First Taste of Cum Part 430    
          by Bill Beaumonte (oral_guy_2000@yahoo.com)  



This work 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.


Must Suck and Swallow

    I 'm Trent, a horny teenager who jacks-off every chance I get. My favorite fantasies involved girls until I discovered really sexy cross-dressers online. The first ones I saw weren't very appealing – they were obviously guys in dresses, and weren't at all realistic – passable, as they say. In fact, to me they looked just plain gross! But then I saw some really pretty ones – no hairy bodies – smooth, just like a real girl. With nicely-done makeup they looked completely femme!

The only indication that they weren't was when I saw what was in their panties. Now, I'm not the least bit gay – not at all attracted to men, but these guys, or rather gurls as they are often called, were really hot! For some reason I liked them even better than real girls!

It didn't make sense to me, but that was how I felt. Often a series of pictures would start out with them completely dressed, with less clothing as the pictures progressed. I found myself looking forward to seeing their cocks. At first I wasn't really interested in their cocks – it was just confirmation that they were a gurl, not a girl. Over time I found myself focusing on their cocks – many were small, and some looked really pretty to me.

Sometimes when I saw a real girl that was pretty I found myself thinking, "Too bad she doesn't have a cock!" I wondered what would happen if I could be with them. I heard they give great blowjobs and love to be fucked – they must be a lot more fun than real girls.

All this was just fantasy, though a very arousing fantasy – until one day. I got a new nextdoor neighbor, Ray. He was my age and we quickly became friends. Ray's parents both worked during the day, and I would spend a lot of time at his house. He had a swimming pool, so the yard was enclosed with a high stockade fence that provided security, as well as privacy.

One summer day I entered his back yard and saw a girl in a bathing suit. I knew I surprised her because she jumped, startled when I spoke, "Hello, is Ray here?"

She said, "Not at the moment, I'm Rachel."

"I'm Trent," I returned, "I didn't know Ray had a sister." then I noticed the tiny bulge in the bottom of her two piece swimsuit, and saw something special that I liked. My viewing of so many cross-dresser pictures had trained me to spot that beautiful bulge that revealed them to be gurls.

"But wait," I said, "Ray – is that you?"

She blushed, and stammered, "Yeah, it's me – was I that obvious?"

"Not at all," I said, "I just have an eye for this sort of thing!"

"You like gurls like me?" she asked.

I nodded and confirmed, "Yes, but never thought I'd meet one!"

"You are really pretty, Ray – or may I call you Rachel?" I continued. Rachel encouraged me to treat her like a gurl. I drew closer and put a hand on her ass, but quickly drew back, fearing that I'd been too forward.

"It's okay," she said, and my hand returned to fondle her soft cheek. I couldn't resist and soon leaned to her and kissed her. She put her arms around me, parting my lips with her tongue. I was quickly getting aroused and never thought I was kissing a guy. I pulled Rachel closer, and she put her hand on my pants, feeling my hard cock through the fabric.

"You need relief," she said, "But I've had some really bad experiences with guys," she said.

"How so?" I asked, hoping to have a wonderful experience with her.

"Horny guys sometimes like gurls like me because they think we are easy," Rachel explained, "Good for a quick fuck or blowjob, but once they cum they are ashamed and leave in a hurry – imagine how that leaves me feeling!"

"Sounds pretty bad," I agreed, "But I'm not like that – I would really appreciate you."

"Just how different are you from other guys?" she asked.

"I don't see you as an easy way to get off," I insisted, "But I could sure imagine you as a regular girlfriend."

"Are you really sure of that?" she asked, "Or is that just your hard cock talking?"

"What would I have to do to prove it?" I asked.

"Well, most guys just want to get off," she replied, "They say they'll return the favor, but as soon as they cum they take off – until the next time – then it's a repeat of the same old thing."

"Not me," I assured her, "I'd make sure you were well taken care of and put your pleasure ahead of mine."

"If you're really sincere, then you are a pretty special guy," Rachel said, "Are you ready to prove it?"

I nodded, and said, "Tell me what you want me to do."

"You must suck and swallow," Rachel said, looking me right in the eyes. I wasn't expecting that, although I probably should have. None of my fantasies ever included me sucking a gurl, let alone her cumming. But my dream gurl was within reach, and I was hard and not thinking rationally, so I quickly agreed.

"Show me," Rachel said, as I continued kissing her. I dropped to my knees and brought my mouth to her bikini bottom, kissing the bulge as I reached around and took her cheeks in my hands. I felt her harden, and looked at her. The bulge was initially just a slight hint of a bulge, but now she had a bulge that anyone would notice. There was a small wet spot from her arousal. I took hold of the sides of her bikini bottom and gently pulled them down, exposing her now-hard cock. It was small, and really quite pretty. There was no time like the present, so I leaned to her, taking her into my mouth and proceeded to suck her.

