Discovering Delia

Published on Jul 21, 2020

Transgender

Discovering Delia Part 1  

Discovering Delia Part 1    

by Bill Beaumonte (oral_guy_2000@yahoo.com)  


This work of fiction contains explicit material intended for adults over 18. If you are under 18 or are offended by non-traditional sex, do not continue.  


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Author’s note: _This series presents a number of independent stories of about youthful first blowjobs. Some of these are inspired by my readers. I hope you enjoy this series.

_

I 'm Bill, a guy in my mid-twenties. I'm an electrical engineer at a regional electric utility. My main job is designing electrical substations for our major industrial clients. When I'm not doing that, I do whatever is needed – mostly putting together quotes, working with Dean from customer service. I knew Dean from high school, where we were close friends.

Dean was the youngest kid in his family, with two older sisters, Becky and Brenda. One day in high school I stopped over to see Dean and was surprised to see him dressed as a girl – and a really pretty one at that. I didn't recognize him at first, and asked for Dean.

Becky giggled and said, "Come take a closer look, and grabbed Dean by the arm and pulled him toward me. "Dean," I said, "Is that you?"

"Please Bill," Dean said, "It's not what you think – my sisters made me do this. You have to keep this between us."

My experience told me that whenever someone said "It's not what you think" that it usually was exactly that. I really didn't know how to respond, but felt myself becoming aroused, and wanted to kiss this lovely girl.

Dean was wearing a black wig and was nicely made up. I could see him blushing with embarrassment, but that just made him seem prettier. Brenda grabbed Dean's other arm and the two girls pulled him closer to me and said to him, "You're being rude to your friend – You should greet Bill with a nice kiss – now go ahead and do it!"

Dean was a few inches shorter than I was and looked up at me as he was drawn closer. Dean had never been very masculine, but the way he was dressed and made up he looked really pretty, and as he raised his lips to me, I just couldn't resist. Our lips met and I involuntarily put my arms around him, pulling him to me. It felt like I was someone else at the moment and soon our lips parted, and our tongues danced together. Holding him close, he pressed against my erection through my pants, which no doubt must be driving my behavior.

"Now that's really friendly of you," the girls said to Dean, "But if you keep this up you'll have to get a room!"

They pulled him back, leaving me wanting more. I took a few deep breaths and the gravity of what I'd done hit me. Now I was really embarrassed and said, "I'll catch you another time," and quickly left.

I hurried home, really confused. I was straight and had no interest in guys, but I'd just French kissed my friend, and liked it. I was glad the girls had pulled us apart before I made a complete fool of myself.

I stayed away from Dean for a few days. Our high school schedules had us in different classes all day, but one day Dean approached me at lunch time and wanted to talk. I felt uneasy about it, but felt obligated, since we'd been friends for so long.

"I'm really sorry about the other day," began Dean, "My sisters really love to humiliate me."

"Dean," I replied, "I'm the one who's really sorry – you were forced but what I did was completely voluntary, and I'm so ashamed of myself – can you forgive me?

"Of course," said Dean, "Let's just put it behind us – I promise not to tell anyone about it."

"Sounds good to me," I said, "I was afraid things would never be the same between us."

We shook hands and that was the end of it – at least I thought it was.

I would often think of Dean, all dressed and get aroused again – sometimes it would be a great jack-off fantasy. I told myself that I was still straight – but just aroused by a pretty girl.

I would see Dean often and never saw any hint of the sexy girl I'd once kissed – probably a good thing, since I wasn't very good at maintaining control of myself.

That was a decade ago, and we're both adults now, though from time to time I feel a little twinge of arousal when I'm around Dean – even at work. I knew I couldn't let that affect our work, but it did – I deliberately signed up for projects where we could work together, and one day Dean invited me over to his place for a cookout on Sunday. He was grilling some brats and corn on the cob. I agreed to pick up some beer and cole slaw at the store, and we made a date. Well, actually it wasn't a date – just two guys spending some time together, but I couldn't help but think back to the sexy girl I'd kissed many years ago.

Sunday was an unusually hot day, so I wore a loose-fitting shirt, shorts and sandals. I arrived to find Dean getting the food ready to grill. He had soaked the corn in their husks in water so they could steam on the grill without burning. He was wearing a t-shirt and shorts. He also had sandals but was wearing socks – that seem strange to me – who wears socks with sandals? – well, I guess Dean does.

I helped Dean get things ready and I thought I saw a glint of red from Dean's foot. Looking closer, without being too obvious, I saw that there was a small hole in one of Dean's socks and I could clearly see red. I realized that Dean must have red nail polish on his toenails and was wearing socks to hide it.

My mind raced back to our high school days and I began to imagine Dean as a girl today. I noticed that Dean's shorts fit a bit snugly, and I couldn't help but think the sexy round buns they concealed.

The corn had been on the grill about fifteen minutes, and I took on the job of turning them every few minutes, so they'd cook evenly without burning. It was now time to start the brats, and Dean brought them out on a plastic dish. After putting them on the grill he turned and fumbled the dish, which fell to the patio. When he bent over to pick it up his shorts came down in the back a little and I could see that he was wearing some black panties. Suddenly some of my old feeling returned. Dean had no idea what I had seen, but I couldn't get it out of my mind.

