Ok, here we start!
I can't even remember when I started to like dressing as a girl. We lived in a small apartment: me, my big sister, and my mom. And I had to share my room with my sister. My sister was my best friend and we used to play dress up and would put on a show for our mom. So, me walking around our flat and looking like a young girl was normal. My sister even calls me 'little sister.'
I had long black hair and I never cut it short as I was growing up. I was bullied a lot at school, or if I was in our neighborhood, but luckily my sister was my best protector, and I escaped the worst of the bullying thanks to her, and her girlfriends. My name is Tim, but everyone calls me Tia. I think it is because I look feminine.
My sister was two years older than me, and when she went off to college, I missed her so much, but she would call me several times a week, and at the weekends, as much as she had time to. When I turned eighteen, and I was ready for college, she had worked hard with her studies and she also worked as a DJ, which meant she could afford to rent her apartment outside campus. And I moved in with her and it was like we were kids again having lots of fun.
I studied computer engineering so that I could become a computer engineer. I loved coding and trying to create computer programs.
My sister got me a bartender job at one of the clubs she was DJing in, and it was a gay club, so I would dress as a girl when I was working. The owner of the club and the staff loved my crossdressing style and let me have free rein on how I looked.
I would normally wear a pair of white knee socks and a short black pleated skirt with a light pink blouse and cute pink sneakers. My hair was styled with pigtails to make me extra cute and my sister would do my makeup. I think most ppl who dance and buy drinks from me thought they bought it from one of the hot girls behind the bar. And all the lovely attention I got from all the customers and the others who worked with me made me more confident. Which made me dare to be a girl all the time, both in class and everywhere I went.
I became very popular as a bartender because I felt good about myself, and all the joy I felt inside of me was projected onto the customers, and everyone around me. We had the best facilities at work, showers, large wardrobes and make-up tables, I was always the first to come to work and the last to leave. I also made lots of new very good friends among the staff.
One night when I finished a little earlier than usual after all others had gone home and had showered and was going to pack up my things and take them home to wash everything I couldn't find the panties I had worn to work that night, I looked around for it but couldn't find them and finally gave up and got ready to go home.
Before I left, I went up to the second floor where the boss had his office and his apartment. Peter, who was the owner and my boss, was a tall person but a little fat, he had a bubbling crazy personality and everyone who worked for him was very fond of him, including myself. I often used to stick my head in his office door to say I was going home and locking the doors, so as he could set the alarm.
As I approached his door, I heard small moaning sounds, and I crept over to the door to see what was happening inside. The door was slightly ajar so I looked in carefully and got a shock, in the reflection in a mirror hanging on the wall I could see that he was sitting with his trousers and briefs down on his knees and he was jerking his dick but an even bigger shock was that my panties that I had been wearing all night he had in his other hand pressed against his face and rubbing it against his nose and mouth as he moaned and enjoyed the smell of me.
I don't know what came over me, but the sight of him with my panties against his face and his huge dick in his other hand, that he was jerking with the smell of me covering his face made me horny. My little dick that wasn't exactly anything to brag about in comparison with his big hard dick, made my little dick instantly hard.
I was a virgin and hadn't had sex with anyone, and I guess the closest I come was being kissed and making out with a friend. I have fantasies about sex, and of course, I masturbate a lot after fantasies and porn, but the sight of the man sitting in that chair enjoying the smell of my crotch he was getting through my used panties, was one of the most arousing things I had ever seen.
I immediately dropped to my knees and started stroking my little dick through my pants, the fabric from the soft panties I was wearing made it extra delicious. I stayed on my knees for a few minutes and played with my little dick as I watched my boss pleasuring himself with the scent of me and my soft panties. Suddenly he took the panties away from his face and put them around his hard cock and started jerking off his cock into my panties, damn it was so exciting, and he started to increase the pace of his jerking, and his moaning also increased considerably, so I figured he was about to come in my panties.
I don't think I've ever been so turned on in my entire life as I was at the sight of him soon to squirt his sperm into my panties. Then there was a long moan from him, and I saw that my panties got a wet spot on the part that covered his dick head, and the spot just got bigger and bigger as he squirted cum in my panties. I have to admit I was on edge to squirting into my panties at the sight of him, and from the stroking of my little dick.
Then he started to slow down his jerks into my panties and he put his head back and he had a smile that I will never forget. I carefully got up and crept back down the stairs and then started humming a song I liked and whistled a bit. I walked back up the stairs slowly and made just enough noise for him to hear that I was coming up.

When I got to his office door, I knocked and said, "Boss, are you here?"
"Come in Tia, yes, I'm here."
"I'm closing and just wanted to let you know," I said and went into his office.
