This is just a fantasy and did not happen. Feedback very welcome.
*****
After our dogging session we returned home. Thankfully we went straight to bed, smelling of cum and sweat. Thankfully Jenna was kind enough to unlock my cock from its cage. We talked about the evening and how hot it had got us. Jenna asked if I had been serious about us getting married, and I told her I was, I explained that I had been looking for an adventurous woman for years, and that I was glad I had found her.
As she stroked my cock she questioned me about my fantasies and my likes and dislikes. We discussed what had passed between us, and how we wanted our lives together to progress. I also promised her that the next morning I would give her full access to my laptop, so she could explore more, my compulsion to be a cuckold.
The next morning after a shower, I entered the kitchen to find Jenna eating her breakfast. I gave her a kiss and squeezed her bum "morning sexy". She returned the greeting and asked for the laptop. As I got it she made me some toast, and as I ate I showed her all the hidden files I had, and gave her all of the passwords for the sites I looked at. I must say I was slightly nervous that I may disgust her. But she seemed ok with everything as she glanced through what was on the laptop.
I was just about to go when there came a knock on the door and it was my boss. We made him a coffee and we sat at the kitchen table. He told me that the company was going through a tough time and that he needed to cut back on staff. I had a sinking feeling in my stomach, after all we were about to get married! But he made me an offer of Β£35,000 redundancy.
Jenna and I asked to be excused for a moment and we went into the lounge. I thought it was a good offer, and I knew I could set up in business myself for only a third of that amount. I discussed with Jenna that working for myself would make our lives more flexible and it would pay for the wedding too.
Jenna agreed with me but whispered "I bet I can get him up to forty grand" giving me a naughty smile. "Why don't you go and get some more coffee while I entertain our guest". I thought for a second and agreed after all it is not like I would see my boss again. She told me to wait for a text when it was all clear.
I went back into the kitchen while Jenna slipped into something sexy. I made an excuse of getting more coffee and told him that I would give my decision when I got back, just as Jenna returned.
Jenna looked stunning, I noticed she had put on bright red lipstick, and was wearing a burgundy satin robe. At her ankles I spotted stockings which let me know she must have her red suspender belt on, so it followed that she would have the rest of the satin set on, panties and the bra. She had also put on a pair of heels with a three inch heel. I gave her a wink and left her to it.
Jenna told me later that as soon as I closed the front door she had leant against the kitchen worktop in a seductive pose facing Ben my boss. She let the robe slip open at her thighs showing off her stockinged legs.
"So Ben don't you think you are being a little tight with your offer. I think another five grand could be negotiated don't you?"
Ben was captivated by my soon to be wife, and Jenna could see Ben trying to hide his hardening cock. Ben asked Jenna what she had in mind adding he thought something could be worked out. Jenna moved towards Ben and straddled his lap.
"What about you give us another five grand and you will get me for the evening, and I will throw in a free blow job right now" She breathed into his ear.
As Ben considered the offer for a moment, and how he could get it through his accounts, Jenna ground her satin clad bottom into his groin. Ben grimaced as he tried to control himself and Jenna knew she had him where she wanted him.
Jenna slid to the floor and began to unzip Ben's fly "well do we have a deal Ben?" He nodded, and Jenna pulled out Ben's decent sized hard cock. Looking him straight in his eyes she licked her lips, and then licked around my boss's cockhead.
She began to lick and suck up and down his cock as she slipped the robe off her shoulders. Soon Jenna got a good rhythm going and started to deep throat the rock hard cock. She told me that she wanted to get him off pretty quickly, so that when he did fuck her, that he would be eager to please more and do a better job.
Jenna licked a finger, and gently began to probe around Ben's anus, she knew this was one of my favourite things she did for me and I usually did not last much longer after this stimulation. She told me that Ben's cock got even harder and she could feel his balls tighten.
Ben warned her that he was about to cum and Jenna clamped her lips on the base of his cock, his cockhead now deep down her throat. She made a vacuum in her mouth, and was rewarded with a stream of Ben's hot cum shooting straight down her throat. Like a good slut she told me that she slowly slid her mouth back up Ben's cock, as she maintained eye contact. And once his cock popped out of her mouth, she licked and cleaned every last bit of cum from his cock. Jenna arranged the time to pick up my cheque and make good her promise to meet for sex, before texting me the all clear.
I was aroused and excited as I walked around the neighbourhood. I was thinking things through, after all I was now engaged to a woman who would openly cheat on me.
