First Taste of Cum Part 266    
          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.


Boy Pleaser

    I'm Mike, a High School Sophomore who's learning all the important things about sex from Barbara, an adult woman I know. Sex education in Junior High was an absolute waste – just a bunch of boring biology with no mention of the important stuff – all that stuff I learned from Barbara.

I met Barbara when I answered a personals posting. She was looking for an "adventurous young man a little on the kinky side". I answered the post and she sent me a survey to fill out, which had a bunch of psychological questions and some really personal questions on sexual preference. The day after I sent it in Barbara contacted me and invited me over. She lived about three miles from me. I didn't have a car, so I had to ride my bike, which felt a little humiliating, but I hoped to change that soon.

I arrived at Barbara's a little early and she thanked me for being so punctual. She was an attractive woman in her mid-thirties. She had a few extra pounds, but they were well-distributed. Some might call her curvy, or a BBW. She was very buxom and had broad hips and a really nice ass, but not much of a belly. I realized that I was getting hard just looking at her.

She looked me over and noticed the bulge in my pants. "I see that you like what you see," she said.

"I do like what I can see," I confirmed, "But I have to imagine the rest."

"Soon I'll let you see it all," she said, "But first I need to confirm a few things."

We talked for a bit and she was most interested in confirming that I liked oral, and had a special desire for a woman's ass, and wasn't homophobic. It seemed that those were the three qualifying factors, and I was glad that I answered correctly. I clarified that while I was not homophobic, I was thoroughly straight, which she said was just fine.

Barbara led me to the bedroom and told me to undress, as she began to do the same. I was eager to see her so I was naked in no time at all.

I gazed at her beautiful naked body, noticing the huge nipples on her big round breasts. She turned around slowly so I could get a good look at all of her. Her ass was lovely – big and round but not at all saggy.

"Well, what do you think?" she asked.

"You look mouth watering!" I said.

"Then come over here and show me some of your oral skills," she said, sitting on the edge of the bed.

I sat next to Barbara and leaned to her left breast, taking her nipple between my lips and sucking. I had sucked girls nipples before but none so large, it felt really good in my mouth. As I sucked Barbara moaned with delight, then asked me to suck the other nipple. I sucked the other nipple with the same enthusiasm and soon Barbara said, "Now let's move on from the kid stuff."

She got on her hands and knees and bed with her big ass facing me. I was rock hard looking are her big round cheeks. I leaned to her buns and kissed each of her cheeks and then kissed along her crack. At first, I gave a series of kisses along her entire crack, and then cautiously extended my tongue into her crack. This was new territory for me – any time I tried to do anything with a girl's ass was met with resistance – sometimes getting called a pervert.

I wasn't sure what to do next, then Barbara reached back and spread her big cheeks, exposing her hole. I'd never seen that in real life before, but always found the porn pictures hot. I'd wanted to do this for a long time, but now that I had the chance I hesitated. "You want it or not?" Barbara asked.

I pressed my lips to her rosebud and felt Barabara's hot cheeks against my cheeks – kind of giving a new meaning to "cheek to cheek". Barbara moaned and told me to keep going, and I extended my tongue into her. I was pleased to find that she was wonderfully clean – there were no unpleasant surprises here.

"Ready for a ride?" she asked, offering me some lube. I rubbed lube on my cock and pressed into her ass. She pushed back and I was in. I loved her tightness, which was better than any pussy I'd known. Barbara seemed to enjoy it as much as I did and pushed back to meet each of my thrusts, and soon I came. This was the absolute best fuck of my life!

We laid on the bed catching our breath for a bit, then Barbara told me to go clean up. She went to another bathroom and afterward joined me on the bed. "I'm well pleased with your performance," Barbara said, "Now let's discuss your other responsibilities."

"Other responsibilities?" I asked when we returned.

"Yes," Barbara affirmed, "What we just did is your reward for doing them – and hope you find it suitable."

"Darned right!" I agreed, "For that I'd be willing to do almost anything!"

"Good," said Barbara, "I have fifteen thirteen-year-old boys as foster kids. They are going through puberty and need release from the pressures their bodies giving them. Your main job will be as a boy pleaser."

"Boy pleaser?" I asked, "How?"

"Mainly orally," Barbara said, "Let me show you." She turned on a video which showed a naked man lying on his back. Suddenly a boy jumped up and knelt over his face, putting his cock into the guy's mouth. I watched as the guy sucked the kid off and the kid dismounted, only to be replaced by another.

"Wait," I said, "I'm straight and that looks really gay!"

"Of course you're straight," affirmed Barbara, "This is just a job – it's not for pleasure. What we did together was for pleasure, right?" I nodded and she continued, "At least give it a try – it's really easy, and I'll be with you the entire time."

