From the beginning of our relationship, Sandra had known about my little kinks. She saw me for the first time running nervously from tree to tree in a public park not wearing a stitch of clothing. For as long as I can remember I have be obsessed with being naked in a place where I might be seen. It is something about it being so wrong, and the surprised look on the people's faces when they see a naked boy in a place they would never expect to see one. It makes me sooooo squirmy and horny!
Before I describe myself, let me mention that I know I have a smallish penis. But it actually matches my body perfectly! When it's soft, it doesn't dangle, the pink head and just a little bit of the shaft poke out almost straight. Twin marble sized balls are usually pulled up pretty snugly in a pretty little pink sack. When it gets excited, it pokes up to almost three inches, that's about as big as my first finger.
As I said before, I think it matches my body perfectly. Standing right about five foot four, and not quite breaking the 125 pound mark, I am not the usual size of a 22 year old boy. My butt is cute and bubbles out a little bit, and it wiggles when I run. Bright blue eyes that I've been told look innocent. My wavy hair is light brown and hangs to just about my shoulders, this has always driven my mother crazy, she insists that it makes me look like a girl. Not that I mind, most times I think of myself more as a girl than a boy anyway.
This might be hard to understand, but I have found myself attracted to both men and women. I have the hardest time imagining sticking my little penis in someone. So my attraction to women is more of a motherly kind of thing. I guess my own mother spoiled me, not sexually or anything, she took really good care of me while growing up. And having not left home until a few months ago, she still called daily to check on me. Now when I see a lady who looks anything like her, I can't help but imagine her taking care of me. This is where Sandra comes in.
There I was running from tree to tree, not wearing a thing, not even shoes. Even to this day, I get nervous and embarrassed when I am out flashing, but there is no way I would want to stop doing it. My plan had been to make it all the way around the small park. I had seen only three groups of people scattered around before ducking into the trees. I only made it about a quarter of the way around when I saw her standing beside a bench really close to where I started out. She stood there looking right at me, smiling. I know I blushed deeper than usual, most women will either laugh or look away after seeing me. But Sandra just kept staring.
After breaking the trance she placed me in, I saw her pointing to the bench. Lowering my gaze, I saw all of my clothes in a neat pile. They had been hidden in the trees not far from her. Biting my lip and quivering, I saw her smile brighten and wag her finger at me in a come hither manner.
Nothing like this had ever happened to me before. I'm not stupid, I knew there was always the possibility of being caught, and even worse, being arrested. But I tried to be as careful as I could. Now here I was, in the middle of a sunny day, in a public park not wearing a thing. With no other choice, my car keys were in my pants pocket, I blushed more than ever and kept to the trees as I made my way back toward her.
As I got closer and closer my mind was running wild. Trying to think of different ways to get out of this, all the different things she might say to me when I got close enough, all of the terrible things that could happen to me if she were a police woman. Through it all, my lil penis never softened a bit. Even though I felt like I was going to throw up.
Taking the last dash between trees, standing less than ten feet away from her now, I poked my head out and got my first good look at her. She was older than me, I later learned she is almost eighteen years older. She was dressed tastefully in khaki shorts, a baby blue t-shirt and white tennis shoes. She had a large chest, wide hips and her honey blonde hair was pulled back. Immediately I imaged her taking care of me. She looked so much like my own mother. The helpless feeling I had added to this I'm sure.
She didn't say a word, she just stood beside my pile of clothes and looked at me and the tree I was hiding behind. In my squeaky, naturally high pitch, I politely asked for my clothes. She smiled brighter than ever, left my clothes behind on the bench and walked toward me. She stopped about 5 feet from me. I stood kind of facing her, covering my penis with my hands and squeezing my thighs together. On the verge of either making a break for the bench or bursting out in tears, but not doing anything for some reason
"Well, aren't you a shameless little thing." This wasn't a question. Her voice sent a chill running up my spine that made me shiver. My chin dropped. "Running around naked as the day you were born."
She closed the distance between us, setting her finger with its long, perfectly manicured fingernail under my chin and lifting it until I looked up into her eyes. At this point I realized how much taller she was. She must have stood 5'10 or taller. As our eyes met, the whole situation must have gotten to me as a tear formed and rolled down my cheek. She quietly whispered, "It's okay sweetheart, you aren't in trouble. There, there, I'm Sandra and everything is going to be alright."
