Expectations be Damned Ch. 03

Would we get kicked out? Just then, I felt a kick all right. Kate and Dahlia poked my sides with their pointy-toed shoes. I yelped at the ticklish sensation but it was muffled by the throbbing member in my mouth. Through the thin fabric of my dress their shoes caressed my most sensitive areas. Around my hips, reaching down toward and around my cock. My thong panties barely held me inside as they stretched to meet the perfect, dainty feet. All encased in their stiletto-heeled shoes.

I had forgotten that Mara was even there until I felt a third foot, this one bare. It landed straight on the plug that was lodged in my ass. Her toes curled around it. Wiggling it about inside me. I was filled to the brim with pleasure and humiliation as I serviced a huge girlcock under a table. Here at the very bar where this had all started. I tried to focus on pleasing Sadie. The rest of the girls were just teasing me so I didn't have to do much for them. I felt so exposed, so vulnerable there getting filled at both ends in public.

I thought about the women over at the other table from when we had come in. Had they seen me go under? I had been too afraid to look but now I just wished I knew. As I shifted my focus back to the task at hand Sadie picked up the pace for me, bucking her hips all the way to my lips. Seizing my throat. Guess I hadn't been focusing on the tongue in my distraction. I had been practicing with Caroline all week and was able to swallow Sadie's dick deep in my throat. I felt her pulsating inside me, building up with pleasure and energy. She started to moan really loudly now.

Mara was working my ass with her foot. Her other foot was planted firmly on my left butt cheek, holding me in place. I almost couldn't help but squirm. The other feet were just barely teasing my cock, prodding my balls in between light strokes with cold shoes. I was getting very close to cumming from all of the stimulation. At that very moment, when I felt caught between all sources of pleasure at once, Sadie pulled out and shot her load all over my face.

She pushed me out from under her dress carefully so she wouldn't stain it. Then milked the rest of the cum from her rod and fed it to me on two fingers.

"Because you hesitated, you're not allowed to clean your face. Come back out here now."

I froze. Oh my God. If anyone had noticed us they would see me crawling out from under the table with a fresh batch of cum all over my face. I knew if I didn't obey the girls would definitely call attention to me. So I sucked it up and peeked out from under the table cloth.

I was relieved beyond belief to see that it seemed everyone in the bar was preoccupied. But right as I started to come out, one of the girls from the other table just happened to glance over. Her eyes went wide in shock. I quickly moved back up onto the stool and faced away the best I could. But I could hear laughter behind me. At my table, I was met with devious smiles all around.

Then I noticed the strangest thing. I wasn't crying. I did have tears on my face from the choking. And I was freaked out beyond belief but I had my composure. Right then, I realized that nothing could break me anymore. I was already broken. Mara touched my arm gently. I looked at her. She knew exactly what she had done. I don't know how I could tell but it was written all over her face. She had done this before. I no longer cared if strangers saw me defiled and it was her fault. The wrathful goddess scooped a dollop of cum off my face and slurped it off her finger.

"Mmmm," she cooed, looking over at Sadie. "You taste just the same babe."

Sadie smiled, and then winked at me. Kate grabbed my hair, pulling me down to her level. She cleaned off my face, feeding me all that was left of the cum. Her finger delicately worked in my mouth each time. It ran across my tongue, invading deep inside my mouth. Pulling on my lip upon exit. She had a straight face the whole time. Her expression was seductive and cold, focused. I just sat there still until my face was clean.

Laughter roared in my ears from the table behind me. But in that moment, I didn't have a care in the world. I just gently sucked Kate's soft digit as I looked her in the eye. She smiled sweetly, like I wouldn't have thought she even could. But now that I wasn't afraid to do what pleased her she couldn't help it. Everyone could see the change in me. I was in awe of seeing it myself.

"Let's get out of here. I wanna see what she can really do."

Everyone agreed with Kate's idea and decided they would go back to her place. I closed out everyone's tabs. I couldn't really afford it, but orders are orders. As we grabbed our purses and headed for the door, the woman from the other table who had seen me creampied stopped us. She wanted to come along. Her friends all laughed, but she was determined. Curious she said. Right before we left her friends all looked at me with big smiles.

"Have fun!" They giggled.

We all filed out of the bar, to my serious relief. The fresh night air was just what the doctor ordered. It had cooled down significantly since we had arrived, but I didn't have a jacket. Sadie put hers over me, and announced that she would drive me to Kate's. She ushered me toward her car. Goosebumps still covering my legs as I realized I was starting to get the hang of walking in heels.

When we got to Sadie's Mercedes I got the door for her and she was impressed. As I walked around to the passenger side door I muttered to myself.