I also mused on the fact, that Jenna was not the sort of woman that I would have looked at as wife material before. Yes, I admit I was a snob, and also hung up on the pornographic idea of a hot wife. Yes Jenna was common, and had been around the block a few times and drank too much, but I realised that no one had ever turned me on as much as she did.
I had always known that for me, deep down for a true cuckold relationship to happen that real love had to be involved. After all for me the cuckold craves the pain of his wife being unfaithful and enjoying sex more with someone else. A cuckold must in some way feel humiliation and to get his enjoyment from that.
I also realised that when I signed that marriage certificate, that I would be signing away my life. There would be no turning back if I couldn't handle it in the long run. Jenna would be able to ruin me and take half of my new company and everything I owned.
But as I thought of Jenna, I realised that I did truly love her. She made me happy, and was not judgemental of me and my kinks. And please do not get me wrong, I may give the impression that Jenna is a skank. Well at times she does look and act like a skank, but that is only because it is of her choosing. She enjoys the look of slightly sexy clothing and the looks that gets her. She also likes the sort of men that attracts. But with a touch of makeup and some different clothes Jenna could be judged beautiful I am sure, it is just that she is comfortable in the way she looks and acts. And I realised I wouldn't have her any other way.
Ben had gone when I got back, and Jenna was flicking through stuff on my laptop. She jumped up as I walked in, and we held each other and embraced. As I held her sexy satin clad body I could smell Ben's cum on her breath. Our lips met and as our tongues mashed together the taste of his cum dominated my thoughts.
I decided that I needed to treat my bride to be, and as I no longer had a job to go to I thought it would be a good idea to go shopping for the rings. We changed our clothes and drove to the city. It was nice holding hands, and walking the streets together. It felt good to be doing something normal and loving when the rest of our relationship was so messed up and kinky.
Jenna looked happy and content window shopping, and I felt more calm and relaxed than I had in a long time. We stopped for a coffee in one of the many Starbucks. Just before we left I went to use the toilet. Jenna stopped me, and slipped me my cock cage "here hunni put this on for me, and bring me back the key". I did as she asked and we continued our shopping spree buying her a few nice outfits on the way.
Jenna had a strange smile on her face, which made me think she had something in mind. I would have to wait a while before finding out what it was though, as we found a nice jewellers and went in.
We were served by a nice young girl, and we soon found the rings that Jenna liked. They were not cheap, but then Jenna had just earnt me five grand. Jenna then asked to see the ankle bracelets, and the blonde assistant Shelly, who only looked to be 20 opened the display case and put a tray on the counter.
Jenna soon found one she liked the look of, and asked to try it on. Shelly agreed and brought it around to a seated area where she motioned Jenna to sit. Kneeling on the floor, Shelly opened the clasp and went to put it around Jenna's right ankle. Jenna stopped her and asked her to put it on her left ankle. Shelly looked quizzically at first, but Jenna smiled at her and I think she understood the significance of the left ankle, as I saw her blush.
Jenna thought it fitted quite well, and asked if she could have a small alteration made. Shelly said it would not be a problem, and asked what Jenna wanted doing. It was my turn to blush, as Jenna handed Shelly the key to my cock cage. A large grin appeared on Shelly's, face so it was obvious she knew that having an ankle bracelet on the left ankle was a sign to others.
"Yes Shelly I have it locked away" explained Jenna. I felt so humiliated, here was my wife to be, calmly telling this young girl that I was in chastity. Shelly smiled, and said that she thought it sounded cool. Shelly said that it would take a few days to have the key put on the chain of the anklet, and hoped it would not be too much of an inconvenience for me.
Red faced I left the jewellers with Jenna. We decided we were hungry and soon found a nice restaurant for lunch. We had a nice meal, and a chat and thought through the upcoming wedding. We divided up who was in charge of what part of the day and how we wanted it.
We headed home, and Jenna carried on looking at all my stuff on my laptop as I took a sleep. After tea, Jenna texted her friends, and arranged to meet them in the pub. Jenna went to shower and change, coming back down the stairs in a short leather skirt with a studded belt at the top and a black mesh top which clearly showed off her breasts.
I showered too, and got ready to go out. Jenna was already on the wine when I entered the lounge and I took a glass, and a moment to admire my gorgeous wife to be. We finished our drinks and got ready to leave, Jenna slipped on her patent heeled shoes and a leather jacket and we made our way to the pub.