My journey to submissive sissy and wife : how can this happen ? (5/5)
5. My new life.
Ryan replied that I would never have another man in his home, that I would have no sexual partner other than him—and possibly Jack—that I would manage his estate, accompany him whenever he wished, and be his female companion in every sense, though he would respect me; in return for a personal budget, a car, and a great deal of freedom, I had to obey his requests. I cried a lot for two weeks, thinking about the unknown and the loss of Jack. Then, I agreed to the trial month.
I arrived at Ryan’s place with my four suitcases of clothes, feeling apprehensive. He had set aside a private room for me with a walk-in closet, where I was able to settle in easily. After the morning passed, I was surprised to see him return and take me out to a restaurant. We came back in the afternoon and talked; then he told me he was dying to make love to me. He desired me but wanted things to move gently. He had me stand up and took me in his arms, planting a kiss on my cheek; I turned to offer him my parted lips, which he immediately covered with his own. Our mouths were locked together, our hands busy—mine around his shoulders, then his waist and buttocks, while he caressed my back and bottom, eventually lifting my dress to feel my bare skin and caress my buttocks. Then he pulled back slightly to cup my breasts through the dress and pinch my already hardened nipples. I took the opportunity to feel his fly, opening it to caress his cock. We quickly undressed, leaving him in boxer briefs and me in a thong, bra, and high heels. He sat on the sofa, and I knelt between his legs to slip off his boxers and take his cock in my hands—and then quickly into my mouth. His hands caressed my breasts, sending shivers through me. He soon pulled me down onto the sofa facing him, leaned over to plant a deep, passionate kiss on my lips, then set up, lifted and spread my legs, and impaled me.
"Mmm... Oh, yes... that feels so good." He rode me at a steady pace, heightening both our pleasures. We made love with mounting intensity until he arched his back and shouted out as he emptied himself deep inside me.
"(Ryan) Oh, Anna, my darling, I wanted you so badly. Sorry I finished first, but I’m going to take care of you now." He knelt between my parted thighs and caressed my opening, which was already slick with my juices. He gathered some of the fluid on his fingers and slid them inside, lubricating the way. Then his fingers began to work, and I felt the pleasure rising instantly—waves of it flooding my lower belly, then my whole body and breasts. I began to writhe and moan; I cupped my breasts, pinching my nipples gently at first and then sharply, which sent me over the edge. Once I’d caught my breath, Ryan smiled.
"You’ll need to get ready; we have a reception tonight. Formal attire—a long gown is required. Pick out whatever you like, and I’ll let you know if it works."
I redid my makeup and perfume, styled my long hair into curls, put on my "hardware" (my jewelry!), slipped into high heels and a long evening gown—pink, flared at the bottom, fitted at the waist, with a strapless bodice that accentuated the tops of my bare breasts. Ryan was waiting for me:
"Wow! What a stunning woman! You look amazing! I adore you!"
The trial month flew by, and I had fallen in love! He was so tender, so attentive. Jack had been very directive and stern, and I was his submissive. With Ryan, I felt free and often celebrated; my obedience felt like a choice rather than a compulsion. My role as a woman felt more engaging—I was no longer fading into the background. When Jack arrived at the end of my trial month, Ryan left us alone.
"(Jack) So, how did the month-long trial go?
(Me) Much better than I expected. Ryan is truly attentive and gentle. Plus, he’s just as good a lover as you are. I really don’t know what to do. I want to come back to you, but at the same time, I find him so charming and sweet.
And are you thinking of staying here? It’s your choice.
I think I’d like to; I’d be well treated and freer than I was with you.
Well, that settles it. You’re staying here. Let’s tell Ryan!
(Ryan arriving) So, what has the princess decided?
(Jack) I think she’s going to stay with you—much to my regret.
(Ryan) OK, but you know, Jack, it’s thanks to you—it’s your handiwork. You’re the one who trained her, and in a way, she remains your companion if you want. I’m happy for you two to see each other from time to time, if that’s what you’d like."
- (Jack) You are generous, but I cannot agree to separate you.
- (Me) Oh yes, I see that as a solution. I’ll be Ryan’s partner, but Jack—if you want—we could see each other one afternoon a month, just the two of us, with free rein, provided Ryan is okay with it.
- (Ryan) That sounds like a good solution, I think.”
Since that day, I’ve been living a truly pleasant life with Ryan, and I see Jack once a month—a fitting reward for him having created me. We go out or make love however we please.
After a while, I wanted a good spanking to put me back in my place; I needed it. But how could I tell Ryan, who is so gentle? One day, I adopted the persona of a bratty kid and played the part of a whiny, difficult girl all morning long. Finally, Ryan said to me:
“I don’t know what’s gotten into you, but you’re being impossible this morning. A real rebellious brat! I’m barely stopping myself from spanking you!”
- “Oh yes, darling, you finally get it. I need you to put me back in my place. A good spanking feels like it’s in order.”
- “If that’s what you want to calm you down, okay—let’s do it.”
- “Yes, but know that you can let your anger run its course. I’ll scream, beg you to stop, squirm to get away, then burst into tears and end up sobbing. Once I’m completely melted, that’s when you can stop and hold me tight to comfort me, tend to my bottom, and be very, very tender with me.”
- “You certainly have experience with this!”
- “Yes, Jack spanked me once, and I’d goad him into it whenever I needed it.”
He made me strip naked and threw me across his lap. A few slaps on my bottom, followed by real, hard smacks. This time, he didn’t go too far, but I got what I wanted: a good thrashing and a sore, purple bottom for a week. He got the message, and now, whenever I act like an annoying, rebellious brat, I get a spanking to put me back in my place. I love it.
So, I lead the life of a happy woman, with plenty of female friends to chat, laugh, go out, and shop with. We’re also friends with a few other couples. I don’t have to work, and we live a comfortable life. What more could I ask for?
Hope you are happy for me, and I thank yuou for reading the whole story. Kisses to all.