"Where do these ladies get all this money?"

I climbed into the seat and Sadie immediately pulled me into a soft kiss. It was so endearing. There was something really kind about her.

"I used to be just like you, ya know?"

"You were?! I mean, what do you mean?"

"I used to live my life as a man. I was even into submission and feminization."

"But, how? You're so perfectly feminine I never would have guess if I hadn't, you know."

She laughed and even blushed a bit.

"Thanks. I was lucky in that regard. I met Mara when I was 18. She helped guide me into hormone treatment and surgeries. I eventually stopped treatment when I realized I wanted to try dominating and wanted this thing to get nice and hard."

She placed my hand on her crotch. She was definitely hard again. I stroked her delicately as we drove, trying to remain casual. Endorphins ran through my veins. I was so nervous, a sort of adrenaline mixed with my arousal. Why did I have such a strong and sudden urge to take her cock in me. I composed myself, once again trying to remain casual.

"Wow, how long has it been since that?"

"It's been about 9 years since I met Mara. One since I quit hormone therapy. I can't believe I ever lived that whole other life all those years ago.

I let it sink in. Did I want to be a real woman? I had always brushed the thought aside when I considered my family's reaction. Thinking of it now, my fear of what my family thought was the cause of all of my current problems. Now that was the only thing Mara could use to control me.

"How did you make the decision to transition?"

"I mostly let Mara do it for me. It was a natural progression from my fantasies and she seemed to recognize something in me that wanted to go all the way."

"Is that what she's...doing to me?"

"No way to tell sweety. She likes to dominate men any way she can. She's really just a total perv. But if it starts to come out of you naturally, maybe."

"Thanks Sadie, it helps to talk to someone. Oh, and I really um...liked what happened back there at the bar."

"Hmmm, maybe we should have a little repeat. You could use some practice on your technique for sure. But I think I want to try the other end, if Mara will let me."

I gulped. That would be a whole different thing. I decided to see how it played out. Sadie chuckled, and we spent the rest of the ride in a comfortable silence. I just gently rubbed her thigh as we rolled along.

...

Kate's place was a dump. Like, it seemed to be an extremely expensive living situation but she was obviously a slob. I walked in to a stack of bento boxes to my left and beer bottles on my right. Just stacked on the bannister of the entryway. The rest of the house was really just more of the same. We all filed in, including Maureen, the newest addition to our group.

She was a little bit plumper than the rest of them, which I kind of liked. I guess I tend to find something to like about most women in their uniqueness, but it sure doesn't hurt when they have a cute face like hers. She was adorable. And well dressed, a little older than the rest and it showed in her style.

Moving quickly through all of the rubbish of the house, like a gross game of hopscotch, we found our way to a back room that was spotless and clean. And adorned with many instruments of devious sexual infliction. There was a whole wall of paddles and crops and the like. A table covered in toys of all kinds: plugs, strapons, ball gags, dildo gags, anal beads, handcuffs, ropes, blindfolds. The list went on and on.

There was a bed against the wall, next to the window. It was already set up with ropes, even some coming from the ceiling. In the middle of the room was a bench designed for bondage particularly in the face-down-ass-up position. And lastly, in the corner was a makeup station next to the entry to a bright and glowing bathroom.

As soon as I walked in the door was shut behind me and I realized I was in the best kind of trouble. All five women eyed me with hunger and lust. I felt so small and shy. They were all the outgoing type, unhindered in their conviction. Any single one of them could have overwhelmed me on her own. Kate pushed me backward until I fell, tripping onto the bed.

Mara restrained my right hand while Dahlia took care of my left. Kate and Sadie took my panties off and bound my feet, setting them in the hanging loops so that my legs were spread. Suspended in the air. Once I was restrained and fully vulnerable in my tight dress and heels the women went and each donned a strapon harness, with the exception of Maureen who seemed more interested in watching. They took their time, conferring with each other about which dildos to use. When they were satisfied they sauntered over toward me slowly, like a pack of wolves who have cornered a small prey.

Before I knew it I had three dicks rubbing against my face. One of them flesh and blood. Sadie stuck hers into my mouth, taking a generous amount of saliva and applying it to my cheek. Dahlia spread it around while Kate replaced Sadie in my mouth. They could all barely squeeze together around my face. Sadie was just rubbing her member on the side of my face now. Spreading my saliva and maybe a bit of her precum around. Then they began taking turns in my mouth, usually more than one at a time.