With this, she took my naked body in her arms and hugged me. My skinny arms wrapped around her and I hugged her back before I even had time to think about what I was doing. She held me there and whispered such sweet things to me. I tried to tell her I was okay, but she kept sush'ing me. Her warm, soft hands sliding up and down my bare back had me squirming in her arms.
All too soon, the hug broke, and when it did, she held my hand firmly. This left me only one free hand to cover myself. Sandra looked down at me, smiled sweetly and told me there was no need to hide myself. After all, she had already seen me.
Slowly my hand moved to my side, exposing my very stiff and excited penis. Sandra's eyes locked down on my lil penis, never had anyone seen me up so close before. A smile spread across her face, the kind of smile I hadn't seen before. She gently laid a single fingernail on my bare thigh.
Goosebumps rose on my tingling skin and my lil penis jumped when her solitary fingernail slowly drug from my thigh clear up to just below my nipple. I couldn't help but giggle. Before this giggle even stopped, she took a step out toward the middle of the park. I tried to remain where I was, but her firm grip on my hand drug me out from behind my tree.
With that warm smile, she said, "Sweetie, we're just going for a walk, no need to be nervous."
Feeling helpless again, and regretting not making a break for it when I had the chance. I took a timid step toward her and glanced around quickly. The same three groups of people were scattered around. My hand shot down and I covered myself bashfully. I took one step after another until we stood on the main pathway around the inner part of the park. Thankfully, the thick trees hid everything from the roads.
As she slowly led me around the park, she told me things that made sense at that moment. She told me this was the reason I was out, to be seen by strangers, wasn't it? And I was so cute that I should show myself off. She pointed out each group of people and told me how I would make their whole day with this walk. She went on about how seeing me had definitely made her day, if not her week. Over and over she reminded me not to cover myself with my hand. Eventually, Sandra had me feeling much more comfortable about being naked in a public park.
Even from a distance, I felt eyes watching me from all around the park. Shivers of excitement shot throughout my body. My lil penis was so stiff, it was leaking like crazy making the pink head glisten in the sunshine.
My stomach started doing somersaults as we got close to three elderly men sitting around a picnic table. The conversation at that table stopped when we got within twenty feet of them. My chin was down, looking at my bare feet on the sidewalk beyond my lil penis. That lil penis was standing straight up, pushing against my trimmed pubic hair. Of course Sandra had me on the inside of the sidewalk, closest to them. When I glanced up, I saw all three of them staring at my bare body.
One of the men started to say something about taking me home, but Sandra cut him off. She politely told him that we were just out for a walk. She said more after that, but I can't remember what. Because when she started talking, she turned me to face them, let go of my hand and laid it on my bare bottom. One of her long fingers was nestling between my cheeks. I popped up on my tip toes when the pad of her finger gently pushed between my cheeks and brushed against my hole.
My eyes popped open wide and a high pitched squeak escaped my lips. The men around the table stared so hard at me. Sandra gave them a few moments in silence to devour me with their eyes before taking my hand and leading me further around the park.
When we were out of earshot, Sandra asked in her sugary sweet voice, "Did your lil peepee almost squirt its juice in front of those old men back there?"
With a moan I answered, "Yes."
We started walking slowly again while she told me she felt my lil wrinkled hole quiver and knew I was really close. She leaned down close to my ear and whispered that she might take care of it for me, if I were just as good on the rest of our walk.
This gave me something to think about, never had I had an orgasm with someone else. It had always been just me and my fingers. I knew right away, that I would do what it would take to earn my prize.
The next bench we passed had a couple in their late twenties or early thirties. They only stared as we passed. I didn't think to even lower my chin or attempt to cover myself. Both the man and woman first stared at my bouncing lil penis, then my bouncing bottom as we walked away from them.
Sandra didn't even wait until we were far enough from them to not hear before praising me loudly, "You did so good! You didn't cover up or look away or anything! I'm so proud of you!" Her praise continued until we nearly reached a picnic table with four women about her age sitting around it.
