Once we had both cleaned ourselves up, we realized we would need a good meal before heading out on our adventures for the night. As had been the case through the whole trip, Gwyn picked out my clothes and laid them on the bed while I was in the shower. I'd removed the inflatable plug from my rear before getting in the shower, and was feeling a little empty and not sure how I felt about that at the moment. I was completely naked, and fully clean inside and out when I returned to the room.
The clothes laid on the bed were my own, casual pants and a dress shirt, with my own boxers and socks. There was nothing to suggest any of the activities of the rest of the trip. Gwyn was wearing a conservative pair of work pants and a nice shirt, with jewellery to match. She gave me a quick direction to get dressed as we needed to get moving to make our dinner reservation. I followed her directions and shortly we were walking out the door on the way to dinner at a nice Thai restaurant just down the street from the hotel.
When we were seated, and our order placed, Gwyn looked me in the eye and started the conversation that we both knew was in the air.
"I wanted you dressed comfortably for this" She said. "I need you to know that you can go back to normal anytime, and that I love you no matter what. I've had a lot of fun for the past couple of days, and I know that you have too, but fantasy and reality can blur together and get to be a problem if we are unwilling to talk things through. I think that tonight could be very intense, and out of both of our comfort zones, so I wanted you very comfortable to make decisions now about how far we are willing to go in our 'alternative' roles. We can stop anytime. I don't want to yet, but I need for you to know that if either of us wants to back out or slow down with any of this, it is not just OK, it is necessary. I know that you will back down for me, and that you will do almost anything I ask you to do, but I will do the same for you."
She continued, "Here's the thing though - and it 's a bit of a surprise to me. I like this. I like being sexual with you as much as I want, and it's way more than I thought would ever be the case. I like being in charge of how and when both of us express our sexuality. I've always liked being fucked by you, and enjoyed our sex life immensely, but I REALLY like fucking you and having you under my control in that way. I don't want everything in our lives to change, and I would rather dial back to normal sex, and keep the rest of our lives as partners like we always have, than keep up the kinky sex life and not have you as my equal partner through the other parts of our lives. I want both, but sometimes that might not be possible."
Gwyn took a breath - and looked at me with love, not lust in her eyes.
"I just wanted you to know that as much fun as this trip has been, absolutely nothing has changed about how much I love you and believe in you and value everything that you are"
I looked at Gwyn - and smiled, again thinking to myself how lucky I was to find her and be with her. I thought for a moment about how to respond, and I agreed with everything that she had said, but I wanted to make clear to her that nothing would ever change the way that I felt about her.
"Everything on this trip has made our lives better, more complete, more full" I stated. "I don't know where this all takes us, but every new day for the past 20 years has been a new adventure, so I realize that we will never be able to know what is coming, but I want it all. I want to the be the friend and partner that I have always been. I want you to be able to trust me and count on me to agree or disagree with you based on who I am, not out of any fear or misplaced obedience. I will always be honest with you, and when it comes to this week - I have loved every minute of it. I want you to know that I will be your slave any moment you ask it, but that I will still give you my honesty and my love if that is what is needed. I will obey you in all things sexual, but still disagree about life things because that is who we are. I want everything we've always had, and I want you to tie me up and fuck me whenever you please. This trip adds extra dimensions to our lives but does not have to change anything that we have always had, and tonight is just another adventure that I want to go on with you."
Gwyn leaned across the table and kissed me lightly on the lips. "Wonderful. I'm glad we could both be really clear on that, and I'm glad you wore your normal clothes and nothing unusual. I trust the conversation more because of that. Now - I have a small gift for you that I'd like to give you in preparation for this evening." She handed me a box out of her purse and told me to open it.
In the box was the collar that Amy had given Gwyn earlier, the one that had 'Taken' on it. It was black leather with an adjustable sizer, and about an inch and a half wide. There was also a pair of backless black thong panties with straps so that my ass would be completely exposed. The last thing was a small pink silicone butt plug with a wide base and the words 'Ride Me' imprinted on it, and a little package of lube.
"I want you to go to the bathroom right away. Take the box with you and don't bring it back. Throw away your boxers and the box, and show me the collar when you return. It should hide under the collar of your shirt for the time being, but it doesn't matter - no one here knows us. I want you back her in less than 10 minutes - food should be here by then."
I stood up and walked around the table and leaned in to kiss her before I left for the bathroom. I leaned into her and put my hand in her lap while we kissed. She moaned into my mouth as I pressed my fingers hard against her clit through her dress, and said quietly, "Yes Mistress" - and then away I went to the bathroom, back in Gwyn's control.
It is difficult to be subtle and quiet while changing in a bathroom stall and inserting an anal toy, but I tried my best to be quick and quiet. No one else entered the bathroom, so I managed to change without causing any kind of commotion, and the plug slid in without any difficulty as it was smaller than what had been in there recently. I put the collar around my neck and pulled my shirt up around it. When I stepped out of the stall, I threw away my boxers and all the garbage and then took a moment to look at myself in the mirror. I checked out my ass to see if the panty line was showing, but there was no sign that I was wearing anything unusual. The collar was showing just slightly under my shirt, and I was feeling a little daring, so I opened up an extra button which made it so that the word 'Taken' was very obvious around my neck. When I returned to the table, the server had just left and Gwyn looked at me and smiled.
"I have a feeling this is going to be a very interesting night" she said cryptically.
We ate a wonderful meal, mostly without conversation, and although the server looked at the collar a little funny, most everyone else either did not notice, or just ignored it. We left the restaurant and walked back towards the hotel. As we were walking, we passed a lingerie shop, and while I was trying to subtly admire the outfits in the window display, Gwyn just walked in. I was standing on the street by myself for just a moment when I felt my ass start vibrating. I realized that the small plug had a remote control, and that Gwyn was, in a most pleasing way, calling me to her. I entered the store, and Gwyn found me and grabbed my ass and quickly kissed my neck and whispered in my ear, "If you feel that again, find me immediately."