This is the second part of an ongoing story, it will not make much sense if you don't read the first one.
I really appreciated both the positive and negative feedback on the first part and I tried to improve based on it. Feel free to leave more down here: I read everything :)
The story is contains heavy cuckolding, humiliation, chastity and sph. It will also contain feminization and forced bi in the future. Be advised.
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Chapter 4
We spent the rest of the night cuddling and talking. So much kinky activity required some time together to make up for it. Neither of us had any intention to risk ending up in the middle of an organisation, so we ordered food in the room and talked about our feelings. We were both enjoying it quite a lot. The new-found dominant side of my partner was unexpected but very welcome. We both had just had the best orgasms of our lives, and we were excited to see what else the programme had in store for us, as I found out this was the only activity she had received specific instructions for. We found ourselves laughing and joking for hours before setting up a movie on TV and falling asleep while hugging.
The following day, I woke up at around 8 and was incredibly refreshed. We decided to get breakfast in bed and plan the day. I knew that today Jacob would have arrived and the real programme would have begun, so I tried my best to stay in the room as much as possible to get some normal time with my love. She seemed a little nervous as well. I knew that they had already chatted before, but she kept avoiding any kind of question about the extent of these conversations by saying that they just followed the guidelines provided by the website and just made sure to be compatible before meeting in real life. This thing was making me super jealous, but Rachel was very good at reassuring me that it was all about sexual chemistry and nothing and nobody could have ever replaced me as his partner. Jacob's shadow followed me around all morning, despite my best attempts not to think about it.
We kept the same strategy as the day before, and we tried to avoid all the other people in the resort. The plan succeeded quite well for the morning. Rachel dressed up in another bikini, red this time, very similar to the first one. I, on the other hand, decided to try something else to make my chastity device less visible: the crotchless swimming trucks, this time paired with a long t-shirt that could have partially covered my exposed parts.
We went for a swim and enjoyed some sun in the same spot as the day before. We briefly met another couple, Jim, a 45-year-old businessman with a dad bod and, of course, a huge dick, and Sakura, a 20-year-old petite Japanese girl. Luckily, after learning about our current situation, they were not too interested in chit-chatting and left us to our morning. The meeting was surely less traumatic than the one the previous day. The experience with Matis gave me the strength to not pay too much attention to the questions or comments.
After that, we decided to head for lunch, but I noticed that Rachel was becoming more nervous. No question needed to be asked; I knew why.
We took a seat once again at the extreme corner of the restaurant. We could hear some unkown voices from the other side of the place, and we tried to lay low to avoid any attention.
When Rachel touched the button for ordering the food, the waiter informed us that, unfortunately, we would have to wait 10 minutes before getting it as someone would have joined our table.
My heart sank, and a mixture of fear and excitement grew in my body. I did not expect it to be so sudden. Rachel had the same reaction, and I saw her starting to touch her hair.
"Oh my, I just went swimming. Do you think I look hot, hubby?"
The question left me speechless. What was I supposed to say? That you are beautiful for another man?
I replied in a semiautomatic voice, too much used by years of relationship.
"Of course you look hot, honey!"
"Aaah, my face, it's all over the place; I should have put the waterproof make-up on better."
"I too think you are beautiful."
From the same corner, the waiter had just disappeared, and the man who later completely changed my life appeared.
He was as described and more. He was tall, at least 1.90, with military-cut black hair, a strong jaw, and bright smiles. He was built like an athlete, nearly ripping out of the half-open white Lyne shirt, which was the only thing that he was wearing apart from his sunglasses. Between his bulky legs, an anaconda was wiggling at every step, probably the same measure as my fully hard cock. Moreover, something above everything else stood out, as Rachel had failed to mention it. The guy in front of me was black, which gave an interracial spin to my expectations that was truly unforseen.
"Jacob!! I am so happy to finally see you in person!"
Rachel got up from the chair with the excitement of a high schooler seeing her crush and ran towards him. She almost jumped on him, trying to put her arms around his neck. He grabbed her from the lower back, and the two exchanged what could have been seen as a hug between long-time friends if it weren't for Jacob's naked monster rubbing against her leg.
I stayed seated, not willing to face my member to his, and actually sneakily tried to lower my t-shirt, hiding it better.
"And you must be, Jack. I am very pleased to meet you. Rachel told me so much about you that I couldn't wait to finally meet the man behind this wonderful woman."
"The pleasure is mine, Jacob. I was delighted to meet you. She told me a lot about you as well."
"Oh, I hope not too much!"
Rachel and Jacob shared a complicit look and chuckled.
"Allow me to sit here; I would love to get to know everything about you guys."
We were seated around the table, and he started asking all sorts of questions about us. How we met, what we did, and our lives in general. Despite the fact that I was sure he already knew all the answers, I happily answered all of his doubts. Jacob revealed himself to be a very charismatic, humble, and funny guy, genuinely interested in the conversation and always finding the occasion to make a very respectful joke. We ate together, and for a solid hour, I forgot who he was and why he was there.
"So, Jack, Rachel, I am having a lot of fun with you, but I think it is time for me to start to introduce you to the programme you signed up for. Is it okay?"
"Yes."
"Alright."
"So let's start with the fact that I am a guest like you two; I am not getting paid by the resort. I, like Rachel, received some preparatory training on what to offer you in the coming 7 days. Luckily for you, having nearly 15 years of experience as a bull put me in the position of being able to offer you more, in terms of knowledge and understanding, than your average instructor. In the next week, I will teach you, Rachel, what it really means to be a hotwife and all the benefits that this lifestyle can offer, and I will teach you, Jack, the bliss of being a cuck and how this can have huge benefits for people like you. We will have daily activities together that will teach us more and more about the roles and responsibilities as well as the pleasures brought by a true cuckold relationship. After the week is over, you will both have a day completely to yourselves to discuss what you have learned and what you want. The following two weeks will depend on your desires during those 24 hours. I will often be very dominating, as per my nature, but we will set up together a safe word to be used at any time to stop any kind of action. Everything clear so far?"
"Clear."
"Clear."
"Great, so let's keep knowing each other, but this time let's talk about cuckolding. Rachel, why do you think Jack has an interest in this practice?"
"He told me yesterday because he wishes to see me receiving pleasure."
"Good start, but I think there is more. Wanna add something, Jack?"
"Well, I think that's it, actually."
"If it were only that, toys should be enough, wouldn't they? You brought her to a place called "Sizequeen Resort."Do you like the fact that someone with a dick bigger than you brings pleasure to your girl, don't you?"
"Mmmh, I don't know... maybe."
"It's okay if you cannot admit it in front of me; you are at the beginning of your journey anyway. You see, this desire that you have is absolutely natural. At its core, the cuckolding lifestyle is very simple. A man is not able to satisfy the needs of his woman, which creates problems both in the sexual and emotional spheres of the relationship, so he looks for another man who can do so. The woman, of course, accepts that it is only natural to have your sexual needs satisfied, but she keeps the man close for the emotional bonding, which is way more important than the sexual one. In this kind of relationship, the two needs of the woman are split between her man, to which she grows closer as she solely focuses on the emotional side, and the bull, which can always be the same or changing. Now, Rachel, forget about the bull; where do you think the problem is in this kind of relationship if approached carelessly?"