I couldn't tell who had straddled my stomach behind Kate, but whoever it was she was reaching under my breast forms and pinching my nipples like crazy. After a few seconds I caught a glimpse and knew my tormenter was Maureen, who was really getting into it. She rubbed her wet, cushioned pussy all over my sensitive stomach. This was overstimulation to the max!

Just as I thought that very thing, while trying to accommodate the dicks assaulting my face, I felt something cold dripping down from my lower ball sack. Mara's finger rubbed my tight hole softly. It twitched from her touch and she giggled.

"Girls, girls...hold up one minute here. Give me a second with this little cutie."

Disappointed, all the ladies moved aside for a moment.

"I've been waiting too long not to savor this part. Are you excited baby?"

"Yes Goddess, I need you inside me. I feel so empty and hungry for you."

I wasn't just putting on a show. I was actually ravenous after all of the teasing I'd been through today. I wanted to show reluctance and coyness, as it was really more my nature. But the slut inside was seeping out of the cracks of my shattered manhood.

"Wow, you really are a hungry little slut aren't you? I'm gonna enjoy this so much."

Mara looked me deep in the eye as she pushed against my asshole. She applied more and more pressure slowly until I suddenly opened up and accepted her with a pop.

"Ooh, there it goes baby." She giggled.

"Now I want you to beg me for more."

"Ohhhhh Goddess please please fill me up with your cock. I need to feel it deep."

I continued to beg as she granted my request with a big smile. Everyone else was silent, just eyes staring down at me and lips being licked. It was almost silent once I stopped talking. You could just hear the lubricated squishing sounds as Mara began to pump in and out of me. And you could hear the sound of Maureen rubbing her pussy and moaning softly.

Mara was going nice and slow, still looking deep into my eyes with that victorious smile. She had taken so much from me today. Innocence and inhibition had left me but she was filling the new void with filthiness, control, and most tangibly cock.

She started picking up the pace. The other girls couldn't help themselves and moved back to my face. This time Sadie took the middle and hogged my mouth greedily. I could feel her moving along my tongue with her fleshy rod while Mara moved inside me. Maureen really had a thing for nipples apparently. Following the lead of the others she was right back where she had been, rubbing all over me.

It wasn't long before Mara was moving like a desperate animal, cramming me full as fast as she could. As deeply as her silicon cock allowed. I was on the verge of cumming just from the anal stimulation. I could hear that Mara was close too. She pushed with every ounce of her energy as she convulsed and came. I could feel her juices squirting on my legs as she finally remained deep within me. I hadn't had a chance to cum before she came to rest.

She pulled out and came over, moving Sadie aside and planting a kiss sloppily and greedily on my lips. It was actually the most passionate kiss I had every felt. Violent in it's certainty.

The girls weren't finished with me yet. Sadie replaced Mara over at the other end of the bed. I could feel her scooping Mara's juices from my legs and rubbing them on my asshole. When I was properly lubed up from Mara's cum she slid into me easily. I was already gaping and so ready to be full again. As she slid into me with her bigger than average dick I felt the sensation of being fucked in a brand new way. Her true flesh and blood was conductive and sent jolts of pleasure through my body.

As she started to get a rhythm going Maureen slid back and sunk me deep in her dripping pussy without ever stopping the nipple torture. She was so warm inside and she just settled there with me engorged to the hip. Sadie started fucking the shit out of me mercilessly. This caused Maureen to bounce on me effortlessly.

Sadie slapped my ass hard, then Maureen's. She kept alternating, causing us to yelp in turns. As she pounded away I knew I wouldn't be able to take it any longer. A powerful orgasm welled up deep inside me and built until I could barely breath. I moaned like a filthy whore in a high pitched exclamation.

Sadie's dick rammed in and out of me hard and fast. I held my climax on the edge as long as I could, hoping I could last long enough to satisfy her. She began to pulse inside of me, slapping against me with her hips. Maureen continued to bounce from the force, squeezing me with her plump and juicy pussy. I squeezed down on Sadie's cock as we simultaneously shot our loads. Me pumping Maureen full as I felt the heat of Sadie's seed inside me.

Maureen collapsed on top of me and buried her head in my chest. Sadie stayed inside me and savored the feeling. The other girls stared at us, unable to believe what they had just witnessed.

That was the way our time at Kate's began. Believe me when I tell you those crazy women drained me dry that night. They went until they were all satisfied. Long after I was spent they used me in every way that remained possible. I have never had a more exciting experience since.

But despite all of this, I couldn't help but think of Caroline. This filled me with more shame than any source of emasculation that was thrown at me. And deep in my stomach I knew that I didn't care who knew my secrets, as long as I could tell my love the truth. The very next day, that's what I did.