Youth knows no bounds, and this could be no truer than with a bellhop we had at the Barton. Billy was fifteen and had worked at the hotel for about two years.
One night, just before going off duty, he stopped by my desk and told me his parents would be moving to another town in a few days and he would be quitting his job.
We talked for awhile, and I told him how sorry we were that he was leaving, that we would miss him and wished him the best.
His last day on the job, Billy again came by the desk, ostensibly to say goodbye. When conversation lagged, and he just stood there, I asked, “Is there anything else you wanted to say, Billy?”
He looked at me, then dropped his gaze to the floor, then looked around.
“We’ve known each other for a long time, Billy. I'll be glad to listen to whatever you have to say.”
He looked at me, then blurted, “Miss Logan, I want to go to bed with you.”
Silence. Dead silence. I was caught off guard, stunned, didn’t know what to say. Billy, like the other men in and out of the hotel, was always looking at me, but he was only a boy, a fifteen-year-old boy.
“Billy,” I said, almost in admonishment, though I had to admire his boldness.
“Do you know what you just said?”
His face was red, but he had said it, now he was determined to follow through, embarrassed or not.
“Yes, I know what I said, Miss Logan.” His voice was faltering, and he was fighting hard to control his fears. “I’ve watched you for two years now, and each time I see you I get a funny feeling inside. I know you think of me only as a teenager, and you’ve had older men…“
“Billy, you shouldn’t talk like that.” I was astonished, but couldn’t get mad at the boy. In many ways, I admired him for saying what was on his mind.
“I’m sorry, Miss Logan, I don’t mean that as an insult. It’s just that… that I’ve wanted to go to bed with you since the first time I ever saw you.”
A warm smile came to my face. I felt compassion for Billy and his feelings, and was flattered by his interest and desire.
“Billy, what would your parents think if they learned you were asking a woman to go to bed with you?”
There was no reply. I realized that was a silly question. Billy wasn’t concerned with what his parents would say, and maybe he was right. There certainly would be no harm in making love, other than the boy being awfully young, ten years my junior.
“Miss Logan, I’m not a virgin. I’ve been around. Only a little, I will admit, but I have had a girl before.” The last part of his statement almost bordered on bragging, but not quite.
I was silent for a few seconds, looking at the boy standing before me. He had propositioned me. Now, I had to decide what to do about it.
“Billy, what time do you get off work?”
He looked at me, surprise on his face. “Five o’clock.”
I looked at the clock on the wall. “It’s now three. I get off in an hour. Come to my apartment when you finish here.”
Amazement was on his face. He left the office without saying a word.
I didn’t really expect Billy to show up; yet, I was hoping be would. Anyway, I had prepared for him and when there was a knock on my door a little past five o’clock, I was ready.
“Yes?” I called.
“It’s Billy, Miss Logan.”
“Come in, Billy.”
The young boy opened the door and quietly closed it behind him. I was standing between him and a window. The sun was shining brightly and the extremely sheer negligee I had on did nothing to hide my natural assets.
Billy stood there and gaped. He looked at the pinkness of my nipples, the fullness of my upright breasts, the dark cleavage. Sweat popped out on his forehead and he ran his tongue across his lips. I gazed down and saw a slight bulge in his pants. If I wasn’t careful, he would come in his jeans.
“Come over here, Billy.” My voice was low, sultry. If this kid wanted to play grown-up games, then he would be treated as a grown-up.
He hadn’t looked at my face since entering the room. His eyes kept darting from my breasts to the hairy mound between my legs. I let him look. I didn’t know if he would be able to follow through on his desire, but I was going to give him a treat even if he wasn’t.
“This is the first time you’ve seen me dressed like this, Billy. Do you like what you see?”
All he could do was nod his head. He still hadn’t looked at my face. There were small beads of perspiration on his forehead. He rubbed his hands together and I could guess that his palms were moist. The bulge in his pants was getting bigger and from his reaction, I figured he was about ready to shoot his wad.
“Take off your clothes, Billy,” I directed, as I slowly removed the negligee, and then stood fully nude before him.
The youth inhaled deeply as I stood there, naked, and it was probably the first time he had ever seen a live, nude woman before, other than maybe schoolgirls.
He was so anxious that he almost tore his clothes trying to unbutton his shirt and pants.
