Ever since my Wife caught me and laid out her rules for Sex outside our marriage, we had been getting along so much better. She wasn’t on my Ass as much, likely because I was jumping in to do alot more around the house since I was happier. With both of us happier, we weren’t fighting like we used to.

The irony of all that was that I wasn’t really having that much more Sex than I was before, at least at this point. I hadn’t been with Laura or Erica since Karina and I had happened, and aside some from sexting and video chatting a couple times, Karina and I hadn’t done much. I think just the feeling that I didn’t have to beg and plead for Sex anymore made a huge difference. The fact that my Wife said she didn’t want to know who was a bonus, as I didn’t have to second guess and be self conscious when an opportunity presented itself.

Plus, although my Wife wouldn’t admit it she seemed to get turned on a little more often. She said she wasn’t into the cuckquean thing, but I think on at least some level it excited her even if she didn’t want to watch/be there/hear about it.

So, imagine my surprise when I got a Signal message from my Wife when I was at work. It said, “I know I told you I didn’t want to know who you hook up with.” Oh boy, I thought, it’s over before it began. “But you’re going to be getting a message this afternoon. Just trust me.”

What the hell… was my Wife my pimp now?

“Are you seriously setting me up? I mean, thank you, but I thought you didn’t want to know?” I messaged back.

“Extenuating circumstances,” she messaged. “Trust me, it’ll make sense.”

Fair enough, I thought.

I went about the rest of my day as normal, instantly checking my phone every time I got a notification, more out of curiosity than excitement if I’m being honest. Fridays are always slow anyway.

About three in the afternoon I got a Facebook message. It was from Carrie, a former coworker. “Hey, long time no chat. How’ve you been?” it said. This wasn’t the message I was waiting for.

Carrie and I had worked together at my previous job for about three years and were really close during that time. She left about three years before I did, moved about an hour away for a similar job that was closer to family and we’d gradually lost touch. We hung out a bunch when we worked together, I was probably closer with her than almost anyone except my Wife. We shared a ton of interests, and one of them was why I was sure this wasn’t my message: women.

Carrie was a lesbian, which was why my Wife never had a problem with us hanging out alone as much as we did. Don’t get me wrong, I thought she was cute in a tomboy-ish kind of way. She was really into sports and played softball in college. But I never really looked at her that way because, well, can’t bark up the wrong tree more than that.

With that in mind, I messaged her back, “Hey! Ya, it has been forever! I’ve been good, like the new job alot. How’ve you been? Are you still with Karen?”

“Yep! We actually got married late last year,” she messaged back. Damn, we really had lost touch.

“Oh, congrats!” I messaged back.

“Thanks!” she responded, “I was actually messaging you because I wanted to see if you and Sara wanted to meet for dinner and catch up?”

“Sure,” I said, “I am waiting on an important message though, so if I have to duck out mid-meal I apologize.”

“Oh, no worries!” she messaged, “I know how work goes.” Well, it wasn’t work related, but she didn’t need to know that.

We worked out the when and where, and I texted my Wife who arranged to drop the kids off with her parents. They had my Sister-in-law’s kids there with them already, since she was up visiting from Tennesse It was kind of nice, as we hadn’t gone out for dinner with friends in awhile. The place we were meeting was actually pretty close to work, so my Wife drove herself up and I just headed over after I got off.

We met Carrie and Karen at a microbrew/pub about halfway between where we each lived. My Wife pulled in a few minutes after I did, and she’d put on her sexy little black dress, and man did she look good in it. She gave me a hug and a kiss and we headed inside.

We ran right into Carrie when we went in the door. I gave her a hug as soon as I saw her, it really had been too long. She said Karen had gotten us a table and she’d take us back. I’d kind of forgotten about the message I was expecting until my phone vibrated in my pocket just as we sat down. It was Karina.

“Hey, I really need some dick tonight, you available?” Was this the message I was supposed to be expecting?

“I’m out at dinner right now,” I responded, “I’ll LYK.”

“K,” she messaged back, “just don’t take forever, can’t expect a girl to wait too long.” That was immediately followed up with a mirror picture of her wearing only a thong.

My Wife looked over and raised an eyebrow. As the standard dinner conversation continued, she reached over and was now caressing my hard cock through my dress pants, acting like nothing was going on. She was enjoying this teasing way too much, as I tried to act normal and not squirm around too much. Damnit, my Wife must have planned this with Karina. Didn’t seem like her style, but neither did being OK with me having Sex with women other than her until she said it, so what did I know.

