"It's just a kiss. You're an actor. Actors kiss while in character all the time," Morgan reassured.
This was the next big step for Samantha's Sissification Project. After our viewer and donation numbers started dwindling a bit, we decided to start taking Samantha outside the home--of course, always encouraged by our viewers, who seemed to be on a mission to turn Samantha into a boy-crazed sissy.
We'd been out in public a few times over the last couple of shows, Morgan live-streaming my tasks with her phone. The tasks were little things, like going out to order food and bumping into a guy, or pretending to drop my purse and bending over to pick it up in front of a group of men. Morgan and I even went to a jazz club one night where I was supposed to flirt with a waiter, which ended up with a slow dance and a man's hands on my ass. Chat would always blow up afterwards, with people saying things like:
That guy is eyeball fucking our little sissy
He'll be thinking about that ass later
I think I saw him get hard a little lolol
But tonight was different. Tonight, I was supposed to get "picked up" at a bar, flirt, and let a guy kiss me. Apparently, our viewers thought it was essential for my sissy journey that I feel seduced like a woman would. Morgan and I were getting ready to go out when I got nervous and expressed my reservations.
"I don't know, Morgan. This is getting crazy. Two nights ago a guy grabbed my ass. That was crazy! Don't you feel like this is getting out of hand a bit?"
"Babe, I'm not going to force you to do anything. But can you honestly say you aren't enjoying growing into your character? You've got her down cold, and we're raking in the cash. Didn't a little part of you like getting that kind of attention?"
She wasn't wrong. I couldn't explain it. I wasn't a method actor, but I couldn't shake the feeling that Sam and Samantha were becoming more fused by the day. And although I hadn't had a same-sex impulse in my life before taking on this character, when we were out and about and Samantha's "character" was supposed to talk about the cute guys she was seeing, I was actually finding the guys I was talking about attractive.
I didn't know what any of this was meaning, for me or for my relationship with Morgan. But she certainly seemed to enjoy everything that was happening and encouraged me every step of the way. Maybe this was always a fantasy for her, maybe she just really liked the stupid amount of money we were taking in from donations. It was hard to say.
"Okay, maybe I liked it a little. I don't know. I'll go through with it tonight if you still want me to," I said.
Morgan smiled and pinched my cheek.
"That's my girl," she said.
I was already smooth and smelling fantastic. Morgan helped me put adhesive on the breast forms she bought me to make them more passable for our public outings. Then I slipped on a gaff to help hold all my bits in place, along with bikini-cut lacy black panties with some piping along the edge. Morgan said that, although they would give me a little panty line, that's exactly what we wanted to attract a suitable guy.
She had picked out a gorgeous little black dress for me, which hung off my shoulders to show my black bra straps. Morgan styled my blonde wig while I applied a smoky eye, blush, and cherry-red lipstick. That's right, Morgan had taught me how to apply my own makeup, which she said was essential for public outings so I could touch it up myself in the ladies' bathroom (a favorite of hers and our viewers).
Morgan was wearing a floral print tie front plunging neck dress, which accentuated all her curves in just the right way. We both put on some strappy black pumps and stood admiring ourselves in the mirror. We looked like two single girls out on the town for a bit of fun. I suppose the trap was laid.
We figured our chances would be best at a popular Top 40 dance club downtown. It wasn't the classiest place, but we had done some research online and learned it was a great hookup spot. It was crowded when we arrived, but amazingly the hostess found us a high top away from the DJ booth, which was quieter and would be better for the stream. When Morgan started setting up her phone for live streaming, the hostess asked us if we were influencers. We had a good laugh and said no, we just were going to facetime some friends.
To stay in character and also calm my nerves, I ordered an apple cosmo, downed it the second it hit the table, and then ordered another. Morgan laughed hysterically and told the waiter to keep them coming. It didn't take long before a pair of guys walked over to our table.
They introduced themselves and seemed nice enough, but I gave Morgan a look that let her know these weren't the ones. She was graceful in letting them down easy and they took off. Another half hour and another drink went by, and I was starting to feel a little tipsy. Two more men approached from behind me. I saw Morgan's eyes light up before I looked over my shoulder and saw why.
These guys could have been underwear models. They were both fit and well-dressed with great hair and they smelled like Tom Ford cologne. I recognized the scent because I had some at home, although tonight I was wearing the YSL that Morgan had bought for us with our donation money. One guy put his hand on the back of the chair, and I felt his skin gently brush against the skin of my exposed back. I didn't pull away.