“Slow down, Billy, don’t get in a hurry. We have plenty of time.” I tried to soothe him. It looked like he wanted to carry through, so I intended to make it as pleasant for him as possible.
When he was completely undressed, I took him by the hand and led him to the bedroom. His prick was wet on the end and the vein was pulsating. He was fairly well endowed for a boy his age, about five inches or so, I would guess, and about normal in diameter. His balls hung in a sac which was close to his penis, and the brown hands were thick and long.
When we were on the bed, I pulled Billy to me. “Kiss and suck my breasts, but not too hard.”
The lad was inexperienced, but had been exposed, it was easy to see. He sucked hard and bit into the nipples, causing me to wince.
“Not too hard, I told you.”
He cased off and did a much better job. His hand roamed my body, stopping only briefly at the mound of hair before it touched the target of his desires.
“You can put it in now, Billy.” I wasn’t ready to come, but knew he couldn’t hold off much longer.
I was already moist, which permitted his small penis to enter my hole easily.
Immediately, he started pumping fast and heavy. I pushed against him, indicating I wanted him to slow down.
“Is this the way you do it with the schoolgirls?” I asked, not wanting to hurt his feelings, but desiring to teach him a trick or two.
“Yes.” He stopped, apparently waiting further instructions.
“This is what we call ‘slam barn, thank you, ma’am,’ and nobody really enjoys it. Just take your time. Don’t-be in a hurry. The foreplay and actual intercourse are the most enjoyable part of the love act. Once you come, it’s all over. So, go easy, enjoy it. Make it last. When you get ready to come, you’ll increase your pace automatically.”
He followed my instructions and slowed down considerably. Billy kissed me and kissed and sucked my nipples, at the same time he was pumping. I lifted and lowered my body to meet his thrusts and slowly built myself to the point that I could come when he was ready.
Billy began breathing heavier and his pace quickened. I knew he was on the edge, about ready to unload.
“Are you ready to come, Billy?”
“Uh huh,” was his only response. His face was distorted in anticipation, and he was gasping for air.
“Okay. Pull it almost all the way out, then push it in as far as you can. Keep doing that until you come.”
As he rammed home, I lifted my body to meet him. When he came, he groaned and I came with him. I don’t know how long it had been since he had opened his floodgate, but he kept coming, after I had quit, and without even moving his penis. When he finished, he fell on top of me, his energies spent.
Evidently, this was the first time he had ever fucked a girl in such a manner.
Before, he had always gone at it as quickly as he could and gotten it over with. He had never savored the long, drawn-out sexual act, which is by far the most enjoyable.
Billy rolled off me onto the bed, then I cradled him to me, with his head on one of my breasts.
“Did you like that, Billy?”
“Yes. Very much.”
We lay silently for awhile and when I felt he had regained some of his strength and fluid, I spoke.
“Have you ever had oral sex?”
“You mean…“
I let out a short laugh. “In the vernacular of the teenage crowd, have you ever eaten a woman or been sucked off?”
“No… no.”
“It’s another way to have sex, and is almost as good as the conventional way.”
“I’ve always thought of that as what queer do with each other.”
“No, Billy,” I said, laughing again. “Between many couples, it is as normal as any other sex act. Do you want to try it?”
“Okay. I’m game.”
“Go in the bathroom and get a washcloth with warm water. Then, come back and wash both of us off.”
Billy did as he was told, and the warmth of the cloth and his tender rubbing felt good. His prick was soft now, but it would be easy to arouse.
“Now, put your head between my legs. See the opening, where you had your penis before?”
“Just kiss it like it was a mouth. Then run your tongue along the lips, at first, and later put your tongue inside.”
“When do I put my tongue inside?”
“You’ll know the moment, Billy, you’ll know.”
Billy was a good and willing pupil. He kissed my cunt lips, sucked on them, and his tongue played magic. My body began to move and the thought that he was bringing such joy and excitement to a fully experienced woman, instead of a semi-experienced schoolgirl, must have given him more encouragement, because he began to play with my pussy with his hand as well as kiss and lick it.
“Now, Billy, move your body so that you are on top of me, but keep your head between my legs.”
We were now in the ‘69’ position, and his penis, hardening by the second, dangled just inches from my mouth. I pulled the skin back, exposing the bead, and licked it. Billy moaned and put his mouth even closer to my pussy.
