Coming Out Party

Harold worked in the space next to mine at Southern California Mutual. We sat in our cubicles each day and handled insurance claims. It was consuming work and at the end of the day, it was a ritual for most of us singles to go out for a drink.

One evening, Harold asked me to dinner after a few drinks. I said yes because I liked his nature. He was calm, relaxed, and non-threatening. We went out for dinner and several more after that. I enjoyed talking to him and was waiting for the �move�.

It came after three dates.

I could have jumped his bones on the second date, but I didn�t want to frighten him. When you work and date inside of one big office, things should be taken slowly. I had learned that lesson already.

I enjoyed Harold. He was smart, funny, and kind. He wasn�t the big macho hulk, who took me at his whim, but he had other attributes that were great and the important thing was that I was happy.

After dating for a few months, we moved in together. He carried his stuff over a few bits at a time until most of his belongings were there anyway. We didn�t really discuss it but I suggested that he save the rent and spend it on me. He laughed and we united our possessions in the following month.

We had been living together for about six months when Bobby called and invited us out as a couple. He wanted to go to a club in downtown LA. We showered and got dressed. Bobby picked us up. He was with Cheryl, a great girl from the processing department.

We were all in Bobby�s car, laughing and joking. Bobby was excited about his surprise evening. He told us that he had heard about a new club with a great show. We parked and walked to a club called �Les Girls�.

Harold paid our admission and then we were led to a table in the darkened club. It wasn�t long before the small band played and a beautiful woman came out in the spot light and welcomed us. She cracked a few sexual jokes and then talked about how the big mystery of this evening was that the boys and girls were all boys.

Some of her jokes were all about having �my mother�s features and my father�s fixtures�. She finished her routine by pulling back her dress and revealing a jock strap, a full jock strap. I turned towards Harold and was amazed that he was transfixed. It was like leading a sheep to slaughter. The female impersonator had him mesmerized.

I took his hand gently. He turned towards me as if waking from a dream. I looked at him and smiled.

We watched more of the show. There were dancers, singers, strippers, and comedians. The master of ceremonies returned and introduced each act. Whenever she returned it was with a new costume and a new wig. It was pretty amazing. But the most amazing thing was the look on Harold�s face. It was as if he was in a dream. He never took his eyes off the stage and the players.

When the lights went on and we got up to walk out, I was surprised at how eagerly Harold took my hand and led me to the car. When Bobby had us moving along the darkened streets, Harold attacked me in the back seat. Well, not attacked in the bad sense, but in the sexual sense. I had never had this laid back, totally relaxed guy do anything like this before but he was all over me.

And I liked it. I enjoyed having this man make love to me. And it went on all night. It was something else having this man all over me, pleasing me, exciting me.

The next day we went into the office and all I could think about was his pleasuring me, deep inside me, exciting me. It was the best sex we had had in our six months together.

At lunch, I went into his office and gave him a kiss. I told him I�d be waiting in the copy room and shoved my damp panties in his hand. I grinned and walked away letting him watch my tight skirt sway in the breeze.

I was in the copy room for less than a minute when Harold walked through the door. I pulled him in close by the belt and gave him a deep tongue kiss. He still had the heat from last night in him and pushed me back on the copier.

I told him to lock the door. When he came back, I had hiked up my skirt and was bending over the copier. He didn�t need any hints and took me from the rear. It felt so good to be taken like that. My Harold was so hot, so ready. And turned around like that made him feel bigger, harder.

Harold�s not the bigger guy when it comes to the sex department. And his libido is rarely equal to my needs. But, such a sweet guy is too good to pass by and well, sex isn�t everything. Of course, when you can have your cake and eat it too, well that�s cooking with high heat.

He gave me back my panties when we were finished and I smiled at him. I told him that I wanted him to wear them for the rest of the afternoon so he could think of me. He grinned and laughed. When he realized I was serious he took off his trousers and his boxers and slid my panties up his legs.

I�m a big girl and Harold is only a few inches taller than me. My size seven undies actually fit him well enough. He laughed when I stuffed his boxers in my purse and looked at his delicious ass outlined in my wet nylon and spandex pink bikinis. I ran my fingers across his cheeks and was amazed to see how hard he was already.

It was too good to pass up and I reached around and stroked him inside my silky panties. I was amazed at how large he had become so quickly. It only took me a minute to stroke him to climax. It was amazing how much power I had over him.

I held his member firmly as he came and squeezed him inside my panties as spurted all over. I squeezed him and pulled his pants back up. I fastened his belt and whispered in his ear that he could think about all the cum he left in my pussy when he feels the sticky mess in his own pants.

