Crossing the line

by lickme

25 Sep 2023 2501 readers Score 8.6 (19 votes) PDF Mobi ePub Txt


Eve messaged me to meet her Friday night at the Blue Curtain Bar downtown. I knew its reputation as a hardcore gay fetish/dance club; a  place I would never dream of ever going to ! Eve requested that Ruby should be "extra" hot and slutty. Just thinking about it made me dizzy with excitement. Ruby has never been out in public before, so I was a bit apprehensive. I went online to buy an ensemble that would be turning heads all night long! I wanted everything from my makeup to my dress to my shoes to be sparkling hot and gorgeous! All week long, I daydreamed and fantasized about how sexy and feminine I would be after transforming into Ruby. 

When Friday finally rolled around, I started preparing 4 hours in advance. I wanted to be perfect! I ran a hot bath and shaved my whole body. The feeling of smooth skin always flipped the switch for me; sending electric sparks all over my body! Tonight's makeup would include long silver eyelashes and a blue bobbed wig. I slipped on a flesh toned thong under a sleeveless glittery sequin body con dress that left nothing to the imagination.I decided to go bare legged tonight. With a bit of flashy jewelry and platform sandals, I was ready!

The cab dropped me off in front. The neighborhood is pretty empty at night, but I could hear the beat of the dance music drifting into the street. My head and whole body was filled with the sound of my speeding heart as I entered the dark bar . The music felt like a tidal wave as it vibrated throughout my body. Eve came up to me and pushed a drink into my hand. It calmed my nerves and I started to feel more relaxed. We started dancing on the crowded dance floor. The room was so dark and full of fog (thanx to a fog machine) It felt like we were the only people in the room. As we danced, I knew Eve wasn't here as my date, but more like my chaperon and pimp! She introduced me to a guy named Maximus.He was wearing very short shorts and no shirt.  As he and I  started dancing,Eve faded into the crowd leaving me alone in this  sea of sweaty gay men dancing and kissing and groping each other! It felt like an orgy! I started to feel my shyness quickly turning into animal lust as I felt his hands  around my hips; pulling me towards him; his cock pushing into my dress. It felt so big as it rubbed up against my bare legs. He was so assertive and manly;  exactly what I secretly desired and needed. Ruby was submissive and ready to please her lover. My hands roamed and grabbed his peachy muscled ass. We kissed deeply and hungrily. He pushed me to the ground and stuck his cock into my mouth. Without hesitation, I took his meat into my eager mouth; doing my best to imitate a woman sucking her lovers cock. He jerked and moaned as his cum dripped down my chin. As I stood up, Maximus kissed me as we shared his love juice. He took me by the hand and led me to a dark passage way that was much quieter and full of lovers in all sorts of erotic positions. I found myself staring in disbelief at this mysterious parallel world. This time he bent down and started rimming my virgin hole. It was the first time for me to have a man's tongue deep inside my ass; I loved it. "don't stop" I begged as my ass became wetter and wetter with his saliva. I felt like a woman getting her pussy eaten! I grabbed his head and pushed his mouth deeper. I craved his tongue to go even deeper and further inside of me! I knew deep down that a tongue was no substitute for the real thing!  With my ass fully moist and primed, I knew now was the time for Ruby to finally become the woman that she always fantasized about!  "Please put that big big cock of yours into my tight hole"..I moaned and teased as I tilted my thonged ass into the air like a slutty alley cat. His hand reached out for my hips; the feel of his cock head slowly pushing into my virgin ass was so amazing.I felt hot tears rolling down my cheeks. My ass filled  with such burning pain as his cock drilled deeper into me. I could hear our animal like groans as his cock filled me up; fucking his submissive Ruby deeper and deeper. With my dress hiked up exposing my bare ass, I looked like a cheap whore getting fucked by her "John" His delicious cock stroking her man hole over and over."Cum inside of me" she cried out as his man juice covered her glistening sweaty ass. Ruby reached around and licked and devoured his softening cock.

As she fixed her clothes and makeup, she took out a pen and wrote her phone number on his hand.  Ruby was a slut at heart and sexually insatiable! She craved and dreamt of cock constantly! This was only the beginning of her sexual journey!