“I heard someone say that you gave some friends a picture of me, is that true?” I asked.
“Only one, it was of you in your skimpy bikini by the pool, when you were sunbathing.”
“Ok, that wasn’t that bad.”
It was quiet for a few seconds, and I was getting horny, not sure how to proceed.
“I … I have to confess something,” Steve said quietly.
“Confess something? To me?” I asked, pretending to be curious. I already knew about the panties, and the jerking off. The kid had my full attention now.
“Well … I … I…” I could hear the nervousness in his voice and I could swear I could hear his heart beating rapidly in his chest.
“Steve,” I said a little more firmly but still with a calming tone, “look at me.” He slowly raised his gaze until his sad eyes were looking directly into mine.
“Do you trust me, Steve?” I said as I gave him a warm comforting look of assurance.
“Y … yes … I do, Irene,” he stuttered.”You can tell me anything, Steve. I think you’re a sweet young boy. I don’t mind you sending your friends that picture, but, If you want us to be good friends, we need to trust each other and be totally honest with each other.” I could see the anxiety seem to drain from his body immediately as my words seemed to put him at ease.
“Do you want to be good friends, Steve? I mean, I am going to marry your Dad soon and then I will be your stepmom.”
“Oh yes, Irene, I do.” He didn’t stutter at all this time but his voice quivered with suppressed excitement.
“So can we promise to be honest with each other, whatever happens? Can you promise to do that for me, Steve?” I asked as I took in another deep breath and felt my breasts pushing against the straining fabric of my sweater. His eyes flicked down to my chest for just a second and then he quickly focused them back in on mine.
“Yes, Irene. I promise.”
“That’s good Steve. It’s nice that we feel this way that we can have someone we can trust with our deepest darkest secrets.” I paused for a second to let those words soak into his brain.
“Now, you said you had something to confess to me?”
“Yes … well … I … I was in the mall one day about two weeks ago after school and I saw you.
I… I don’t know why, you just looked so pretty, that I started following you.”
“So how long did you follow me?”
“Well, at first you were just going the way I was going and then you turned into one store and I don’t know why, but I just kind of stopped and hung around until you came back out. Then you went into the lingerie store and I watched you looking at all kinds of nice stuff there. And then the next thing I knew, I looked at my watch and it must have been at least two hours since I first saw you. I … I hope you don’t think that’s creepy.”
Well, well … my own little infatuated stalker. This was going to be even more fun than I had hoped.
“No Steve, that’s not creepy. It’s kind of sweet actually.”
“Oh good, I’m so relieved. I thought you might think I was a weirdo or something. The last thing I’d want to do is upset you.”
“You know, it’s normal for boys your age to be attracted to older women.”
I was wondering if he was going to offer a second confession as well, that would certainly make things go smoother from now on. I have to admit, I was wet. Soaking wet by now, Imagining his cock inside me.
I stepped over to the bed and picked up a red satin corset from the pile of stuff on my bed.
I remembered that this was one of the things I had bought from the lingerie store about two weeks ago. I figured it must have been the same time as the day he’d followed me. I held it in my hands and let my fingers run over the smooth shiny material as I turned back to look at Steve.
“Was this one of the things you saw me looking at in the store?”
“Uh … yes … it was.” I could see the color rush into his face.
“So what did you do after I left the mall that day?” I asked curiously.
“Ummmm … well … I think I got on my bike and just went home.”
“And after you got home…?” I asked suggestively as I let the words hang in the air. He really seemed to get nervous now and I saw him struggle with the thoughts inside him.
“I … uh … I … I think I did my homework.”
“Now, Steve,” I said as I held the corset out towards him and shook my head back and forth like a teacher catching a naughty student cheating.
“I thought we were going, to be honest with each other. I don’t think you’re being honest with me right now.”
“I … I…” he was almost trembling with anxiety now and I figured I’d better help him along before he became a total nervous wreck.
“Didn’t you wonder what I’d look like in this?” I asked as I held the sexy garment by the shoulder straps and let the full shape of it dangle before him.
“Yes … yes I did,” he said softly.
“That’s good. That’s better, Steve. Remember, you need to be totally honest with me. If not, I can take you home right now. Do you understand?” I asked him a little more firmly, but not enough to scare him.