We kissed and went back to work. I drove on the way home and Harold was amazing. As we drove home he pulled back my skirt and licked between my legs. I loved it.

When we got home, Harold dragged me upstairs and as I tore off my clothes, he stripped out of everything but my panties. He was gazing at himself in the mirror and stroking his erection still inside my underwear.

I thought for a minute and went over to my drawers and pulled out a shortie nightgown. It was an apricot colored flimsy little thing that was more lace than material. I walked over to him and turned him around.

He looked at me. He smiled. He stroked himself. I told him to lift up his hands over his head and I slipped the teddy over his head. As it dropped down over his shoulders, I pulled it out and down around his body. As I did, I ran my hands over the acetate and silk material, caressing his chest, waist, and hips.

He got stiff and pointing straight out. My hand drifted down and I ran my fingers around his swollen shaft. I took my other hand and stroked his silk covered ass.

I thought that Harold would swoon in my arms. He was beyond excitement as I led him to the bed and pushed him onto his back. I treated him like a girl as I kissed his nipples under the silky nightgown material. I stroked him and pulled his panties off. I pushed his legs back high in the air. I did all the work as I pulled him up straight, mounting him. I slid him deep inside my pussy shivering with excitement.

I rode him until he was moaning and screaming. I used my muscles to bear down on him and bring him up and off. He was still hard after he came. It was exciting to have this much sex in a few short days. I was sore and stiff, but hey, it was all-great.

We lay there together, Harold in his nighty and me naked and used up. I hadn�t cum this much in the entire six months together. As I invited him to shower with me, I laughed as I watched his eyes look at himself in the mirror. He was enjoying my underwear and lingerie.

After soaping each other clean, I got out my razor and cleaned the stubble off my legs and pits. I looked at Harold and impulsively told him to shave his legs. When he looked at me, I told him that if he wanted to wear my stockings, he needed to be smoother. I handed him the razor and filled his palm with shaving cream instructing him to lather his thighs and calves. I took the razor back and showed him what I meant.

I shaved his legs while he watched. Then I helped him rinse them off and took his hand and stroked them purring about how smooth and wonderful his legs felt. Before he could say a word, I lathered his crotch and gave his pubic hair a bikini trim. He looked down in amazement as I removed the hair on his stomach and chest. Before long, I had shaved him hairless. No hair on his arms, legs, or anywhere on his body. All I left him was the hair on his head.

My Harold has beautiful hair. It�s a sandy color, a light brown. His hair is always full of sun highlights from our beautiful California weather. He kept it shaggy, not real long, but he was constantly pushing it out of his face and behind his ears. When we got out of the shower, I covered him with lotion and moisturizer. I caressed it into his skin and liberally added some to his erection. It seemed like Harold was in perpetual heat since our night out.

We still hadn�t eaten anything and I was starved. We padded back into the bedroom and I picked out a full slip for my baby to wear. It was an 18-inch number that was almost like a teddy, but came halfway down his thighs. I tossed it to him and without any hesitation, he put it on. He looked in the mirror. I came up behind him and ran my fingers through his wet hair.

Telling him we needed to do something with his mop, we went back into the bathroom. I used my hot curler and mousse to give his hair some body. I feathered it and stood it up. Before I was done, I had given him a new hairstyle that was more appropriate with his hairless body and lingerie.

Harold sat there and allowed me to play dress up with him. I convinced him to let me trim back his eyebrows and afterward apply mascara and liner. He grinned, as his eyes appeared to get bigger and more pronounced. After I had added blush and lipstick, the only way you�d know I was with a man was his pecker sticking straight out and leaving a little wet spot on the front of his slip.

I dug in my closet and found a pair of seamed stockings, nice sexy black ones. I made Harold sit down and showed him how to roll them up and on his legs. I caressed his legs as I pull them up.

Harold was sitting so still and his member was just asking for a kiss so I took it in my mouth and licked. I was startled when he erupted so quickly. It wasn�t hard to contain it and swallow it and I did eagerly.

I looked up as his angelic face. He was in such a state of bliss, almost hypnotized with pleasure. I pushed him on his back and moved up on his body. I spread my legs and straddled his face. I spread myself and leaned down where he could reach my wet lips.

He was as eager as a hungry pup, licking and kissing and making nice. I moaned and groaned and let him know that he was doing the right thing.

Well, I had to laugh when I lifted up from his makeup-smeared face. He looked so cute.

We repaired his makeup and hair. As he sat there looking in the mirror, admiring himself, I suggested that we go to the drag show tonight. He smiled.

I told him that we would dress him up and he could enjoy a night out as a woman. He was hesitant until I promised him that no one would know him and I wouldn�t do anything to violate our trust.

