Jenny sat back in her comfy office chair and signed into her favorite chat site, a site featuring mostly crossdressers and sissies but all were welcome to join and participate. Jenny had met and chatted with many sexy girls and had even met up with a few of them in real life. She was secretly hoping to maybe meet a special girl one day but was grounded in reality and knew deep down that this was mostly for fantasy nothing more. She entered her user name and password and clicked 'chat'. "Ugh, the site is super slow today.", but waited patiently as the chat room finally came up. She quickly scanned her friend list only to find that none of the regular girls she talked to were on at the moment. In the main chat room she gave her usual flirty greetings. What she loved best about this particular chat site is you could never guess the topic of the moment which ranged from makeup tips and clothing advice to music, movies and one day a pretty knowledgable discussion about quantum physics! Another bonus was there was a ton of sexy sci-fi fans from Star Wars, Dune and Dr Who all of which were her favorites.
Star Wars was her favorite and quite soon she was catching up with another member about the recently released Obi-Wan Kenobi series and wondering what the upcoming series would be about and what characters might slowly be dripped back into canon. Jenny was a huge Ewan McGregor fan and even though she grew up with the original trilogy, had loved Ewan's portrayal of Obi-Wan. She often mixed in quotes from the movies in chat and quite frequently posted the now twenty year old meme of "Hello There". She giggled to herself as she found herself imitating Ewan's voice as she posted it. "General Kenobi! You ARE a bold one!', she muttered doing a pretty good imitation of General Grievous as well. Suddenly a member she had never seen before messaged her in chat.
"Miss Jenny? Can we chat privately?" Jenny quickly clicked on her profile noting the girl was also from Phoenix. Her name was Rose and although her profile picture showed a very nice set of legs, Jenny read her profile and was rather intrigued. Another great feature of the site was the ability to private message' another member so Jenny quickly invited Rose to a private chat. Before Jenny could type a word, Rose spoke up. "Oh Miss Jenny thank you for talking to me! I've only been a member here for a short time but I think you're amazing and SO very sexy!" Jenny blushed inwardly. She had been on many chat sites and social media but even after all these years she still had not gotten used to being called sexy'.
Rose went on, "I adore everything about you, your beauty, your confidence, the way you greet everyone and compliment others even though honestly I think you're one of the hottest girl on here!" Jenny could only send heart and kisses emojis as she was a tad overwhelmed by all the compliments. "I'm new to all of this and if I may be so forward, I'd be honored if you took me under your wing and teach me how to only be a better sissy. I see you're also in Phoenix." Jenny smiled.
"Soooo...", she wrote, "You want to be my padawan learner young Jedi??". Rose could only send several question marks as a response, so Jenny clarified. "Hehe, from Star Wars. A master and an apprentice. Sort of like an older professional taking on a learner to literally `Pass on what they have learned'". Jenny giggled as she read the quote from Master Yoda in his voice after typing it. "Well I'd love to meet up with you, get to know you and at the same time I'd love to get out and about. I'm so due for a night out so how about we meet up at one of the local clubs, have a great time and go from there?".
There was no response for a minute, then Rose finally typed, "Oooh I'm dying to tryout Cruising 7th, I've heard so much about it!". The club was also known as C7 and it was one of the most popular clubs in Phoenix for the Transgender crowd as well as the LGBQIA+ crew. "Let's make plans to go there!" The two girls made plans to the date and time to meet as well as what they'd each be wearing and exchanged numbers. "I'm soooo excited and I can't wait to meet you!".
The night finally arrived and Jenny arrived at the club dressed to the nines. She had put on one of the most perfect makeup jobs with purple lipstick and matching perfect purple painted nails. She wore a low cut pink tank top with a white Rebel Alliance logo, a very short white micro skirt which barely contained her tight ass and low cut pink Converse sneakers rather than heels as she knew she'd hit the dance floor. She picked a seat at the bar an ordered her favorite drink a '14', more commonly known as a Seven and Seven. She turned her head just in time to see Rose pause in the middle of the doorway and look around. Jenny quite literally lost her breath for a moment as she saw the vision of Rose in the doorway, her body highlighted by the neon lights and laser beams of the club. Rose's makeup glittered featuring pink lipstick and glitter. Rose wore an even lower cut white tank top, a pink barely there micro skirt, pink fishnets and cute pink flats. Jenny waved her over to the bar and the two shared a crushing hug.
Jenny offered to buy her a drink and Rose giggled. "Just water to start, I want to be able to take this all in." Jenny motioned to the bartender and gave Rose her drink. She took Rose by her soft hand and led her to a table in the corner. Rose bubbled and told Jenny about her journey as a Trans woman. She had started at a young age, discovering her mothers lingerie one lazy day and from then on only wanted to explore cross-dressing as much as she could. Jenny told her the story of the day she stole a bra and panty from an old roommate and similarly wanting to go as deep down this `rabbit hole' as she could. She offered to share all the tips and tricks she'd learned over the years, but noticed that Rose was well on her way and quite honestly didn't need much help from her. A slow song came on and both girls eyes fluttered and they both just knew.
They stood simultaneously and once again Jenny took Rose's soft hand and led her to the dance floor. The lights were low as the speakers started playing John Legend's "All of Me". Jenny put her hands on Rose's hips however Rose grabbed her and pulled her close. Her perfume was intoxicating and Jenny's eyes rolled back in her head and pulled Rose even tighter. Their bodies crushed together they both began swaying to the music. Rose whispered in her ear, "You're even more beautiful in person, Jenny, I...", Jenny could not help herself and bent down to kiss Rose's gorgeous lips. Rose gave out a low moan and her tongue fluttered against Jenny's. Their skirts mashed together and each girl could feel each others clits grow hard under their panties. The song ended and the DJ put on a faster song, a rather older hit but a favorite of the crowd, this time t.A.T.u.'s "All the things she said". Rose and Jenny continued to hold each other close sharing soft wet kisses at first and then deeper, wetter hot French kisses, their hands sliding up and down each others soft creamy bodies.
As the song faded, Jenny pulled back and looked down at the gorgeous girl in her arms and felt her heart skip a beat. "Do you wanna blow this popsicle stand?", Rose looked at her quizzically and Jenny giggled. "My apartment isn't far from here, I'd love to talk more in a quieter spot.". Rose giggled and took Jenny by the hand and out of the club both girls feeling like they were walking on clouds. "Can we take your car Rose? I can just walk back here tomorrow.". Jenny giggled as she saw Rose's little pink Subaru. Jenny gave directions and the girls were off. A few minutes later they pulled up to Jenny's apartment. Holding hands all the way they entered her modest apartment.
Rose looked around the living room and as her eyes fell on a giant tapestry of Darth Vader hung prominently on the living room wall she gasped. "Oh my goodness you ARE a big Star Wars fan!". Jenny giggled and led her to the soft couch. She rummaged in her night stand and pulled out a fat blunt.
"Do you partake my dear?", and wiggled the joint in front of Rose's face. Rose giggled and grabbed the blunt and lit it, blowing smoke rings around Jenny's face.
"Oooh I knew there was a reason I liked you!". She took another hit and this time pulled Jenny close and blew a hit between her juicy lips....