By now we were each on our third beer. I wasn't drunk but was feeling very uninhibited. While Dean was turning the brats I approached him from behind and put my hand on his ass, giving it a friendly squeeze, and said, "I like your panties."

Dean froze and was momentarily speechless. Finally, he meekly replied, "You do?"

"I've never stopped thinking about the pretty girl I kissed years ago," I confessed, "I've wanted to see her again."

"I think you're just messing with me, Bill," he replied.

"No Dean, I'm not!" I assured him, "You may think I'm a pervert, but I really liked you that way!"

"If you'll watch the grill, let me see what I can do," said Dean.

I agreed and stood by the grill while Dean went inside. I was both nervous and aroused – wondering if I'd just opened Pandora's box – not knowing what the outcome would be.

In a few minutes Dean returned, wearing a black wig and nicely made up, but not in girl's clothing. He had shed the socks, and now I could see his dainty bare feet with nails nicely adorned in red.

"I'm sorry, but don't have anything else to wear," Dean said, drawing closer.

I could see that he had a black bra on under his t-shirt. No other girlie clothes were needed, and I was delighted to see the pretty girl return.

I pulled Dean to me and we kissed for the first time in over a decade, and it was every bit as hot as I'd remembered.

"Dean," I said, "You don't know what you are making me feel – but I can't help it."

"Make that Delia," he said, "I think that suits me better." I knew I had the hots for Delia, and we continued kissing.

Then Delia touched my cock through my shorts, and said, "I hadn't intended to have this effect on you, but I'm glad you are happy to see me."

I reached under Delia's t-shirt and cupped a breast in my hand. I knew it was just a bra, but it felt hot to me.

"I really don't like wearing these boy clothes," Delia said, pulling the t-shirt up and taking it off.

Eager to help, I slipped my fingers beneath the waistband of her shorts and pulled them down, revealing the satiny black panties I'd only glimpsed earlier. I pulled the shorts down to her ankles and she stepped out of them. The back yard was completely enclosed by a tall hedge, so we had lots of privacy.

Delia looked even more sexy now, standing there in her bra and panties. I held her close, running my hands over the soft skin of her back, and slipping inside the back of her panties to gently squeeze her buns.

As we kissed, nobody was watching the grill, and soon we saw smoke billowing out and we broke our embraced. We rescued the food, which was charred, but not completely burned.

It was time to eat and we sat down at the table. This gave me time to collect my thoughts – was I getting in over my head? I'd secretly wanted this for years and now it was here – but what should I do?

"Delia," I began, "This clearly isn't something your sisters forced you to do."

"No," she confessed, "But I'm glad you are here – I never forgot how wonderful your kiss was that day."

"This time let's not put this behind us," I said, "But I'm not sure where to go from here."

"For now," I replied, "Let's just go with it and not over-think it."

After we finished eating, Delia came over to me and said, "So what now?"

"How about dessert?" I asked.

"I didn't get anything for dessert," Delia said.

I reached up behind her and said, "I think I see the perfect no-calorie desert."

I unhooked her bra and slipped it off her. I could see that there were small breast forms in it, but Delia actually had real breasts. They were B cups, but definitely breasts – not pecs like on a man. The nipples were so inviting that I just couldn't resist. I took the left nipple between my lips and sucked, immediately causing Delia to moan. As I sucked the nipple grew erect and Delia pulled my head to her, saying "Harder."

I sucked harder and loved the response I was producing. "Now the other," she said, and I moved to the right nipple and did the same.

I put a hand on her soft legs and began to move up them. Suddenly Delia stopped me by touching my hand, and said, "I don't think that's what you really want, so let me offer something better."

Delia knelt on the bench, leaning over the table and pulled the back of her panties partly down, exposing her lovely buns. I liked her breasts, but really was an ass-man. In my aroused state, this offer was something I just couldn't resist, and soon I was on my knees kissing Delia's buns.

She encouraged me and I got bolder. I kissed her crack and tentatively extended my tongue into it, drawing more moaning from Delia. I moved down to the bottom of her crack and extended my tongue all the way and playfully licked all the way to the top.

Delia responded by reaching back and spreading her cheeks. I'd seen a girl's rosebud in porn and always found it hot. Now I pressed my lips to her and slipped my tongue in. Her moaning became very pronounced, and I wanted this to go on forever, but soon my tongue grew tired and I had to stop. I pulled back and Delia thanked me, pulling up her panties. I realized that I'd just stuck my tongue up a guy's ass – but it looked so femme – it might have been different if the panties were down all the way, exposing Dean's balls. It was the most beautiful femme ass I'd ever seen – and the only one I'd ever kissed!

"A performance like that deserves a reward," she said, and in a flash, she unzipped my shorts and pulled out my erect cock. She knelt before me and took me into her mouth – it was the most delightful feeling I'd ever had, and in only a few minutes I climaxed. Delia eagerly took my load and swallowed without hesitation.

"I should probably go now," I said, and saw a look of disappointment on Delia's face.

"I hoped you wouldn't be like that," she said.

Feeling a little defensive, I asked, "Like what?" not thinking I'd done anything wrong.

"I'd hoped that you would still want to be with me after you'd cum," she said.

I realized that I was feeling some guilt and shame about what had just happened. I just came in my close friend's mouth (after kissing his ass).

To be continued . . .

Feel free to contact me with your comments or requests.

–Bill Beaumonte (oral_guy_2000@yahoo.com)

Next: Chapter 2


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