Thoroughly surprised, Rachel put her hands on my head and began running her fingers through my hair, "You aren't like other boys," she affirmed, and began to moan with pleasure. I'd never done anything like this before, but just moved my tongue around as I'd heard described in porn stories. I was more turned on than ever before, going down on this really hot babe!

Soon she came, giving me her gurl juice! It was strong tasting – unlike anything I'd ever had. I wasn't sure if I liked it, but I knew she expected me to swallow, so I did, but continued to hold her in my mouth.

She pulled out and told me that I was clearly not like other boys, and that I might just be boyfriend material.

With that she pulled me to my feet and kissed me, driving her tongue deep into my mouth, tasting her own gurl juice.

As we continued to kiss, Rachel squeezed my cock through my pants, confirming I was still hard. Then she dropped to her knees and sucked me. I'd never been sucked before and it was truly wonderful. It only took a few moments for me to cum, and Rachel swallowed every drop.

We kissed a bit more, but I didn't try to taste my cum. "When will I see you again," I asked, "I mean as Rachel?"

"Maybe a couple times a week," Rachel said, "But you can be with Ray the rest of the time." I left for home, on one hand thrilled about Rachel, but not sure how things will be with Ray. I really enjoyed going down on Rachel, but I was also sucking Ray – squaring those in my mind might take some doing.

That night I jacked-off remembering my time with Rachel. This time I thought about sucking her off and how arousing that was. After I came, but before I drifted off to sleep, I thought about Ray – how could things ever be the same between us. What do I even say?

The next day I saw Ray and said, "We need to talk." He offered me a lemonade and we sat in the back yard by the pool.

"I really enjoyed Rachel," I continued, "But I know that's really you, and I'm trying to make sense of it. Are you one of those transgender people, or what?"

"No, I'm not a trans person," Ray explained, "I guess you could say I am gender fluid – I like both genders and switch when I want to, and you caught me as Rachel. I'm really glad you like me that way, because I'll want a lot more of that."

"I like you as Ray," I said, "But I REALLY like you as Rachel!"

"I really liked being Rachel for you," he replied, "And want to do so a lot more, but you don't need to wait for me to be Rachel, you know."

"What are you getting at?" I asked, "Rachel was really hot!"

"I sure am glad you feel that way," he said, "But we really are the same person, and can do the same things."

"You mean you want me to suck you as Ray?" I asked.

"Why not?" he said, "We're the same person."

"But I'm straight!" I insisted.

"Now Trent," Ray returned, "Just how straight can you be if you sucked off a gurl like Rachel?"

He had a point, but it was one I didn't want to face up to. I thought about being with Rachel as a straight experience, although it was a bit of a "walk on the wild side". If I did anything with Ray, there was no pretending it was straight.

"This is so confusing," I said, "I don't know what to say."

"Don't say anything," Ray said, "Just listen and think about this – no need to answer if you don't want to. I know you got excited being with Rachel, but do you think you could grow to really care about her – to actually love her? Just give it some thought."

Ray put his hand on my knee, to which I should have objected. Instead I spread my knees further apart, welcoming his advance. Soon his hand moved up my leg and he was massaging my cock through my pants. I was clearly aroused and wanted Ray to keep going.

"Why not unzip and let me help you out?" he said. I unzipped and took out my cock, and soon Ray stroked me to full erection. "Do you want me to stop?" he asked, but I was too far to have him stop.

Soon Ray was sucking me. It seemed quite natural for Rachel to suck me, but this was clearly gay, but it sure felt good. I closed my eyes and imagined it was Rachel sucking me – actually it was, at least it was the same person. Soon I came and I kept my eyes closed until Ray got off my cock.

When I opened my eyes he was sitting next to me, smiling, and said, "I'll do that for you any time you like. If you want to do me I'd welcome it, but you don't have to. I hope this won't damage our developing friendship."

"I don't think it's damaging our friendship," I assured Ray, "It's just moving in a direction I never expected."

"I hope you will come to really like it," Ray said, "Do you want to see Rachel tomorrow?"

"I'd really like that," I affirmed, and went back home. I had a lot to think about.

I really loved being with Rachel, including sucking her. I knew she was really Ray dressed up as a girl, but it didn't feel the least bit gay, even when she came in my mouth. I also liked it when Ray sucked me – imagining it was Rachel made it seem perfect.

The next day I went to see Rachel and once again she was wearing a two-piece bathing suit, but this time the bottoms were a thong, showing off a pair of really luscious buns! I couldn't help staring at them, and gave them a nice squeeze as soon as I was close enough.

