It was just Marla and me. She insisted that I call her Miss Marla, and she always called me Little Tommy.
Marla made sure I was well taken care of, education wise, etc. She had two quirks. Although, I had my own bedroom, she insisted that I sleep with her. There was nothing weird going on if that's what you're thinking. This started right after my dad died through high school.
I used my own room to play, and later do my homework. At night, Miss Marla read to me before I went to sleep.
The other thing was that she always gave me a bath. Of course, that made sense when I was little, but like our sleeping arrangement, it continued into my high school years. Again, there was nothing untoward going on.
In fact, once I reached puberty, while she was bathing me, sometimes I'd get an erection. Embarrassed, I'd slide lower under the water, and Miss Marla would say, "Little Tommy, let's fill the tub with more hot water." She didn't make a big deal about it.
Things changed shortly after I turned eighteen. Miss Marla caught me masturbating. I'd been doing it for quite a while. On this particular day, one of my buddies gave me a porno magazine. It probably wouldn't even qualify as porno today. There were just pictures of girls showing off their tits.
Anyhow, I was in my room, with my briefs below my knees, one hand open to the magazine, and the other furiously stroking my cock.
Suddenly, "I've been watching my Little Tommy for a few minutes. It looks like you're not Little Tommy anymore."
Quickly, I covered myself with the blankets, and hid the magazine. Too late.
"You've gone this far, you might as well keep going," she said as she sat on the edge of the bed, and pulled back the blankets.
I was blushing. I was so ashamed, and I was so hard.
"Little Tommy, it's okay. All boys play with it. Go ahead." She took the magazine and held it up. "She sure has nice ones, doesn't she?"
I hadn't jerked off in a few days and when I shot, I guess Miss Marla thought it was a pretty big one. I have to admit, I shot almost a foot in the air. The second and third ones weren't nearly as high.
"Wow, that's a good boy. There sure was a lot." She got up and left, taking the magazine with her.
I didn't jerk off for a few days; I didn't want her to catch me again.
Then three days later, there was a porno magazine on the bed in my room. There was a note clipped to the cover. "Little Tommy, it's okay. Have fun. Miss Marla"
This was real pornography. Almost every page had a girl with her legs spread. It was the first time I'd ever seen a pussy. Some women had lots of pubic hair, and others had none. These were real close ups and I was curious.
Yes, I jerked off to those pictures. Twice in my own bedroom, before I went to sleep in Miss Marla's bedroom; and then twice more the next day. I came all over my sheets.
I hid the magazine under my mattress. I'm not sure why. Of course, Miss Marla knew I had it.
The next day was a Saturday. I never left my room all day. I must have jerked off four or five times.
She didn't say anything, but a few days later it was gone, and the sheets on my bed had been changed.
A week later, on a Sunday morning, I'd just finished in the bathroom, Miss Marla was in my bedroom with a young woman who might have been four or five years older than me. "Little Tommy, this is Blaze, I've employed her to teach you things, I can't. Enough of those magazines. Blaze is the real thing."
"I don't understand." It took me a while to figure out that what Miss Marla meant by "employed" was that Blaze was a prostitute.
"I'll leave you two alone." As soon as Miss Marla left, Blaze sat on my bed, and indicated that I should sit next to her. "So, this is all new to you?"
"Ummmm." Blaze was a red head; brilliant red hair. Her name wasn't really Blaze, she took it from that blazing red hair. She was barely five feet tall, couldn't weight a hundred pounds, but through her tight top her tits looked big.
"It's okay Tommy. That's what I'm here for. First, of all I'll be gentle, and by the time I'm through with you, you'll make all the girls beg you to fuck them. Do you want to show me your cock?"
I still had my pajamas on. No, I didn't. I was so nervous, I was shaking.
"Okay, let's do this then. I'll show you mine, if you show me yours." Blaze started to get undressed. Apparently, she'd had lots of practice taking her clothes off, because in just a minute she was down to her panties and bra.
"It'll be fun Tommy. Do you want me to help you?" She reached for the waist band of my pajamas.
I let her, and when she reached inside, "Tommy, Miss Marla said you had a big one. C'mon let's get you undressed, so I can play with it."
I wanted to, and I didn't. I mean, looking at naked women was one thing, but to have a real one right here in my room, and so willing was scary.
"Here let me do this." Blaze unhooked her bra and threw it aside. Her tits were big and as perfect as the models in the magazines I'd jerked off to.
I stood up and took off my pajama top and then pulled down the bottoms. "Well, look at that. Look at your cock standing up. Tommy it's magnificent."
I wanted to cover it up with my hands, but Blaze seemed intrigued. "You think it's okay?"
"Tommy, it's as nice a cock as I've ever since, and you'll have to believe me when I say I've seen a lot of cocks."