He was a little red in the face as if he was blushing and I wondered if it was because he had just had an orgasm in my panties or if he felt a little guilty towards me since it was my panties that he had just squirted his sperm into.
We did a bit of chatting back and forth about how the evening had been that night, and then I suddenly noticed my panties in a small plastic bag in his wastebasket, next to his desk.
I innocently asked if I should take his rubbish out with me before I left for home and walked towards his trashcan. He quickly moved over to the trashcan and pulled out the trash bag and tied it up quickly before I got to it.
"Yes, he said, you could do that for me if you wanted to."
"Of course I can," I replied, and he gave me the bag.
"Have a good night," I said and went to the door. "See you on Friday."
He replied "Yes, see you on Friday. Have a safe trip home, and good night, Tia!"
When I was out the door, I hurried down the stairs, and before I went out, I opened up the garbage bag and took out the small plastic bag with my semen-filled panties in it. I put the bag in my backpack, tied the garbage bag, and went out into the cool of the night. I tossed the trash bag into one of the dumpsters at the back of the club and rushed home.
As soon as I got home, I checked if my sister was at home, which she wasn't, and assumed that she was spending the night with her boyfriend, which suited me perfectly because then I had the apartment to myself.
I ran into my bedroom and stripped off my clothes faster than I ever had. I kept my panties on and found a dildo that I had bought online. It was six inches but nowhere near the size of my boss's dick. I laid down on my bed and took the bag of the cum filled panties and opened it, the smell that hit my face was filled with the smell of his cock and cum, my little dick instantly became rigid, and I could feel it pressing against the soft fabric of my panties.
I carefully took the panties out of the bag, put the bag down, and with my other hand grabbed the dildo that was right next to me. The smell of his sex was strong and musky, but I think it smelled good. It just turned me on even more, and I noticed that a drop of his semen was about to drip out of the panties, so I moved the tip of the dildo towards the drip and caught it. I couldn't hold back any longer and brought the dildo up to my mouth. I opened it and let the drop of semen drip into my mouth I closed my eyes and let the dildo follow the drop into my mouth and I let the taste of it fill my taste buds while my tongue played and licked the dildo.
God how excitingly horny this was. I opened my eyes and took the dildo out of my mouth. The taste of his cum was still in my mouth. I licked my lips and pushed the dildo in between the fabric of the panty and my hand to smear it in with his cum and when it was smooth and glistening with semen, I pulled it out and put the semen-filled panty down against my face. I let my hand slide down to my crotch and I spread my legs and pulled the panty I had on me away from my little pink asshole and I brought the cum wet dildo to my hole, pushing it in. I moaned loud and also felt the wetness of his cum against my face through the panty fabric.
I pushed the dildo harder and further into me and I felt like I was going to explode. I unfolded the fabric of my panties so that his sperm which was smeared over it, was pressed against my mouth. I licked and sucked the remains of his cum into my mouth and smear the rest of it all over my face. I increased the pace with the dildo that was now sliding in and out of my ass. I was in a sex trance of my own and understood why he liked to smell my panties, but this was so much better with the taste of his cum and his cock while I fucked my ass with the dildo.
God how hot it would be to try and suck him or to have his nice big hard dick fuck my ass. Suddenly I exploded into one of the most intense orgasms I'd ever had without even touching my little dick, I was pumping squirt upon squirt from my tiny cock into the soft panty fabric.
It felt like the orgasm lasted for several minutes, and after a little while I passed out with my panties still in my mouth and the dildo deep in my asshole.
When I finally woke up from my alarm the next morning, I was completely in a daze and wondered if I was just dreaming about everything that happened last night, and I had a strange taste in my mouth. I felt substances from the panties that I had sucked and licked on in my mouth and that I still had the dildo inside my ass. I was instantly awake and very horny. I pulled out the dildo and took the panties out of my mouth and brought the dildo up to my mouth where I began to suck and lick it so that it was wet and smooth again, then I pushed it into my ass again and started to fuck my pink little asshole. As I pushed my saliva and cum wet panties back into my mouth, I continued to fuck my ass until I again had a huge orgasm and filled the panties that I was wearing with even more semen.
When I had finished riding the orgasm and was on my way into dreamland again, I thought to myself that I was looking forward to going to work on Friday and hoped that something more wild and exciting would happen.
And with that, the first part of the story about Tia ends.
Definitely yes, please continue her journey. Very well written. Kisses Jessicaslims120 💋
Nice, well written😊
So erotic! such a turn on for me 😍😍😍
Nicely written makes you wonder what's next
What an amazing story! So erotic and exciting...thanks and can't wait to read more! Hugs and kisses. 🩷💋
Ty Ty 😘😘😘❤️❤️