Before Anna rode to the park she made a side trip to the small shopping center at the top of the hill near her home. A quick trip to the small, organic food store there and quick stop at the little news stand saw her again pedaling her bike toward the park near Leonard's house. She carried her newly purchased things in a backpack along with a light bedspread to sit on. She passed the playground where her baseball team practiced, mentally noting that there was one more light practice tomorrow before the city playoffs. Coach Jeffers would be there, true to his word that if the Tigers made the cut that he would be happy to coach them through the round robin schedule for as long as they won their games. It was coach Jeffers suggestion that the Tigers recruit Anna, not because she would be one of the first female players in the city conference and not because they desperately needed a good infielder, but because she was developing into one of the best players in the league. She was quick and smart with a good arm and could get on base almost every at bat, strong factors at this level of play.

But baseball was not on Anna's mind today. She was on a mission and had a plan to see it through. Although she was cautious and had an escape plan if things went awry, Anna was confident that today would be the day that Leonard would be putty in her hands and she fully intended to finally get the chance to not only see his big cock but to actually get her hands on it. This will be a first for her as she had never even touched a boys cock and to have Leonard's massive member literally within her grasp sent shivers of ecstasy through her nubile young body.

Coming down the hill to the park, Anna didn't see anyone there so she rode over to the edge of the woods and spread the bedspread out on the grass. She could see the windows on the side of Leonard's house so she knew he could see her if he looked in her direction. She opened her backpack and took out her Ipod and a book. Lying down on her stomach and with the earbuds in place, Anna settled in to reading her book while listening to music. She didn't so much as glance toward Leonard's house and soon tired of reading. She rolled over and took off her dark glasses, covering her eyes with her arm , pulled her knees up and pretended to doze off in the warm sunlight.

"Hi, Anna."

She awoke with a start and looked up at Leonard. She sat up and pulled her knees up under her chin. "I was hoping you'd be here today. Have a seat. I've brought you some surprises." She smiled up at Leonard who had a quizzical look on his face. Anna patted the spread next to her. "Here, sit down."

Leonard hesitated for a moment. "Right there," he asked?

"Yeah, that'll be fine. I'm glad to see you and it's okay if you sit next to me."

Leonard dropped to his knees and crawled to a spot next to Anna. He turned around and sat down next to Anna. She put her arm around his shoulder and pulled him close. "Hi, there," she said, making eye contact and smiling. "How ya' doing?"

"I'm okay, I guess. Bored and not much to do. Did you really come to see me?"

"Yeah, Leonard. I felt like I needed to apologize for what happened last time I was here. Kelly and I were cutting up and I felt like we sorta' embarrassed you. I'm sorry if we did. She is kinda' wild sometimes and I get caught up in it. I hope you understand. Please forgive me if you were put off by us two crazy girls."

"Oh, that's okay. I wasn't embarrassed except that I had to explain about my problem and I was afraid that would make you guys run away and be afraid of me, I thought maybe that's why you girls left so quick to go home. That's what Gretchen says, that people are afraid of me because I'm not real smart and I sometimes do things without thinking."

"Oh, no, that's not it at all, Leonard. We really did need to go but I picked up that we had just left you standing here while we rushed off and maybe you misunderstood why we left so quickly. I thought I'd come back and let you know that I am fine with being here with you and I hope we can be friends. I think you need a friend who understands you and Gretchen has got you thinking you can't have anyone to be friends with. That's really not fair 'cause everyone needs friends and it's lonely without them. Do you have some other friends, Leonard?"

"Well, there's this guy that comes over sometimes. His name is Carlisle and we play checkers and gin rummy and watch cartoons. His mom works with Gretchen and they go to the movies and Carlisle stays here until they get back. That's about all. Oh yeah, there's some boys on a baseball team that come over once in awhile but they never stay long. They think I'm interesting, I guess, but they never stay long and never to talk to me about anything."

"Tell me about them. Why do they come over?"

" Honest? I can tell you but it's embarrassing. It's kinda' what we talked about the other day, ya' know, about what happens to me sometimes. Do we have to talk about that?"

"No, Leonard, that's okay. I don't want you to be embarrassed." saying that, Anna reached out and placed her hand on Leonard's thigh just above his knee and lightly rubbed it up and down. "Hey, let's see what I have for us." With that, Anna reached over and slid her backpack closer and reached inside. "I've got a surprise for you. Close your eyes and open your mouth."

"Yeah, go ahead, Do it. Here you go." With that, Anna placed a juicy, sweet grape in Leonard's waiting mouth. "Okay, bite down and tell me what you think."

"Wow, that is so sweet and good. Can I have another one?"

"Sure, but then you have to feed one to me." Anna fed him another grape, this time letting her fingers get caught between his lips.

"That is really sweet, Anna, just like you." Leonard smiled from ear to ear.

"Okay, big guy, feed me a grape," closing her eyes and opening her mouth. Leonard took a grape from the bunch and placed it between Anna's parted lips. She moved her head slightly forward before sucking the grape inside and gently sucked his fingers. "Wow, those are so good. Let's eat the whole bunch." Anna slid the hand resting on Leonard's thigh further down as she lightly moved it up and down along his leg.