I don't think I could have been any harder. Blaze got on her knees, right there in my bedroom. With one hand she gently stroked my cock, with the other she cupped my balls. "Tommy, I promised I'd been gentle."
I was astounded as Blaze started to kiss it. First, just my head and then down my shaft. "What a wonderful gift Miss Marla has given me. I can't thank her enough." She was kissing my balls now.
"Tommy, I have no idea why Miss Marla calls you Little Tommy. I've been with lots of men, and most of them don't have what you have."
If possible my cock got harder, and then it got harder again when Blaze put her lips on my cockhead and slowly made my whole cock vanish in her mouth. "Hmmmmmm, hmmmmmm, hmmmmm," she began to slide it in and out of her mouth. "Hmmmmmm, hmmmmmm, hmmmmmm."
I could feel my cock throbbing. It was the same feeling I had when I was jerking off and getting close to cumming. She took my cock out of her mouth, "not yet, Tommy. There'll be plenty of time for that."
She still had her panties on, but quickly shed them, and lay on my bed with her legs spread. I just stared.
"Oh, I forgot, Miss Marla said you've never seen a pussy before except in pictures. Go ahead take a good look.
She spread her legs. Her bush was big, and as blazing red as the hair on her head. I knelt between her legs and continued to stare. "Most girls my age shave it all off, but I find that men are intrigued by the color of my bush. Tommy are you intrigued?"
I could just stare. "Ummmm, I've never . . ."
"Of course, you haven't. There's more you know?" She spread her pussy lips and I was mesmerized looking into her wide open, pussy hole.
"Tommy, I may be a whore. This is my pussy. It's not a cunt. I'm not a cunt. Miss Marla has hired me, but I won't be degraded like that. I don't know any girl that likes the word ‘cunt.'
"Yes, ma'am." She was so adamant that ‘ma'am' was the first thing that came to mind.
If you're honest, you know that a red head is really orange, which Blaze's hair was, but her open pussy was almost red. It was striking, and my mouth was agape. "Would you like to touch it? It doesn't bite."
I was scared. I had no idea what to do. I don't know why I said it, "Ummmm, can I touch your titties?"
Blaze laughed. "Oh Tommy, you are so precious." Come up here, they're all yours." She sat up, and I crawled up next to her. "Here, give me your hand."
How do you describe something so perfect? Firm, but soft. "That's it, you can squeeze them, but not too hard. I have an idea, Tommy. Let me sit in front of you, and you can put your arms around me and play with both of them at the same time."
My cock was rock hard. "Oops, I almost sat on it," she laughed as she almost impaled herself on my cock as she sat in front of me. I was behind her.
"Now, Tommy, you can play with my nipples, but they're very sensitive. If you're gentle, and touch them just right, you'll make me wetter than wet."
I wasn't sure what that meant. Her nipples were hard, and seemed to get bigger the more I played. "Rub them between your two fingers." She showed me how she liked it.
"Ummmm, that feels so good. You're a quick learner." She leaned back and kissed me. She used her tongue which surprised me. "And Tommy, I have so much to teach you, and Miss Marla wants you to learn everything." She smiled, and put her tongue back in my mouth.
Apparently, Blaze was very good at what she did. "Tommy, I think your cock is in need of some relief." She was so right. Seeing her naked, playing with her tits, to say nothing about when she had my cock in her mouth, had me so close to cumming.
If you'll recall, I was so embarrassed when Miss Marla made me jerk off in front of her. How embarrassed would I be if I came in front of Blaze, who was just a few years older than me?
"Now Tommy, it's my turn to play, but I'm going to take it slow. You need to tell me when you're getting close to cumming." She took my cock in her hand.
I was already close. "Miss Marla told me that you jerk off, so I know that you know when you're close."
"Blaze, just playing with your beautiful titties has me close."
"I see." She let go of my cock. "It's so big, and I'm going to have so much fun with it. Now, just calm down a little. Relax," Blaze told me. She crawled up next to me, "let's just snuggle for a while, maybe that will calm things down."
She put her head on my chest. "So, tell me about school. Are you going to college next year?"
I didn't want to brag, but I'd been accepted at a number of Ivy League schools. "Miss Marla said I should go to Dartmouth. It's in a small town, and she's already found a two bedroom apartment that we can rent while I'm there."
"She's going with you?"
"Yes, she said, I'll be able to study better, without the distractions of dorm life and all the other stuff that goes on in college. What about you, did you go to school?"
"Tommy, I have a degree in French Literature, but it's impossible to find a job. That's why I do this. I have to admit that it pays much better than teaching."
We talked for about an hour. "I think you've calmed down enough for us to continue. What would you like? You can play with my titties or my pussy, or I can have some fun with your big cock. I know it won't take me long to get it hard again."
