After that first, hot, bareback "date" with my brother-in-law JT, I knew there would be many more. I also knew that, per my wife's "punishment" arrangement, I now had ample opportunity to dream up additional debauched scenarios. During this time, I was practicing a crude form of semen retention, wherein I would masturbate to the point of almost orgasm, but then hold back. This was in part because I was so turned on by the fact that we were living out my most lewd fantasies. At the same time, it was also driven by my desire to have a nice big load ready whenever I got the opportunity to reclaim my wife’s used pussy. 

That first morning after, I was getting erect, thinking of where we might be able to take our experiment in the lifestyle. Anne and I talked about it, and she let me know firmly that she enjoyed spending time with JT. She wanted this little fling to be different from her past indulgences. She wanted to be JT's girlfriend, at least for now. We knew that he was moving to Florida permanently, in about a month, so part of me felt like this would be relatively harmless. However, I wanted to still assert my place in the relationship, so I reminded her of her punishment and got her to agree to some rules. Most importantly, they couldn't go anywhere together that would possibly make this visible to the kids, and my wife still had to make me aware of their plans, and most importantly, service me whenever she and JT were apart.

Over the next three weeks, my wife had managed to get with JT five times. Unlike her previous dates with Pete, Chad, and Jorge, Anne's experiences with JT were different. Because we both already knew him, and he lived close by, my wife didn't really dress up or go to any special locations with him. Generally, after the kids were safely in bed, my wife would simply head over to JT's apartment wearing whatever was weather appropriate. Given that it was Autumn, she would usually go over wearing jeans and a sweatshirt and would come home a couple of hours later full of JT's cum. JT never did get over his habit of cumming really quick, so even if he and my wife got busy multiple times, which they usually did, she still was never home too late. And of course, after each of these dates, I got to reclaim my wife's slutty pussy after she filled me in on the lecherous details of their fuck session.

One session still stands out, as it was the session that set the stage for our big farewell to JT. It was one of the few times that JT really was interested in what my wife wore, which I think in part was due to some of his own fantasies and fetishes. JT and my wife were set to have a get-together on a Thursday night in November, about two weeks before JT was to leave for Florida. I believe it was her second to last date with him. I remember him texting me, asking for my wife's shoe size. When I texted back, asking why, he simply called me to explain that he had a fetish he wanted to satisfy with my wife. I was intrigued, to say the least. His intention was to fuck my wife while she was wearing cowgirl boots. I am guessing it had come up in conversation between them, because he knew she did not own them. His plan was to surprise her with a pair, and then inseminate her while the only clothing on her body was the boots. I hurriedly texted him her shoe size, wondering if he would actually be successful in his endeavor. 

I remember my wife leaving that night, wearing black jeans, her college sweatshirt, and a pair of running shoes. I also remember her coming back, about two hours later, wearing the same outfit. Except for the cowgirl boots! At this moment, I knew that tonight's reclamation session was going to be a very hot and nasty dose of sloppy seconds (or thirds, or fourths, depending on how many times JT ejaculated inside of my wife). I knew that she knew of the arrangement, and from the smirk on her face, I knew that she found it as hot as I did. 

"Notice anything different?" she said. 

I simply said, "You look hot, babe. And let me guess - you had fun tonight?"

She still smirked, and said, "You could say that." 

Looking down at her feet, she said, "So?"

I said, "They look hot - just like you!"

My wife laughed, and said, "So you told him my shoe size? I guess you both have the same little dirty fantasies. So, I decided I'd wear them home."

I kissed my wife and grabbed her ass. I said, "I take it you were a bit of a slut again tonight?"

"Slut?" my wife laughed. "That's probably an understatement!"

I just laughed. There was a time when this would have made me extremely jealous, but those days were long gone. Instead, my wife's statement made me rock-hard. As was our tradition, we proceeded to the master bedroom, where my wife went over the details of her night with JT while using her hand and mouth to keep my cock nice and hard, but not quite letting me orgasm. My described JT asking to get naked except for the boots, and how much that had turned her on. From there, she detailed how they fucked multiple times, in multiple positions, with JT pumping my wife full of cum three times, the last from behind, all while she was wearing nothing but her brand new cowgirl boots. 

I desperately wanted to push my wife onto her back, and shove my rock-hard dick into her, but I also was overcome with a nasty desire to eat her filthy pussy. I didn’t usually do this, as I was not the kind of guy who got off on eating cum, but on this night, something about my wife, the boots, and her three hard, short fuck sessions at the hands of TJ, caused me to kneel between my wife's legs, and begin tonguing her cum filled hole. Her labia were still large and engorged from taking JT’s cock, and between them, I could smell and taste the mixed reproductive fluids of JT and my wife. I simultaneously masturbated my erect penis, almost to the point of cumming, leaving me with a case of blue balls, and a very messy face. My wife had removed her jeans, panties, and top. At the same time, she had put on the boots, just prior to my going down on her. At this moment, I pushed my wife onto her back, spread her legs, and began fucking her with intense vigor. Somehow, I managed to last a lot longer than JT had in any of his excursions into my wife's pussy, allowing her to orgasm just before I unloaded my balls into her pussy. 

The following morning, Anne mentioned that JT wanted to get together with her one last time before his big move. I told her I was fine with that, but I also took the opportunity to remind her of her ongoing punishment, in the form of her hotwife challenges. I suggested that she tackle the group thing next.

I said, "Honey, I am good with you having one last date night with him, but while you're there, you need to convince him to let me watch and join in. I’m thinking next weekend before he goes. I already know my parents can take the kids - we can just tell them we have a wedding."

Then I continued, "And you know, there is another challenge waiting for you after that..." 

