In an earlier story, I described how Jennifer, an online friend, challenged me to flash myself at my sixteen year-old step-nephew. At the time, Timmy was staying with us while is parents were away. My husband, Tom, and our daughters were also away so I was alone with Timmy. Somewhat to my surprise, I did as Jennifer instructed and ended up fucking Timmy. That led to three days of almost continual sexual arousal on my part. He was insatiable with an amazingly quick recovery time.

It took me awhile to come to terms with my tryst with Timmy. Tom came home and, after some trepidation on my part that my well-fucked pussy would feel different to him, our love making continued as before. I also had my regular lunches with my lesbian lover, Julie, that invariably involved a lazy—well not that lazy—afternoon in her big bed. Thus, in the end, I decided that Timmy was a one-off, extremely enjoyable, but for many reasons not to be repeated. Sure, when Tom fucked me, my mind would at times wonder. I’d remember the way that Timmy’s big cock had penetrated me so much more deeply than Tom's.

Jennifer was sure that Timmy wasn’t a one off and that eventually, the appeal of a young cock would prove too great for me to resist. When we chatted, she would remorselessly remind me both of my time with Timmy but also of her own encounters.

I would remind her that my life was already complicated enough. I didn’t need the hassle of finding time to fuck Timmy or any other young male as tempting as that might be. She kept trying and one day I succumbed. Our chat was early in the afternoon.

Kerrie: Just for interest where do you find these guys?

Jennifer: They are all about. You just need to keep your eyes open.

Kerrie: What just walk up and say; “I want to fuck you?” Doesn’t sound very romantic to me.

Jennifer: You are not after romance but, yes, you need to be subtle. Just start a conversation. Flirt a little. Take it from there.

Jennifer: Tell you what. Why don’t you try it this afternoon? You sound bored.

Kerrie: What would I do and where?

Jennifer: Go to a mall. Walk around and see whether any boys notice you. See if you can pick one up.

Kerrie: Doesn’t sound very difficult but not sure I’ll pick any up. If I did, what would I do with them?

Jennifer: It depends. Could you bring him home?

Kerrie: I could. Tom’s away for a couple of days and the girls won’t be home until late. But it won’t get that far.

Jennifer: We will see. You said that about the time with Timmy!

Kerrie: True but this is different. And I haven’t even agreed to try.

Jennifer: Oh, yes you have. I know u. Just need a little push. So here is what you will do.

Jennifer then laid out explicit instructions. I should wear a sexy dress, no bra and no panties. I baulked at leaving my bra off but she insisted on no panties. “No one will know”, she said, “but it will excite you to be walking around with a bare puss.” Thinking ahead, she asked if I had any condoms. When I said no, she told to me to pick some up, commenting: “Girls need to be prepared.”

She concluded our chat by saying: “I’m off to bed. In the morning I expect an email telling me of your adventure. Have fun! Go harden some cocks!”

I sat there; a little stunned. Had I really agreed to try and pick up a young male at the mall? I wasn’t even sure I could remember how to flirt. The chances of anything happening, I decided, were next to zero so I would go and see. I’d get a walk and could always do some shopping.

I decided to wear the same blouse and skirt that I had worn that first night with Timmy. However, my blouse was fully buttoned and I wore a bra. I wasn’t ready to let my nipples show, particularly since they were already little nubs. I waited a couple of hours until about 3:30 in the afternoon. My rationalisation was that school would be out but, to be honest, I wasn’t sure I could go through with even a walk. Finally, I got the courage to drive to a mall a few suburbs away.

Parking the car I walked into the mall. I felt everybody could sense I wasn’t wearing panties. My pussy dampened. As Jennifer had predicted I was turned on by the thought of my bare pussy, even if, logically, no one could tell.

I walked past a few shops until I came to a chemist (pharmacy in the US). While I really didn’t think I would need them, I remembered Jennifer’s message to be prepared so I went in and found the rack of condoms. Oh my god—I didn’t know that there was so much choice. Did men have cock sizes, like neck sizes? I was really a novice at this sex game. I decided that I wouldn’t want flavoured condoms—strawberry favoured cock seemed too exotic for my taste. Remembering the only two cocks of which I had recent experience, I chose a pack of regular and one of extra large without “extra stimulation for the partner’. I thought a cock did enough for me, although maybe a latex covered one wouldn’t be so effective. Then came the trauma of paying. I’m convinced the shop assistant—a middle-aged woman—smirked particularly when she noticed my wedding ring. Jennifer later said she was probably just jealous. Maybe, but I quickly passed $20, grabbed the condoms and my change and fled; rather embarrassed by it all.