After we finished our appetizer, Sara stopped teasing me and chimed in, “so, let’s get to the reason we wanted to meet for dinner.”

“Ya,” Carrie agreed, “so coming clean I’d texted Sara before I messaged you.”

“I see…” I said, trying to figure out what was going on.

Karen interjected, “I’m sure Carrie told you we got married last year, and, well, we decided we wanted to have kids. Or at least A kid for now.”

“Oh, that’s exciting!” I responded. “You know we went through fertility treatments, so if you guys need any ideas as far as who to call, things like that, we’re more than willing to help.”

Sara looked at me and smiled, “we’re already ahead of you, sweetie.” I turned to Carrie and Karen, who both chuckled.

Carrie spoke up, “Sara told us that when you guys did your fertility treatments, you found out your sperm count was really high.” That was was true, my sperm count definitely wasn’t our issue. “So,” she continued, “we wanted to ask if you would be willing to be a sperm donor for us.”

I looked at Sara, who said, “I’m fine with it, but I told them they’d obviously need to ask you.”

My phone vibrated again, another message from Karina. I looked at it, “Hey, no worries, I called someone else, maybe next time if you’re not busy,” she added a kissy face emoji at the end. I’m sure she meant it to be nice but it twisted the knife a bit.

My Wife looked over my shoulder at the text and must have sensed my disappointment; she leaned in and whispered, “don’t worry, I’ll make it up to you with dessert,” before softly nibbling on my ear. Well, erection back in full force again.

After what must have seemed like an eternity to them, I responded, “sure, I mean as long as my Wife is ok with it. So, what doctor do I need to call and all that?”

Just then our dinner arrived, so Carrie said with a smile, “we’ll get to that after we eat.”

After we were done with dinner, Carrie got back to the topic at hand. “So, as far as the medical stuff,” Carrie said, “we haven’t gotten that far in the process yet. If we don’t actually HAVE to go through a doctor that would be great.”

“Okay…” I said, waiting to find out where exactly this was going. About this time, my Wife started caressing my cock through my pants again.

“We figured we could do it one of two ways,” Karen interjected. “There’s the turkey baster method. You know, you do your part in a cup, all that. Or, if you’re game, we could try the old fashioned way. That would probably be better, honestly, less variables”

I looked at Sara. As she continued to caress my cock under the table, she said, “like I said, it has my blessing. Either way.”

“It would be with me,” Carrie added, “if that matters. We figured it’s a big ask, and if you were willing it should be with someone you’d be more comfortable with.”

“So Carrie WAS the message you told me to expect, then?”

“Yep,” Sara said with a smile, as she squeezed my cock through my pants.

“Well, as long as everybody’s on the same page, I’m game,” I said.

“Thank you!” Carrie and Karen said almost simultaneously as they gave each other a big hug.

“So,” I asked, “any idea when you’re due to ovulate next?”

“So, that’s the thing. I started today,” Carrie answered.

“Well then,” I said, “how are we arranging all this? Are the other people involved going to be there, where do we want to do this, all that?”

Karen said, “Well, here was my idea. Rent a suite at one of those couples hotels, one that has a pool in it and all that. You guys have a night, you can do it a couple times to get our best chances of it taking, and just hang out the rest of the time. In the meantime, you have the pool, Hot tub, all that stuff to make it a relaxing thing. Least we can do since you’re willing to do this for us.”

“OK,” I responded, “you guys seem to have this all figured out, so just tell me where I need to be and when.”

“223 Pleasant View Drive, the Majestic Suite, and whenever you want to show up” Karen said as she tossed me a set of room keys. “I’ll drop Carrie off on our way home, you can just bring her home tomorrow morning.”

“Why do I feel like I’m just a pawn in this…” I said with a smirk.

“Seriously,” Carrie chimed in, “if you aren’t comfortable, just say so. We assumed alot, and I know this is alot to think about.”

.

“Nah,” I said, “I’m good. Karen, are you sure you’re 100% behind this? I’m sure Sara told you about our arrangement but I don’t know how you feel about this.

“No offense, sweetie,” Karen replied with a laugh, “but I don’t think you’re going to bang my Wife straight. This is probably the least worried I could be about something like this.”

“OK, fair enough,” I said. We went our separate ways. As we walked to our cars, my Wife grabbed my Ass and said with a smile, “so, I think you’re going to like your dessert.”