I had to admit, "I liked it when you played with my cock."
"Oh, you mean when I had it in my mouth. All men like that," she laughed.
Blaze went down on me. It was my first blowjob. Her skill was such that she was able to make me last for what seemed like forever.
Sometimes she took it all in her mouth and sucked, other times she licked or sucked on my balls.
I can't speak for other guys, but there is always a place in my heart for that first blowjob.
"Tommy, your cum is so sweet and there is so much of it. Any time you want me to do it again, I'll be glad to, and your cock gets so hard."
We slept in each other arms until the afternoon. I'd never slept with anyone except Miss Marla, and of course, it was nothing like this. Miss Marla always wore a long flannel nightgown. Blaze was naked.
When I woke up, I was so ready for more, whatever more entailed. "So you're ready to play? After this morning, my pussy is anxious to get to know your cock?"
I smiled, but I was concerned. Blaze sensed it, "Oh, I'm sorry, I forgot. I'll take it slow. I'll bet you'd like to take a good look at my pussy again."
I didn't hesitate, I slid down the bed, and Blaze spread her legs. I was still curious.
I thought that blowjob was the greatest thing ever. That is until Blaze showed me how to fuck her. "Just get on top of me, I'll do the rest."
She did. I mean she guided my cock inside. "We're going to take it nice and slow. And Tommy let me tell you, your big cock makes my pussy tingle."
Beneath me, Blaze moved her ass slowly. "Hmmmm, hmmmm, hmmmm, oh Tommy my pussy loves your big cock so much. I hope you're having as good a time as I am. Tell me when you're getting close."
I was close, but I was doing everything in my power to not cum. I'd be so embarrassed if I came too quickly. Don't ask me why, but to take my mind off how good Blaze was making my cock feel, I started thinking of something else. Growing up in Chicago, I was a big Chicago Cubs baseball fan. That something else that I was thinking of was the Cubs batting order.
Don't laugh; it worked. Blaze started moving her ass, and then her hips a little faster, and I started moving with her. Did Jones bat third or fourth? I couldn't remember.
Like I said, Blaze and I started fucking, and I knew that Blaze was a prostitute, but she started making loud noises and fucking me faster and faster. Was she acting? I didn't know, and at the moment, I didn't care.
"That's it Tommy, that's it fuck my pussy, fuck it good. Oh God, Tommy your big cock feels so good. Keep fucking me."
Of course, I didn't last forever. Cumming in her pussy was so much better than in my hand. Of course, it was. "Wow, Tommy, you were amazing. That was a great fuck."
When she rolled off me, "That was so good, I'm going to want it again soon," she smiled.
We fucked again later that night, and before I went to school in the morning, Blaze gave me a blowjob. "Your cock is so good to suck."
Just as Blaze finished, Miss Marla came into my room. "It sounds like you two had a good time."
I blushed. I mean this was my step-mom, and even though she arranged everything, still . . .
"Miss Marla," Blaze said, sitting up in bed, "Tommy was amazing for his first time. And Miss Marla," she reached for my cock under the blankets, "he's not Little Tommy, I'm going to call it Big Tommy."
"I see. Now, Blaze, I'm sure, you have lots more to teach Little Tommy, I mean Big Tommy. You'll come back next Sunday and stay overnight?"
"Yes, Miss Marla. I'll make sure my schedule is clear, but after what Tommy's been doing to me, I need some rest. You don't mind if I sleep?"
She kissed me on the mouth, I got ready for school. At the front door, "Tommy, Blaze will come back every Sunday morning until she tells me you've become a great lover. I hired her to teach you everything she knows. Have fun with her. She's expensive, but I think she's worth it."
I never knew much about money. Later I learned that my father had a huge insurance policy, and Miss Marla sued the people responsible for his death; she won millions for herself and me.
Marla didn't work, but was on the board of a number of charities, and raised hundreds of thousands of dollars every year.
Week after week, Blaze and I spent Sundays in my bed, and she stayed overnight. Monday morning, she always gave me a good-bye blowjob. I didn't jerk off anymore, and like Miss Marla said, Blaze taught me how to eat pussy, fuck in every position imaginable, and encouraged me to last and last.
One thing that Blaze told me that I remembered for the rest of my life, "Tommy, I don't know why, but some girls don't like their pussy eaten, but you should always, always offer."
Sometimes while she was playing with my cock, and other times while we were fucking, "Not yet, Tommy, not yet, concentrate, baby, you can do it. Wait until Blaze is ready for you."
Miss Marla discouraged me from dating through high school, and although there were some beautiful girls in my school that I thought were interested, I really didn't have any interest in them, and why should I? I had Blaze. As Miss Marla said, "those high school girls don't know what Blaze knows."
TO BE CONTINUED
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