Slowly my heart slowed and I began to survey the mall.

Nonchalantly he was leaning against a wall, watching people pass. I realised he was watching me! I liked the feeling. I caught his eye and smiled. He looked away. Shy—even nicer!

I wasn’t sure what I should do now. Walking up to him seemed too big a step. So I decided to see what would happen if I simply walked past. Giving my hips a sexy sashay, I walked past and slowly walked along looking in store windows. As I hoped he followed; trying hard to be inconspicuous. When I stopped to look in a store window, he would stop and either look at the nearest window or pretend he was searching for something. It was amusing!

After about ten or fifteen minutes of this parade, I went into a women’s restroom. Emboldened, I removed my bra and undid the top two buttons of my blouse. I wasn’t even sure he’d still be there but if he was he was going to get a very nice thrill—my nipples were now rather hard and very visible. I have to admit I was going to be disappointed if he wasn’t.

He was still there, looking in the window of a bookstore. Deliberately, avoiding his eyes, but making sure he got a good view of my front I walked into the bookstore and started browsing. He followed and started looking at books on the opposite side of the rack that I was browsing. As if I was looking for a particular book, I slowly worked my way around to his side and bent down giving him a very good view of my breasts.  Squatting down I reached for a book in front of him, my face at the level of his shorts which were tenting rather nicely.  I estimated that he was not as big as Timmy but still looked a nice size. Looking up, I smiled, and said, “ Wow, what are you reading?” To my chagrin, he blushed, shoved the book he was looking at back on the shelf and fled!

I could only laugh: My first attempt as a seductress a spectacular failure! My target had fled leaving me in a bookstore with very visible hard nipples and a very wet pussy! Embarrassed I returned to the restroom, put my bra back on and then to the car and home.

Jennifer was highly amused when I regaled my adventure to her in our next chat, although complimentary on how far I had gone. Perceptively she asked, if the boy had stayed what would I have done. I answered, “Honestly, I was ready to fuck him.”

She typed, next time, to which I responded, remembering more now my embarrassment, there won’t be next time. 

Don’t believe it! came back and, again, she was right!

The week after the debacle, my embarrassment had faded and, urged by Jennifer, I decided to try again. I had to admit that, even If nothing happened,  it was arousing to try. I wore the same blouse and skirt but this time boldly left off my bra as well as my panties.

Walking through the mall, I was again very conscious of my bare pussy and, in addition, that only a thin sheer blouse covered my breasts and now hard nipples. I looked around for a possible target.

I saw a likely one: tall, dark hair, nice build.  He was looking in the window of a pet store.  Feeling really bold I walked up, stood beside him and looked in the window. Three young puppies were playing in a cage. I couldn’t resist saying: “Puppies are nice but I prefer pussies. Don’t you?" 

He smiled, not getting my meaning, and said: “Yes, do you have a cat?”

“No", I replied, “but a very warm pussy. Would you like to see it, even pet it?”

His facial expression was amazing! Suddenly he realised what I meant and simply gulped and nodded. I looked down and noticed his shorts had nicely tented.

"Okay, let's go,” I said, mentally adding, "before I loose my nerve."  In silence, we walked to the car. In the car, I asked him about school. His name was Robbie and he was a senior just turned 17.   His eyes kept glancing at me, looking at my breasts and down to my legs, and then away. Finally, I said, “It’s ok to look at me. I like it when men do.”

“Indeed,” I added. “When we get home, I’ll let you touch me. Would you like that?”

He simply nodded. Looking down at his lap, I smiled, “I definitely think your cock does!”  He blushed!

Unfortunately, our resulting sex was not that satisfying, at least to me. He was so charged up that he came, covering my face with hot cum, before I even touch his cock with my lips. Recovering quickly he wanted to fuck which he did with enthusiasm but little finesse and certainly no concern for my pleasure. I was pleased to see him leave.

Jennifer wasn’t too surprised, telling me that young men often need training. As if I had the time to train a young cock! She also pointed out, for the umpteenth time, that I knew of one who had proven his capacity to more than satisfy me. For once I began to take her view of what I should do about Timmy seriously.  What I did I will tell you in my next story.