thigh…TOOL and ME? As Bob was starting his upper body foreplay on Jackie, I had to read more.
I took the spyglass and had just enough time to read it before stepped in front and blocked the view. There was a tattoo-looking arrow pointing from her middle thigh to her pussy. The words read, IF YOU TAKE CARE OF YOUR TOOL, YOUR TOOL CAN TAKE CARE OF ME in two lines, one above the other. I found out later that Jackie told Bob that she sold hand tools in the area. When he first saw the writing, all he saw were the words TOOL ME with an arrow pointing up. I had to be careful not to laugh out loud…it was very cleverly done and very sexy to me.
Jackie knew I was there and that Bob was blocking my view, so she pushed back a little and repositioned Bob on the edge of the desk, so I could watch her mouth-fuck his cock. Bob really liked that, as he helped her move by grabbing her hair and moving with her in and out. It was a nice cock and he had very little foreskin. Jackie had his balls in both hands and was fully in control.
When Bob started to give signs he was ready, she calmed him down and sat him on the chair. She faced him and slowly slid her wet pussy down on his erection. Old Bob was getting the fuck of his life. I started to stroke in sympathy with Bob. I was wondering who would cum first. Jackie had her first orgasm, small, but intense. Bob almost lost it, but Jackie controlled him.
Now she needed a change of position. She thought doggy-style and Bob complied. Now they were at the desk, closer to me and in better view. Thanks, Jackie!
Jackie managed to find the perfect angle and Bob slammed his rod into her. Because Jackie was dripping wet and Bob had huge balls, his stokes made a slapping sound when they banged against her and a kind of slurping or popping sound each time he pulled out. It sounded like “bang – slap – bang – slap – bang, etc.).
He was pumping like a mad man and she was pushing back, making sure she got every inch of him. I couldn’t keep pace with Bob, and shot my load into the towel I held in front of me. I was just wiping off when Bob let go…..”Here I go”, he screamed and Jackie timed her orgasm perfectly. Those big balls did their job, because I could see Bob’s asshole puckering each time he squirted and Jackie was done cumming long before him. When he finally pulled out, there was a cum-stream dribbling on the floor between Jackie’s legs.
I was milking the rest of the juice from my cock, so I didn’t see how Bob converted back to the gentleman that we both saw back in the bar. But after some time, I heard the garage door open and close again, knowing that Jackie had to drive him back to his car. I went up to bed and waited for Jackie to come home, repeat all the night’s details, then fuck me too. But I dozed off.
I’m not sure what time Jackie came home, but the light coming through the curtains let me know if was morning. “What happened to you?” I asked, “are you alright”. “I’m better than alright. I’m fucked and re-fucked”. I guess old Bob still had some charm (and jizz) left when she took him to his car. She ended up following him back to the hotel and doing him again.
She was sure I would be ok with that. But she hadn’t thought how concerned I’d be, so she spent the next hour or so sucking and fucking me, telling me how sorry she was to worry me.