“Don’t get in a hurry, Billy, take your time,” I cautioned.
He slowed down and I continued working on him. I pulled his body down so I could get his prick in my mouth. Since it wasn’t too big, I was easily able to take the whole thing. His balls kept, hitting against my head as he pumped in and out of my mouth and I reached up and played with them. When I did, he pushed his tongue inside me as far as he could. I reacted to the sensation by biting into his rod. I heard him groan and then he pushed his straining cock deep into my mouth.
When his warm fluid began painting my throat, I joined him. He hesitated only momentarily when he felt my juice on his tongue, and then began lapping and tonguing even more. He had less fluid this time, and was soon finished.
He moved from on top of me, but without moving his head. He was still eating away, as if he had found some fabulous dessert and couldn’t get enough of it. I started to stop him, but decided not to. If he wanted to eat me, let him go ahead. I was enjoying it. I played with his balls while he tongued me, but his prick would not rise. It would be awhile before he would be able to get an erection again.
But this didn’t deter Billy. Almost as if he wanted to show his appreciation for what I had done, he continued kissing and sucking my cunt, pushing his tongue in as far as it would go and lapping at the walls. It wasn’t long before I was again vibrating. I encased his head with my legs and slowly moved my body against his tongue. I had had sex with many men, and in many different fashions. This certainly wasn’t the first time I had been eaten, and wouldn’t be the last. But it was the first time I had been made to come one time after another.
I unloaded again, and Billy continued to lap away at the juice. I finally had to pull him away, or he would have eaten me into another climax. Not that I would have minded, but there were a few other little tricks I wanted to show my young student.
"Well, Billy, how did you like your first experience with oral sex?”
“Great. Just great.” A typical teenage reaction to something, new, something enjoyable.
We rested for awhile and then I teased his prick, getting it aroused. When it was stiff enough, I climbed on top of him and let it slide slowly into my moist hole. My breasts were hanging above his face and he took one in each hand. As I took my, time riding his cock, he took his time kissing and sucking on my nipples. He even maneuvered my breasts to where he could put both nipples in his mouth at the same time.
A rippling sensation ran through my body when he did and I began riding his cook at a quicker pace.
“Are you ready to come?” I asked, in a gasping voice.
“No, not yet.”
I reached behind me and took his balls in my hand. Playing with them soon put him on the brink. He squeezed my breasts and bit into the nipples, just as he unleashed his load. When I felt the juice hit my insides, I shot my wad. I sat down on him heavily, feeling his prick go in as far as it possibly could, as my juice flowed down over his rod.
He was young, but he recovered quickly. I was surprised that his recuperating powers were so rapid. After only a few minutes rest, his prick again rose to the occasion. This time, I had him fuck me dog-fashion.
“Billy, pull your penis out until only the head is inside. Then push forward, not too fast or too hard, until our bodies are together. Keep doing it that way until you’re ready to come.”
The boy’s instinct was working, because as he was fucking me as I had directed, he played with my anus, moving his finger in and out, and rotating it inside me. As he would push his prick home, I would move back to where our bodies were as close as possible and to where his meathook could plow in as deeply as its length would allow.
His playing with my asshole caused me to come before he did. As I unloaded, I pushed against him as hard as I could, and he quit pumping until I was finished. When I quit pushing, he began pounding hard and deep, each time causing me to brace myself to keep from falling forward. He was on the verge of coming and I knew it would be only a matter of time. He finally rammed home, and his fluid painted the inside of my joy box. I squeezed his balls to get the last drop from his container.
When he had finished, he pulled his limp prick from my hole and rolled onto the bed, on his back. He was breathing heavily.
“Miss Logan,” he said, panting. “I never imagined it would be like this. I was scared to death to talk to you today, but now, I’m sure glad I did.”
That was quite a compliment coming from a fifteen-year old boy. I had had bigger cocks rammed into me, but had enjoyed few of them more than my experience with this young boy.
Before Billy left my apartment, we had oral sex again, and this time he made me come three times in succession before I finally, and reluctantly, pulled him away.
I have not seen Billy since that day, but I can imagine any of the schoolgirls he conquers now will never forget him. Someday, maybe, we will meet again. I would be interested in discovering what other experiences teach him through the years.