My wife was suddenly curious. "Oh yeah?" she said.

"Yes," I said. "You're going to blow a perfect stranger for me, then let me kiss your dirty mouth before I fuck your brains out."

 She looked both shocked and aroused.

"Sounds… wild? Yeah, I could definitely get off on that. But let's tackle the threesome with JT first, K?"

"You're on," I said. And with that, my wife and I went about the rest of our weekend like any normal couple with kids.

In addition to fucking my wife, JT had been eager to get me to invest in his fitness business, and it did seem to be going somewhere, as he had hired a real yoga teacher. And he had moved my wife's class to a temporary, but more formal facility, while the gym he and his partner were opening, neared completion. I was not surprised when he invited me to lunch with his primary partner, the following week. I'd have to leave work for a bit, but I was fine with it, as I was interested in seeing the facility, even if I was not necessarily going to put any money into it. JT and his partner had ordered lunch and drinks, for the three of us, to be delivered to the gym. On my way over, JT called me to ask if I was bringing Anne. I told him I was not.

"Besides," I said. "Aren't you, uh, seeing her tonight?"

JT awkwardly replied, "Umm - yeah, right. Well, no big deal. It's just that George, my partner, was interested in meeting her."

"Why?" I asked.

JT said, "Umm - you know what? I'll tell you after lunch. Just get over here."

I arrived at the mostly renovated warehouse, soon-to-be gym shortly after noon on that November Wednesday. JT greeted me at the door and introduced me to his partner, George. George was a former bodybuilder and looked every bit the part. Although in his early fifties, the muscular African American man had a vice-like handshake grip and rippling, well-proportioned muscles that still easily filled out his collared shirt and business pants. His hair was cropped short, with a few hints of gray, but otherwise, he could have passed for a guy in his thirties, and a thirty-something in phenomenal shape at that. George introduced himself, gave me a little of his background, his role as the new operator and primary financial guy for the gym, and then promptly asked about my wife.

I think I did a great job of concealing my surprise and confusion, and just said, "Yeah, I can certainly come by with her if you want to give her a tour as well. She's into fitness, so..."

George cut in and said, "I know. I mean, I assumed. Anyway, I thought it might be good to get a fitness-minded woman's opinion as well. Although, we're so close to opening, there's probably not a whole lot we'd change." 

Then he laughed, and I laughed as well. I shot a glance at JT, and he just looked down at his phone. George's interest had me intrigued though, so I kind of forgot about JT for the moment. I felt maybe, just maybe, I had the ideal potential guy for my wife's blowjob challenge. Plus, she had had a fantasy about being with a black man for quite some time. Jorge had almost scratched that itch, as a dark-skinned Latin man, but a guy of actual African ancestry? I thought to myself, she'd definitely be turned on by George. Hell, as a straight man, I was almost turned on by George. As he walked through the gym, showing off the equipment and facilities, he exuded a strength and confidence that only a former high-level athlete, who had trained seriously, could. 

At the conclusion of the walk-through, I went back to work for a while, but couldn’t concentrate, due to visions of my wife on her knees in front of George. I had to get home and reiterate the challenge, so I took off a little early. However, when I got home, I remembered that tonight, after bedtime for the boys, my wife was paying JT one last visit. I wanted to make sure she coerced him into taking part in her other challenge first. But I did mention George and could tell she was curious. 

Later that night, when my wife left for JT's apartment, I quickly texted him to ask just how the hell George knew about my wife's fitness interest, and why he seemed so curious. JT texted me back, admitting that, while drunk, he may have accidentally told George about my wife and me, and our lifestyle. He sent a follow-up text, admitting that he told George my wife was a hotwife, which got George really curious. Apparently, George did have a much younger girlfriend, but his condo was still very much a bachelor pad, and that George definitely thought our situation might be something fun to dive into. Part of me wanted to strangle JT, and part of me wanted to thank him for playing the role of hotwife and bull matchmaker. Well, potentially. I still didn’t know if George and my wife would like each other, but I was surer than ever that I was taking her over to the gym to find out! I thanked JT for explaining and told him to have fun with my wife. But, of course, to leave her ready for some additional fun with me.

About ninety minutes later, my wife came home, her hair tousled, and with a big smile on her face. I could tell she'd been well fucked, and tonight she seemed extra happy. I asked her just how much fun she had.

She pulled me close, kissed me, and then whispered in my ear.

"It's on," she said.

"What?" I asked, unsure for a second of what "it" was.

"You know,” she whispered. "The threesome, with us and JT. So, make your arrangements, because I think we're going to be sleeping over!"

At this point, I was so hot I thought I might cum in my pants. And best of all, the dirty talk, and sloppy seconds foreplay hadn't even started yet. I simply kissed her, then walked her up the stairs to our bedroom, quietly closed the door, and began undressing her. While I removed both of our clothes, my wife filled me in on the salacious details of their fuck session, which had involved JT inseminating my wife three times. She told me that she had gone about the task of asking, and then convincing him to invite me over for a group session, as part of the build-up to their first coupling of the evening. She climbed astride him and promised him the best orgasm of his life if he consented to the group session. She said he was an immediate yes on the threesome, and that he prematurely came not long after. But no worry - he mounted Anne two more times, with slightly longer staying power, bringing my wife to orgasm herself once.

My wife had been giving me a luxurious, for lack of a better term, handjob, while filling me in on the details. Once things got too hot, and I was close to cumming, I removed her hand, rolled on top of her, and guided my rock-hard cock into my wife's still wet, sloppy cunt. If nothing else, JT's cum was a fantastic lubricant, and it worked every time. Soon I was seeding my slut wife as well. That night, we both slept well, knowing that our next attempt at a threesome was just around the corner...