This series of stories are all standalone so can be read in any sequence. They are about my favourite fantasy --- my first time wearing, or first time being caught wearing panties. Obviously then they all involve lingerie wearing men and the consequences may include cuckolding, creampie eating or cock sucking men amongst other things. If any of these are likely to offend you I suggest you stop now ... Otherwise please read on and enjoy. This is my first attempt at writing from the female perspective so I appreciate your comments and constructive feedback.
The Suitcase
I lost my virginity at 18 and between then and the age of 25 I had about a dozen boyfriends. None of them really sexually satisfied me. Don't get me wrong, I loved the feel of their cocks in my pussy but there was something missing. I loved it when they licked my pussy but they never seemed to do that for long enough. I always found myself masturbating afterwards ... I love masturbating and do it two or three times a day.
I think at 25 I realised I needed to find a guy I cared enough about before we went to bed rather than just hoping into the sack to keep him interested in me. You see I'm short and fat and quite insecure and for the years up until then I had felt that if I didn't sleep with a guy he wouldn't take me out again.
My other big problem was when I thought about guys on a more emotional level I kept comparing them to my best friend Neil. I had known Neil since we were both two years old. Now we lived next to each other in adjoining town houses. We saw each other every day and often ate meals together and played cards. He seemed perfect for me ... but I was too scared to make a move in case it ruined our friendship. We always talked of each other as the brother or sister we had never had since we were both only children.
From 25 until 27 I didn't have a single boyfriend and just satisfied my urges with frequent masturbation and loved reading naughty stories as I did. Most of my best sessions were on days Neil and I played cards. He would always drop cards and bending down to pick them up I was sure he was peeking up my short skirts, or frequently nighties, at my panties. The idea he enjoyed doing that was so good! I would go to bed and read brother & sister incest stories and sometimes even leave my panties on as I masturbated.
Then over a few days things changed me forever. I work as a nurse and at that stage had to wear one of those starched white uniforms. I always wore a white slip under it. The first change was that I was offered a role in a new unit that would open in a years time. But if I wanted it I had to transfer to another hospital the company owned so I could be fully trained. This meant moving about 1000 miles ... but luckily for me to within 5 miles of where my parents had retired to. It meant a whole year away from Neil though ... so at first I was reluctant. Then I realised it was a great test ... if I couldn't stand being away from him then I knew I would have to tell him how I felt and hope he agreed. I accepted the job.
Neil was happy for me ... But I was also quite pleased in a way to see that he seemed very upset that we would be apart for so long.
Then I was working in emergency when I really tall and well build guy was brought in after a car accident. The doctors cleaned him up and he seemed fine. We were very busy so they asked me to complete the examination. His shirt was already off, so I would just need to remove his pants and check his legs for bruising and any other issues.
They always picked me for jobs like this rather than one of the tall leggy nurses as this way there wasn't much chance of the guy being embarrassed by getting an erection as we examined them. I closed the curtains and began to undo his pants and slide them down. I could see him looking at my big tits and big belly in my nurses uniform ... in fact he was staring at me. I could feel myself getting wet as the jeans slid down to expose his boxer shorts ... and a very large and very hard cock. The head of it now popped out of the fly.
Just then the curtain opened slightly to admit a woman who was about 2" taller than me and just as fat. I was between her and the bed so she could see his face but not what I had just been staring at! She introduced herself as the patients wife and then moved forward. Now she saw his hard cock poking from the shorts.
She laughed. "Looks like he is fine to me! Is everything OK?" she asked me.
I assured her that it all seemed perfectly OK and that she could take him home as soon as the doctor came back and signed him off.
She asked her husband, "So did you ask for this nurse to examine you or just get lucky?"
He told her it was nothing to do with him.
I assured her, "No. They always get me to do this job rather than the hot sexy nurses with legs up to here!"
She then told me that her husband had a major fetish for short fat girls like us. She added that he had one unfulfilled fantasy that if I was willing she would like me to help them with. "I want you to examine his cock nice and carefully ... until he cums all over your uniform if possible!"
I told them I needed to think about it and briefly left the cubicle. I rushed to the locker room and grabbed my spare uniform and headed back. Once there I asked, "So do you have a uniform you can wear at home for him?"
She explained that he had only just told her of this fantasy in recent weeks so they hadn't got that far as yet.
"In that case, how about you give me $25 for the uniform I'm wearing right now. Then I'll do as you asked then swap into my clean one and you can take the dirty one and your naughty husband home."
She had a huge smile on her face as she handed over the money.
Now I approached her husband and now slid the boxer shorts off so I could examine his cock properly. He was rock hard and already throbbing as I took it in my hand. It was huge! My fingers didn't touch as I wrapped my hand around it. I was glad he was already very close as we could get interrupted at any second and this was definitely outside the rules. "Cum for me now please sir, just so I can see your cock is functioning correctly!"
He did that and I made sure that every spurt that exploded from that cock landed on the starched white material of my uniform. When he stopped cumming both of them thanked me.
Then as they watched I slid the cum stained uniform off and the clean one on. "You will need a slip too I think. These aren't very nice against your skin."