Well, I found a pretty white blouse and a nice pleated skirt that he could wear. I was able to give him a pocketbook and jewelry but no earrings. All I had were pierced ones.

He was a sight. We had to settle on a pair of sandals that I could squeeze his feet into but when all said and done, he would pass in the dim light of the nightclub.

Harold sat in the passenger seat talking about how much fun he was having. He was as excited as a child going to the circus.

Let me just say that our evening was uneventful. He was in awe of the performers and never took his eyes off the stage. It was almost as if he were worshipping at the altar.

When we got home, he put on my high-heeled sandals and practiced walking in front of the mirror. He was trying really hard to look the part and I have to admit he was a quick study. I was excited, but Harold was a lot more excited. Hs dick was standing straight out and up. As he flounced around in my high heels and undies, his dick was wagging out in front of him about a half a wig behind his waggle.

I took him in my mouth and he stumbled in my heels. I suggested he take them off before I had to call 911 for his broken ankle.

That night was as good as any we had ever had. Harold found sexual energy for four rounds of lovemaking and I had never been so satisfied.

The next day, I took Harold out and got his ears pierced. He got two studs and two hoops. While he was admiring his new earrings, the guy asked what else did he want done?

Harold looked puzzled? �What do you mean?� he said.

�Well, most chicks get their tongues pierced, or a cuff in the top of their ear, or a nipple pierced. We don�t do clit piercings or stuff like that.�

Harold realized at that point the piercing guy though he was a woman. He got really red and for a minute I thought he was going to say something. I reached across and touched his knee. �Honey, why don�t you get a cuff in your right ear. That would look really cute.�

Harold just nodded. After I used my credit car to pay up, we walked out.

�That guy thought I was a woman. That�s too strange.� He was grinning and shaking his head.

�Well, I guess it was your hair. And you still have mascara and liner on, too.�

Harold laughed. I guess he didn�t realize he still was femmed out from last night. �Your jeans and sweat shirt at unisex and the guy just assumed from your earring request that you were a woman. You can pass, you know.�

�You think so?�

�Sure. Let�s go shopping and get you some walk around stuff.�

I handed him a tube of lipstick.

Without a word of argument, he pulled down the visor and applied the color carefully to his lips. We went shopping. We got everything from shoes to lingerie to a dress and a sweater, skirt combination.

Later on, I insisted that he try on some of the stuff in the car. After he had slipped into the back seat, I watched him get dressed in the rear view. He looked great. Very pretty and I told him so.

�You think so?� He grinned through his lipstick.

�Sure, you want to test it out?�

�How?�

�We go to a bar and pick up some guys.�

�Oh no. What if they find out? I don�t want anyone to know that I�m really a guy.�

�Baby, no guy would ever guess and when you�re sucking his joint, he�s only going to be thinking about the pleasure.�

He looked strange. �I wonder what it would be like to play with a guy�s head, to lead him on, to have all that power.�

I looked at my Harold and realized that he was ready to go all the way.

I drove us out to dinner and made sure that we finished off the entire bottle of wine with our salads. I wanted him to be real loose for the experiment, that�s how I saw it, an experiment.

We went to a gay bar, one where there were lots of gender benders and I figured that Harold might not even notice what we were doing.

He was tipsy enough not to notice that girls, women, lesbians were also coming on to him. All he said is how great it was that everyone was so friendly.

I introduced Harold to a real cute guy who I had told already that Harold was a hot cross-dresser looking for a good time.

I watched as they danced and then disappeared out into the parking lot. Harold never even noticed me follow him out and observe him give his first blowjob.

Just like an amateur, I thought, as I heard him choke then cough as the man pushed himself down Harold�s throat, the cum shooting into his mouth. And that was just the beginning.

Drunk on alcohol and sex, my Harold made me proud that night. He learned what it was like to receive. Before long, my Harold was lost in a fever of ecstasy and pleasure as he felt himself being filled.

My baby got his first taste of a real full body orgasm that night as he was repeatedly taken over and over again until his whole body was filled inside and out.

He slept well that night and into the next day. I wasn�t surprised when he woke that all he could talk about was how released it made him feel.

We had a wonderful lunch and talked all about his experience from last night and how much he liked his coming out party. I insisted he take a hot bath and soak his aches and pains away from being stretched so much last night.

When my Harold came out of the tub and into the living room, he was wearing a beautiful silk teddy I laid out for him. He had done his own makeup and was really quite cute.

I told him I had someone for him to meet and believe me; Harold was so excited that his own little thing popped out of his dress as he took one look at handsome Carlos.

But, I have rattled on way too long on this tale and will finish it another time.

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