I smiled at Morgan, letting her know that this pair would do, but I don't think it mattered. She had already made up her mind and answered "Yes!" in a flat second after they asked if they could buy us some drinks. They smiled a knowing smile and walked off to the bar with our order.
"Oh my god, these guys are fucking hot," Morgan gushed.
"I know!" I beamed before realizing it might be awkward to so enthusiastically endorse another man's looks in front of my girlfriend.
My giddiness didn't seem to phase Morgan at all. Before long, they were back and asking us about our phone tripod setup. Morgan thought fast and told them that we were travel bloggers shooting some B-roll of New York nightlife for a video we were making. Little did they know, minimized on Morgan's phone were hundreds of comments urging us on and donations pouring in, our fans eagerly anticipating the moment Samantha would have her first sissy kiss.
The guys told us where they were and clearly had chosen which girl they each liked because one of them, Michael, cozied up next to Morgan while the taller one, Adam, sat next to me with his arm around my chair. Even through my three cosmos, my heart was beating fast and my stomach was filling with butterflies. It seemed there was no turning back now. We had clearly intimated to these gentlemen that we were single ladies looking for a good time tonight.
As the night rolled on and the conversation and drinks continued to flow, both guys began to get a little more touchy-feely with the objects of their affection. When Michael put his arm around Morgan, I started to feel jealous, jealous enough that I wanted to slap him and take Morgan out of there right away, but I couldn't possibly do that now. It was too late. We were in too deep.
Maybe to try and make Morgan jealous back, I don't really have a clear explanation for what I was feeling, I leaned into Adam and didn't object when his other hand found its way to my thigh. Morgan saw and didn't say a word. She didn't seem jealous at all; she seemed happy.
"Do you ladies want to dance, or what?" Michael asked.
"What do you think, Samantha?" Morgan asked me.
"Sure, why not," I answered.
The guys got up and led us to the dance floor when I started realizing I had no idea how to dance like a girl! I quickly leaned into Morgan and whispered as much in her ear.
She giggled and replied, "It's not hard at all, babe. Just put your arms on his shoulders and wiggle your hips, and every once in a while turn around and grind your booty into him a bit."
My heart was pounding and the butterflies in my stomach were going crazy. I couldn't believe the situation we were in. Morgan had her phone in her hand, telling the guys she wanted to take some pics on the dance floor.
"And if the moment is right for a kiss, I'll get the footage," she giggled.
Get Low was blaring on the dance floor, which was either fortunate or unfortunate depending on your perspective, because I knew that girls liked to dance really slutty to the song. Michael and Adam seemed to know it too, because they had wide grins as we made our way. When we got to the dance floor, Morgan immediately started shaking her hips and grinding on Michael.
Nervously, I leaned into Adam's ear and said, "I'm not a very good dancer."
"Just let your body do the talking; it'll come naturally," he said with his hands on my hips.
I put my arms on his shoulders like Morgan advised and started swaying my hips. Adam put one hand on my hip and another in the air. It took less than a second before his hand reached around and grabbed my ass cheek, pulling my body close to his. I could smell his masculine scent and feel the muscles under his silk shirt. My head was spinning from the booze and I was struggling to keep up. But then Adam whispered something in my ear that somehow unlocked a hidden sensuality.
"You're so fucking hot, Samantha. I wanted you the moment I saw you and Morgan walk in."
My body immediately got loose and matched Adam's rhythm. I spun around and ground my ass into his crotch. When I saw Morgan bend over in front of Michael and wiggle her ass for him, I did the same for Adam. I felt his cock start to get swollen through his pants. Strangely, that filled me with a sense of pride.
How I had gone from a completely straight guy in a committed relationship with my loving girlfriend to a girl in a little black dress getting turned on by a man's hard-on pressing against me was a mystery. But I was done fighting it. I grabbed Adam's free hand and pulled it around me. He started rubbing my thighs and kissing my neck. The moment was getting closer.
I winked at Morgan. She immediately pointed the phone in my direction. I turned around to face Adam and put my arms back on his strong, muscular shoulders. I looked deep into his eyes, smiled, and bit my lower lip. Every guy knows what that means. He leaned in and put his lips on mine.
But Adam wasn't settling for some peck. My grinding had woken up his primal sexuality. I tried to pull away but he pulled me closer and kissed me again and more aggressively. Eventually, I gave in and opened my mouth. His tongue found its way in and danced with mine. Our bodies were grinding against each other and so were our tongues. It was electric. It was a totally different sensation than any kiss I had before. I felt sexy and vulnerable and powerful and lustful all at once.