“You are absolutely sure you’re OK with this?” I asked.

“The way I look at it,” she said, “we talked about donating left over embryos if it came to that when we did our fertility stuff. This isn’t a whole lot different, and we know that the kid will be well taken care of.”

“OK, well, thank you,” I said.

“Have fun,” she said, “but make sure she was fun too. I’m sure it will be kind of awkward, but make the best of it.” She gave me a kiss and got in the car to head home.

I, on the other hand, ran to the grocery store real quick to get some water and Gatorade. Needed to make sure to stay hydrated, after all. Carrie is pretty athletic, so who knows, I might need it to keep up.

I got to the suite, this place has their rooms laid out like cabins, albeit huge cabins. They don’t have any windows, though, so you can get completely lost as far as time when you’re staying there. That’s on purpose, as being a couples retreat kind of place they want you to focus on each other, not your schedule. I parked and let myself in, figuring I’d get settled before Carrie got there.

As I walked in, I noticed the lights in the pool were on and someone had turned on the waterfall into the pool. I really did Love this place. The bedroom was up a flight of stairs from the pool and Hot tub on the bottom level. It was full of mirrors, and had a TV mounted on the wall where you could watch either regular channels or a couple channels of Porn they piped in. The “wall” that separated it from the pool area was just panes of glass, so I could see in.

I walked up the stairs, and found that Carrie was on the bed on all fours. She was completely naked, with her Ass up in the air at the edge of the bed. She was watching some lesbian Porn on a tablet wearing headphones, and slowly rubbing her clit with one of her hands.

Like I mentioned, Carrie was an athlete in college. She’s only about 5’4″ if I had to guess, making her over a foot shorter than me. She has an athletic build, not really thin or thick. Stocky would be the best way to describe her build, complimented with nice C-cup tits and a nice full Ass. Her hair was tied back in a pony tail, always loved pony tails myself. And her Pussy was totally clean shaven, didn’t know if that was for me or how she always kept it. Either way, I wasn’t complaining.

She was glued to the tablet and didn’t seem to notice me walking up behind her. I unbuckled my belt and and unzipped my pants, letting loose the thick cock my Wife had been teasing all night. I maneuvered myself as close to her Pussy as I could without touching her, didn’t want to ruin the surprise.

I lined things up and slowly pushed the head of my cock into her waiting, dripping wet Pussy.

“Ohhhhhh,” she moaned. “Go slow, I haven’t had anything quite that big in there.” I let her adjust, and then pushed a little more of my cock inside. She gasped, so I pulled out a bit. “Keep going,” she said taking the headphones off, “just take it slow.” I put my hands on her waist and slowly pushed back inside her. She whimpered a bit, and understandably so. She was TIGHT, probably a little tighter than Laura.

I stopped, again not wanting to hurt her. After I stopped, she took a deep breath and slowly pushed her Ass back against me until I was balls deep in her Pussy. She finally let out her breath she’d been holding. There’s nothing quite like the sight of your cock buried balls deep in a new woman for the first time.

“Damn,” she said, “you’re thicker than I expected. So, how does it feel to go where no man has gone before?” she said over her shoulder with a smile.

I’m a Star Trek nerd, admittedly, and she knew that so that helped break a little of the tension. “Pretty damn good,” I said with a laugh, “if we do this right I’ll cum where no man has come before too.” No question the whole thing was awkward, but the humor helped us get more comfortable.

“I’ll let you control things for a little while, until you get comfortable,” I suggested.

Without saying a word she moved her Ass forward a bit and pushed back again, letting out a moan as she did so. She moved forward again to the point where just the head of my cock was still inside her, and slowly slid me all the way back in. Once I was all the way back in, she slowly wiggled her Ass side to side. “Damn,” I said.

“You like that?” she asked coyly.

“Damn right,” I said. “The view as you do it is pretty good too.”

“Glad you like it,” she responded. “You can take over, I think I should be good now.”

With that I slowly withdrew from her, and slowly thrust back in. I quickened my pace and put my hands on her shoulders. That arched her back a bit, and changed the angle I was penetrating her at. She definitely felt a difference.

“Oh ya, right there,” she moaned. After a few more thrusts, she said something that caught me off guard.

“Pull my hair,” she demanded.

I did as requested, wrapping her pony tail around my hand and pulling her head back.

