Out in Public

It has been a while since I have shared any of my experiences on this site. However, I have felt so naughty recently; I could not resist posting about one of my most recent experiences.

Firstly, let me introduce myself. My name is Geraldine, and although I try to be very discreet, I am a very naughty crossdresser. I am in my mid-twenties, and the more I have gotten into crossdressing, the more I have concentrated on my figure by going running to keep my waist slim as well as doing squats to make my arse nice and round. I also love putting on makeup and sexy lingerie, which always makes me feel so sexy and naughty. And from my experiences online, I am always able to get guys turned on by speaking sluttily to them.

Although I try to be discreet, anybody who has read my previous story would know how I got caught by my landlord Sean, which resulted in a sexy experience.

My story starts when I was home alone contemplating what to do when I heard my phone ping only to discover a message from Sean. The message said that he was arranging a costume party at his house and that the theme was the 1920s. Sean went on to say that as it was a costume party, it would be a great opportunity for me to go out in public dressed as Geraldine and that I could even get ready at his house.

I have to admit that I have always found the 1920s very glamorous, and the thought of dressing in this style intrigued me, so I decided to go online to do some shopping. After a short while, I decided on a gold 1920s-style flapper dress with a matching headband and satin gloves.

The day of the party arrived, and to prepare, I treated myself to a long, luxurious bath and removed all visible body hair. I then went into my bedroom, where I had already laid the underwear I was going to be wearing that evening on my bed. The underwear consisted of a black satin balconette bra with white lace edging, matching satin bikini briefs, and a suspender belt. I started with the bra, clasping it around my waist, and then sliding it around and up my body into place. I did a similar thing with the suspender belt before sliding the black seamed stockings up my legs and attaching them to the suspender straps, and then put on the panties. The lingerie felt so sexy on my shaved body, and I started to look at myself in the mirror and was pleased with how cute I looked.

As it was still daylight, I wasn't brave enough to go out fully dressed, so I put on some tracksuit bottoms and a fleece on top of my lingerie before putting the rest of my outfit into a rucksack.

I travelled to the party by bus and felt so naughty being out in public knowing what I was wearing underneath, but unknown to everybody else.

As I arrived at Sean's house, the party had yet to start. Sean greeted me and showed me to a room where I could get ready. I started with my make up, foundation first followed by some contouring to try and make my face look thinner. Then I started to apply some eyeliner and mascara, followed by some cherry red lipstick to finish the look. I then put my shoulder-length blonde wig and headband in place and slipped into the spaghetti-strapped flapper dress, which came down to my mid-thigh. The satin gloves were next, and I completed the look by putting on my black kitten heel shoes before joining the party, which had just started.

As I walked into the main room, I could feel the dress sway against my stockinged thighs, and it felt so sexy. It was fun being out at a party and using the costume theme as an excuse to be dressed as Geraldine. Although a couple of girls there said my look was too polished for it to be just a one-off and that they were very jealous of my shapely arse. I have to admit this made me giggle.

As the night came to a close, Sean said, as it was late, that his friend John would give me a lift home, as he lived on my side of town. As it was late and I was a bit tipsy, I decided not to change, so I let John escort me to the car as Geraldine.

As we drove off, we started to chat, and John complimented me on my looks and said that he thought I was pretty. He then said that his petrol was low, so we stopped at a garage to get fuel. As we pulled into the garage forecourt, John handed me his bank card and said, Why don't you go into the shop to pay while I fill up? I didn't want to appear scared, so I walked across the garage forecourt, my heels clicking on the ground, before entering the shop and paying for the fuel. As I left the shop, I could notice a couple of guys checking out my legs, which I found exciting.

As I got back into the car, I told John about the guys checking me out, to which he replied he was not surprised as I had great legs. With that I let the dress slide further up my legs, revealing my stocking tops, and crossed my legs. John said, 'Very nice,' and as I looked at his crotch, I could see a slight swelling in his trousers. With that I decided to be brave and stretched my hand across and started to stroke his cock through the material of his trousers, and as I did, I could feel him start to get really hard. I whispered to John, 'Do you want to park up somewhere discreet?' as he turned down a side road and parked his car in an empty car park next to a sports field.

As soon as we had parked up, I leaned across and undid the flies on his trousers and reached inside to release his cock. Jonn's cock was about 8 inches long as well as being thick, and he was already fully erect. I started to stroke his foreskin slowly up and down and said to John that if I continued doing this, he would make a mess of his trousers and car upholstery. John said, 'Please don't stop,' and I responded, 'I had no intention of stopping,' as I leaned further across and put the tip of his cock in my mouth and started to bob my head up and down.

I have to admit I felt so slutty, being in a car dressed completely as a Geraldine giving a guy I barely knew a blowjob.

John seemed to enjoy what I was doing, as I continued to bob my head up and down, occasionally stopping to concentrate on the head and tease the tip of his cock and foreskin with my tongue.

John continued to moan and say how good it felt, which only encouraged me to suck even harder.

I continued to bob my head up and down, and it wasn't long before John said he wouldn't last much longer. With that I started to solely concentrate on the head and put my tongue under his foreskin, before feeling his cock start to pulse as stream after stream of semen flooded my mouth. I kept my mouth clasped around his cock, making sure I had every drop before swallowing greedily.

John thanked me, took my number, and drove me the rest of the way home. As we parked up, I gave him a kiss on his forehead before getting out and walking to my house and into my room dressed as Geraldine.

As I lay on my bed, I couldn't stop thinking about what I had just done and how much of a slut John and Sean must think I am.

Getaldine xxx