“Yes, Irene. I understand. I promise. I’ll be totally honest.” Excellent, I pretty much had him just where I wanted him.
“Good boy, Steve,” I said with a more comforting tone.
“So, when you thought about what I might look like in this, what did you do?”
He continued to look down nervously.
“Look at me, Steve,” I said firmly. And he raised his eyes to mine, he looked like a little lost puppy. “So … did you play with yourself?” I finally asked the point-blank question we had both been thinking about, I could see the color rush into my face once again.
“Y … y … yes,” he stammered.
“Oh, that’s sweet, Steve. That’s okay,” I said as I dropped the corset onto the bed and sat down on the edge facing him.
“You … you’re not mad?” he asked incredulously.
“No, quite the opposite. I’m very flattered actually. A woman loves to know that a young man finds her attractive enough that he jerks off thinking about her. And see … there’s no harm in being honest. It’s a good thing.” I could visibly see the anxiety and nervousness roll off his body like a physical entity.
“When you played with yourself thinking about me, did you cum?” As I asked this, I leaned back with my two arms straight behind me. I knew this position would cause my breasts to sit up like a big protruding shelf. His eyes flicked down to my big round tits and I saw him subconsciously lick his lips.
“Yes … yes… I did… cum.” Now that he knew I wasn’t mad at him, he seemed a little more at ease. I still enjoyed keeping him a little nervous; then I knew he’d do whatever I asked.
“So, did you just cum that one time that night?” I asked as I let my legs roll slightly to each side. As his eyes left mine to look at the broad expanse of creamy thighs showing between my legs, I allowed my own to quickly look at his crotch. Sure enough, the noticeable bulge had returned. I was sure with this intimate line of questioning into his personal feelings towards me, he had become hard as a rock.
“Uh … no, not just one time,” he answered demurely. I figured I’d better get right to the point.
“So how many times did you jerk off thinking about me that night?” I asked as I looked him directly in the eye.
“Four times.”
“Four times? That’s very good Steve. That makes me feel good that you whacked off that many times thinking about me. And I’m glad you were honest enough to share that with me.”
All of this talk was getting me even more excited than I’d already been. I desperately wanted to slide my fingers down to my pussy and finger myself. I wanted to know more.
I watched his eyes move down to my chest and lower to my parted legs as he stood statue-like before me. I slid my hips forward just slightly, knowing that the hem of my skirt was rising higher, enough now so that I was sure he could catch a glimpse of my white panties beneath.
“Steve,” I spoke softly to him now, “would you like me to teach you how to treat an older woman?”
“Oh yes, Irene! I’d love that!” he said eagerly.
“Well, since you’ve been so sweet, I’d be willing to do that for you. But if you want to learn how to treat an older woman properly, you have to agree to do what I say, no questions asked … understood?” I asked sternly.
“Yes … yes … I’ll do whatever you say,” his voice was rampant with enthusiasm now.
“Good. Now take your clothes off.” I was happy to see that he didn’t hesitate as he kicked off his shoes and socks, pulled off his tie, then undid his shirt and pulled it off. His young chest was totally hairless and lacked any real definition; I knew that would come as he matured. He undid his belt, pushed his pants down, and kicked them aside. He stood before me now in a pair of white fitted boxers, his hard cock throbbing noticeably beneath the stretched white cotton.
“Those too,” I said as I nodded toward his underwear. Shyly, he placed his thumbs under the waistband and pushed them to the ground. As he stepped out of them and stood before me as if for inspection, I looked at him with a pleased smile on my face.
“That’s a good boy,” I said as I looked at his rock-hard erection jutting out before him.
“Very impressive!” He had a beautiful cut cock with a large mushroom head. I was almost too eager since I’d dreamt about this cock ever since that first time on his bed, but upclose, it looked even bigger, it had to be close to 7″ long with a good solid girth to it. I knew it was definitely pussy filling material that I would make good use of it later. The broad wide head was engorged with blood and I could see a shiny drop of precum gathering at the gleaming eye and starting to run sluggishly down the underside of his shaft. I could tell he was on the verge of blowing his load right then and there. I grabbed a pair of dirty panties from my purse.
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