I liked tits, but had a real weakness for a girl's ass, which Rachel quickly noticed. "Feel free to take a closer look if you want," she said, and soon I was on my knees, kissing first one cheek, then the other. I grew adventurous, and without thinking gave a fast lick of her crack, then a slow, more deliberate one. Rachel moaned with pleasure, which urged me on, so I gently spread her cheeks apart and licked her crack eagerly.

"Let me make it easier for you," she said, reaching back and pulling the thong strap aside, and then holding her cheeks wide apart, exposing her tender pucker. I just loved porn shots of girl's holes, but this, in real life was so much hotter. Without hesitation I brought my lips to her pucker and kissed, noting only a faint fragrance of soap and perfume, but nothing at all objectionable. "Deeper," she urged me, and I extended my tongue into her.

Once again, nothing at all objectionable but Rachel was seriously moaning with pleasure. I continued to dart my tongue in and out of her until she abruptly turned around, pulled the front of her swimsuit down and pressed her hard cock to my lips.

They parted and took her in and she took hold of my head and rapidly pumped in and out of my mouth. This was an entirely new experience, which shocked me at first, but when she finally came, and gently caressed my head, she thanked me for being such a truly wonderful lover.

She pulled out of my mouth and helped me to my feet. "Oh I'm so sorry," she said, "I don't know what came over me!" She kissed me, parting my lips with her tongue, tasting some of her own juice. This whole situation was very confusing but also quite arousing, so I welcomed Rachel unzipping me and sucking me off. There was no need to apologize – I loved driving her wild with pleasure!

I came almost immediately, and likewise helped her to her feet and kissed her, though not a French kiss. I thanked her for a wonderful time and departed. That night in bed I reflected on my time with Rachel. I was glad to have rimmed her which had long been a hot fantasy. I got hard and soon was jacking-off. I came strongly, cleaned up and lay down to sleep. As I drifted off to sleep, I realized that I had my tongue up Ray's ass!

Much of the next day was spent thinking about Rachel, and Ray, and how to reconcile my arousal by Rachel with my aversion to sex with Ray. I knew of course that they were the same people, and I was just imagining that Rachel was really a girl – but better than most girls – she was a girl with a dick!

I remembered that when Ray sucked me, I imagined Rachel doing it, and it was almost as good. What if I sucked Ray with my eyes closed, and imagined that I was sucking Rachel – would that work?

When I saw Ray I told him I might be able to suck him if I closed my eyes and pretended I was sucking Rachel.

"Works for me!" Ray agreed, and pulled down his pants to reveal red panties underneath.

"With those I don't even need to close my eyes," I announced, and kissed the panty bulge. Pulling the front down I took Ray's cock in my mouth, telling myself it was Rachel's. As I sucked, it just felt more and more natural, and soon my efforts were rewarded, and I gladly swallowed.

I didn't see Rachel for a few more days, but sucked Ray every day – he continued to make it easy on me by wearing panties of various styles. Each night I thought about how this was all progressing, and realized that while I liked a girl with a dick – it was really the dick that I liked the best. The girl part sort of made it okay to do, but I now realized that I was a confirmed cocksucker. I wondered what it would be like to suck a guy who didn't dress as a girl.

I began to jack-off thinking about guys at school. It was arousing but I knew I couldn't approach any of them and risk my secret getting out. Instead, I went to the local shopping mall and hung out in the men's room. I stood at a urinal, pretending to pee. Most men who came in took a urinal at least two away from me, but when they took one next to me, I took that as a sign that they were receptive. It turned out that most of the time they were. There were modesty panels between the urinals to keep guys from looking at other guys, but I just stood back and looked. When the guy I was looking at stepped back so I could get a better look, I made my move.

"Care for a blowjob?" I would ask and most of the time they would agree. We would go back into a stall and I'd sit on the toilet with them standing in front of me. The first time I sucked that way I was nervous – afraid of getting caught, but it worked out okay.

Actually, I was caught once – after the guy I sucked pulled out and opened the stall door, I could see another guy standing there waiting. "How about doing me?" he said, and I waved him in. I sucked him and he gave me his address and phone number on a slip of paper, telling me I could come by his house any time for more.

I continued to suck Ray, and sometimes Rachel, all through high school, but also hunted for cock anywhere I could, sometimes sucking other kids, and sometimes adults, who really seemed to like my work.

I still found Rachel special. I'd kiss and make out with her, but with guys it was strickly blowjobs. I was completely comfortable being a cocksucker, and really enjoyed it. There will always be a special place in my heart for Rachel, who was not only a hot babe, but my ticket into cocksucking – I was never the same afterwards!

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)