“FUCK!” she said, and I felt her Pussy tighten around my cock. I wasn’t sure if it was a muscle spasm from the reaction to pulling her hair or the start of am Orgasm, but it pushed me over the edge. I thrust balls deep inside her and held it there as a pumped her full of my cum. Her Pussy throbbed and milked my cock as I did, so she did Orgasm after all. After we were both done Cumming, I slowly pulled out and laid down on the bed beside her. She rolled over and we were both laying on our backs when we started to talk.

“Save some energy, killer,” she said, “that was just round one.”

“I know you came, but did you really enjoy it?” I asked.

“Don’t get me wrong, it was awkward, but it felt good. I’m definitely not attracted to men, no question about that. No offense.”

“None taken,” I responded.

“Anyway,” she continued, “If we get creative, I think we can get a few more loads out of you. I do want to lay a few things out though. Rules that me and Karen came up with. No oral either direction, I have no desire to go down on you and she didn’t want you going down on me. No Anal, same reasons and honestly, defeats the purpose really.”

“Sounds fair,” I interjected.

“Kissing is only if I initiate it. If it happens in the moment, it’s fine. Just don’t read into it.”

“Ok,” I said.

“Oh, and I brought some bondage stuff…” She trailed off.

“Say what?” I said. I have not problems with bondage, just caught me off guard.

“So, I like some bondage on occasion. Helps get me going, which might be helpful. Just basic stuff like a blindfold, some cuffs, things like that. That was part of the hair pulling thing, sometimes I like things a little rougher. I’ll let you know.”

“Well, I think I can abide by all of that,” I said, “And for the record, I have no problem with some light BDSM. Oh, one question for my sake.”

“Sure, shoot,” she said.

“Breasts and nipples, off limits or fair game?” I asked.

“Well, I hadn’t really thought about that,” she responded.

“If it helps,” I added, “I’ve been told breast play is my forte.”

“Well, we’ll see about that. I’ll allow it though,” she said. “Now if you don’t mind, I’m going to go for a swim to unwind a bit!” With that she hopped off the bed. She walked down the stairs and dove right into the pool. I got dressed and ran back out to the car to grab my Gatorade and water.

She surfaced at the end of the pool as I walked by, “Good call,” she said with a smile. “We’re going to work up a thirst.” I tossed the drinks in the fridge and checked the clock. Only 8pm, I noted. Lots of time left before 11am checkout.

I stripped back down and went to relax in the Hot tub for awhile. The Hot water and the jets massaging my body relaxed me to the point where I dozed off for awhile. When I woke up, I saw Carrie showering in the pool area Shower. It was one of the rain-style ones where it runs down from overhead. Damn if she didn’t look Hot as hell with that water running down her body.

I hopped out of the Hot tub and walked over to the Shower. She didn’t hear me walk in, and since she was facing away I slowly reached around her and cupped each breast.

“Well hello,” she said, surprised.

“Sorry,” I said, “you just looked too good not to come see.”

“Don’t apoligize,” she said, “that is what we’re here for, right?”

I caressed her breasts, and as she started to really get into it I pinched one of her nipples. She gasped, and grabbed both of my hands, holding them on her breasts.

“Sit down,” she ordered.

I backed up and sat on the bench in the Shower, pulling her with me. Ironically, with our height difference I could sit and still play with her breasts while she was standing. I continued to caress them and I kissed her back. Then I thought twice about that.

“Sorry,” I said, “heat of the moment.”

“Don’t apologize,” she said breathlessly, “it felt good.” She pressed her Ass up against my cock, grinding it between her Ass cheeks.

“I see you didn’t have a problem getting hard again,” she said.

“Nope,” I responded, “especially not with what I had to look at.”

“I appreciate the flattery,” she said, “but I’d appreciate it more if you fill me up again.” With that she spun around and climbed on top of me, effortlessly sliding my cock inside of her. She immediately started grinding and kissed my neck. I leaned her back so I had access to her breasts. I twirled my tongue around her left nipple a few times before sucking it into my mouth.

“Oooooookay,” she said, “you weren’t wrong about the breast and nipple stuff. Shiiit.”

“Not bad for a straight guy, eh?” I said, muffled by her breast in my mouth.

“Not bad for anybody,” she replied.

I placed my top teeth on the top of her nipple, and flicked it it my tongue a few times. That move drives my Wife NUTS, and it did the same for Carrie.