getDare Truth or Dare - Non-Fiction: Feminizing My Boyfriend

"I've actually had a fantasy about forced feminization for a while now," Alex confessed.

I'd known this about my boyfriend for a while, but it was a tricky kink to navigate for him. I also didn't have a lot of experience with it, so we hadn't explored it despite engaging in several other kinks together.

He normally kept it pretty quiet as well, so hearing him bring it up at dinner with our mutual friend, Claire, was extremely surprising. We'd all met at a kink event and had been friends for years. Catching up at dinner after a party had led to interesting conversation.

I held his hand as I continued the topic, "Humiliation is really fun, I think I want to explore it more as well. The mindfuck is so appealing."

"Agreed," Claire smiled, "I enjoy it a ton as a bottom, but there's something about doing it as a top as well. I haven't tried forced feminization, but I'd definitely be open to it."

"I've actually been wanting to co-top with you for a while, I think we click really well," I replied. It was true. Claire was extremely fun to talk to and very beautiful. We'd been discussing a rope scene for a while as well, but co-topping was also a lot of fun.

Alex looked up, startled. "I wasn't meaning tonight! I didn't mean to pressure anyone. Just wanting to contribute to the humiliation talk." He shrugged sheepishly.

Claire and I glanced at each other. A silent understanding of the others thoughts. We simultaneously turned towards my boyfriend, matching grins growing on our lips.

Claire spoke first. "I'm up for it tonight, with a bit more negotiation. I've been meaning to look at your place anyway, Alex."

"Unless you're not up for it?" I questioned. Discussing it at all might have been pushing it too far for my introverted partner. The party had been fun, but draining for him. We could always reschedule.

Alex smiled nervously and broke eye contact before responding, "I'm up for it if we wanted to go back to my place."

I went into negotiation mode. It was needed to clarify the fantasy he had, but also to help set some of the mood.

"So, what exactly is it you really enjoy?" I asked, not letting my eyes leave his face. "Forced feminization is a pretty broad category."

"I think it's mostly the hyper feminine thing? I just find that extremely humiliating, especially when it's forced, when my partners want me that way," he mused.

"Do you have any, like, lacy panties?" Claire asked.

"Yeah," Alex said, "but not much else specifically for this kink. I've got heels and I think that's it. Obviously, I've got other toys that are great."

I smiled at the memory of him orgasming from his vibrating butt plug. "You've got tons of toys, but those are mixing a few things with this kink. What all do you want to mix in?"

"Well, I mean, I'm always open to impact play," he said.

"I'm not very experienced with topping that," Claire said, "So, I can't take the lead."

"No worries," I smiled. "I'll take over most of that, but he doesn't need much."

"Yeah," Alex grinned and looked away once more. "I can really only handle pain once I've edged a few times and even then it's still pretty light."

Claire nodded and he continued, "Obviously, I want humiliation, but maybe some tease and denial or pegging?"

Claire grinned at that, "Oh, that is definitely something I'm up for."

"I've got a harness you'll love," I chimed in. "What kind of humiliation are you wanting though?" I asked, turning my attention back to Alex. "Like, condescending? Degradation and mean? What's the vibe we're going for?"

"I think a mix of condescending and mean. Less degradation, if that makes sense. But feel free to get mean with my bratting." He waved a hand in my direction. "Well, you know how to handle when I brat."

"Yes, I do," I laughed. "So, something like 'aw you look so pretty in those panties' is best? Then just turn up the aggression?"

Alex nodded. "Yeah, like a bit of the popular mean girls kind of vibe."

"What if we did like a pageant?" Claire asked. "We could dress you up, have you walk for us, give you a crown at the end? I have a super cute tiara."

Alex turned crimson. He struggled for a moment before speaking, "Yeah, that would definitely work."

"I have a few different skirts too, but they're pretty slutty. Probably wouldn't even cover your ass," Claire continued.

"Oh, that's perfect!" I laughed. "Then we can see his panties when he walks for us."

"Or we could not!" Alex interjected, blushing fully at our amusement.

"Nah," I murmured letting my voice quiet as I leaned in, "I don't think you get much say in that. We need to be able to judge a princess properly."

I locked eyes with Claire and she was smiling fully. "How about you come back to my place?" She asked. "We could discuss stuff more and pick out some clothes while he gets his place ready?"

"Great idea!" I rose from my chair and the others followed. Only stopping once we made it to Alex's car.

I slid my arms around his neck and pushed my chest against him. I was taller than him and I made sure he felt it as I kissed him deeply. Pulling away, I said, "Text me when you get home and tell me anything we shouldn't call you. Also, any limits you don't think I know about. I'll tell Claire about the ones we've discussed before. And plug yourself while you wait for us. I want you stuffed full like a good girl."

Alex groaned as I pulled away.