My playtime with Barbara had been wonderful, and I supposed I could at least give being a boy pleaser a try, so I said I'd try.

"Great!" said Barbara, "Come back at 8pm and meet the boys."

I returned home with a lot on my mind. Barbara was a kinky dream-come-true for me, but there was a catch. I thought about sucking off a bunch of little kids. Barbara had assured me that it wasn't part of the standard foster home procedure. It was something she came up with herself and it worked wonders to keep the otherwise unruly boys under control. Her last boy pleaser had moved away a month ago an she was keeping her boys happy by posing nude for them in after-supper circle-jerks, but the boys longed for another boy pleaser.

I returned to Barbara's at 8pm and met with her and the boys in the back yard. Barbara introduced me as the new boy pleaser and the kids all cheered. "When do we get started?" asked one of the boys and I offered, "How about now?"

Barbara led us indoors where I lay on the living room carpet. The boys all shed their pants and one knelt over my face an put his little cock in my mouth. It was really small, but hard as a rock. I ran my tongue all over it and soon he shot his load into my mouth. He remained on me as he drained, so I quickly swallowed to get rid of the strong taste. He was off me in a flash and another boy took his place, hard cock pressed into my mouth. I felt rather humiliated sucking off these kids, but it was easy work. It took about an hour to suck off all fifteen, but then Barbara took my hand and helped me up.

"How do you feel?" she asked.

"Fine," I said, and then realized that my stomach was feeling uneasy, and added, "I may have some stomach problems."

"You just swallowed fifteen loads of cum in less than an hour," explained Barbara, "Quite a lot for a beginner, but you'll grow accustomed to it with a little practice."

I sat still for a while to let my stomach settle. After an hour my stomach felt better, and Barbara said she was proud of me. "I'm ashamed of myself," I said, "I never wanted to be a faggot!"

"Don't think of it that way!" Barbara urged, "It's more like being bisexual."

"Bisexual?" I responded, "I thought you were either straight or queer."

"A lot of people are," Barbara agreed, "But some enjoy both sexes – that could be you."

"I don't know," I said, "Even if I am, I'm still a cocksucker."

"Don't be so hard on yourself," Barbara said, squeezing my cock through my pants while unbuttoning her blouse, "Let's prove that your sex drive is perfectly normal."

As Barbara unzipped me and had my cock out and began stroking me, she asked, "How about using your oral skills on me again?"

I kissed her and she led me back to her bedroom, where soon our clothes were shed. She knelt on the bed, offering her big ass to me once again. I quickly spread her soft cheeks and pressed my face into her crack, licking eagerly.

Then I pulled back and said, "I really like doing this, and I know it feels good to you, but how do you cum?"

"I finger myself off," she said, "I came twice the last time you licked me, and again when you fucked me."

"How many times can you cum?" I asked in wonder.

"How long can you lick?" was her reply.

"I wish I could lick longer, but this position is difficult," I said.

"Then let's try another and see if you like it better," she said.

She got up and told me to lay in the bed, which I did. She knelt over me with her ass facing me and began to lower herself onto my face. It was an incredible view, but I didn't know if I could take her weight – would her big ass smother me? If so, what a way to go!

"I'm not going to press down hard," she said, "And we need to get the position just right so you can breathe – make sure of that!"

Barbara spread her cheeks and brought her rosebud right to my mouth, and I responded by pushing my tongue into her.

This position seemed perfect! I was able to breath and licking her was effortless. This may be kinky, but there was nothing queer about what I was doing now! I don't know how long I licked her, but she fondled my cock as I did, maintaining my interest. Finally, she got off me and said, "I just came six times – that's a record for me!"

"But you need to cum too," she said handing me the lube while getting on her knees, offering me her ass once again.

I lubed up and slipped into her. "Just hold yourself there," she said, "While I do my kegals."

I remained still with my hands on her hips. I felt her tighten around me and then ease up. After a couple of repetitions, I said, "That feels great! How did you do that?"

"I just tighten the muscles," she explained, "Something I'll practice regularly for you, now let's see how it improves the ride."

I began to pump in and out as she squeezed, giving the most amazing ride. I couldn't last long and soon came.

"Barbara that was incredible!" I said, "I think I'm definitely straight."

I pulled out and went into the bathroom to clean up, then left for home after some passionate kisses with Barbara.

That night as I lay in bed, I thought about all that had happened. In a way I kind of liked sucking the boys off. It was really easy, and after the first few guys their cum didn't taste so bad. I remembered feeling almost like I had to puke afterward, and hoped that my body would adjust to swallowing so much cum.

I drifted off to sleep apparently okay with being a boy pleaser!

  To be continued . . .

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