Several grapes later Anna slid her finger into Leonard's mouth as she was feeding him the last grape. He gently sucked her finger for a moment before chewing up the succulent fruit. When it came his turn to feed her a grape Leonard was surprised when Anna took his finger all the way into her mouth and lightly bit down on it, not letting him take it out. She twirled her tongue around it a few times before finally releasing it. At the same time Anna slid her hand far up Leonard's thigh until it bumped up against a huge lump. Leonard let out a gasp. Anna let her hand rest there without moving.

"Leonard, is that what I think it is?" She gently let her fingers wander over the big lump in Leonard's pants and gently stroked towards his stomach.

"Yeah, that's him, just like last time. I'm embarrassed, Anna, with you touching him like that. Don't you think you should move your hand? He's going to get really big and I'm afraid that will frighten you away."

"I don't think so, Leonard," giving a gentle squeeze with her hand an continuing to lightly slide it up and down. Does that feel good?"

"Yeah, it does. Right there near the end is where it feels the best."

"Here?"

"Yeah, right there."

"Leonard, there's something I don't understand. Why did he start to get big all of a sudden like that? I've been very careful to keep my skirt pulled down so you couldn't see up my dress like last time and I don't have titties like Kelly to look at but your penis .... well, it just kinda' jumped right up and started getting bigger. That's amazing."

"I don't know, Anna. Sometimes all it takes is for me to think about things and he jumps right up. You touching me feels so good and when you sucked my fingers he really got aroused."

"Okay, Leonard, let's try something. I'm gonna' slide my skirt up 'til you can see my panties, just like last time. At the same time I'll keep my hand on your penis and see if he gets any bigger when you look between my legs, okay?" with that Anna lightly pulled the hem of her miniskirt up to where her panties and crotch were clearly visible. "Can you see okay?"

"Oh, wow, look at that. Yeah, wow ..."

Anna felt a perceptible twitch and then a hardening under her fingers. "That's it, Leonard, he's getting bigger and harder. Wow, look at him." She tightened her grasp and squeezed with her hand. "Okay, let's try something else. Since I'm touching you it's only fair that you touch me, too. Very lightly - hear that, Leonard - very lightly, take your fingertips and touch my panties between my legs. You can see a sort of groove right in the middle, well, that's my little kitty and you can feel her if you want. I'll see if that makes any difference in how hard you get."

Leonard was speechless and hesitated."Are you sure, Anna? I've never done anything like this before."

Anna nodded, totally focused on the sizable bulge she was slowly caressing through Leonard's pants.

Leonard traced his index finger around the edges of Anna's multicolored panties, and along the bare skin alongside the middle of her crotch. He let his finger wander to the center of Anna's panties, slowly sliding it outside her panties up the very center of her pussy and then back down. His breath quickened as Anna let out a low moaning sound and thrust her crotch against Leonard's fingers.

"Oh, Leonard, that feels so good. And you're getting so big and hard. I'd really like to look at him and touch him without these pants being in the way. Is there some place we can go and have more privacy than out here in the park?"

"There's a little picnic shelter over in the woods. We can go over there. Will you let me see your pussy, too."

"Oh, yes. I'll be happy to show you my pussy. Let's go." With that Anna stood up and folded the spread and picked up her backpack. Leonard rolled Anna's bike and they headed to the path into the woods. A hundred feet up the trail a narrow path led up the hill to a small shelter with a roof and picnic table underneath. The shelter was well hidden from the trail and had good visibility in all directions so no one could approach the shelter without being noticed.

Leonard leaned Anna's bike against one of the supporting posts while she put her backpack down on the table. She came up behind Leonard and reached around his waist. She immediately felt a huge bulge sticking out in front of his pants. He took a quick breath as her hand tightened around the girth of his penis and began to slide up and down its length. They turned around and Leonard sat down on one of the table benches. Anna stepped in front of him and hoisted her miniskirt up to her waist, exposing her panties. She had a cameltoe that was literally inches in front of Leonard's face and he gently ran his finger right down the center. Anna took in a breath and put her hand on top of Leonard's.

"There's one more surprise, Leonard. Sit up on the table top with your legs on the bench seat. I need to get something from my backpack." Anna grabbed the backpack and flipped the cover open.

Leonard got up to the table top and put his feet on the seat as Anna instructed. He kept one hand under Anna's skirt against her now wet panties. His erection was now sticking up at full length as he caressed under her skirt.

Anna took something from the backpack and stepped up to sit beside Leonard on the table top. She tore the covering off the newest edition of the Playboy magazine she had purchased and placed it across his knees. "I thought you might like some of the girls in this magazine." With that she opened up the magazine and started leafing through the pages."This is a present for you, Leonard. See if there's anything in here you might like to look at."

Leonard looked at the Playboy and then at Anna who was smiling at him. She leaned forward and lightly kissed him on the lips and at the same time placed her hand on his throbbing penis. "Can I take him out and look at him, Leonard. I promise I won't hurt him. You just keep looking at the magazine and I'll do the rest."

Leonard paged through the Playboy, stopping to look at a picture now and then before continuing. He occasionally reached down to his penis only to have Anna push his hand away as she told him, "I'll do this. You just look at the pictures."

Anna undid Leonard's belt. Then she unbuttoned the top button of his trousers, pulling the sides apart. She slid the zipper of his pants down all the way, noticing his boxers were rather tight. Grabbing the sides, she said, "Lift up a second Leonard," which he did as she slid his pants and boxers down to his feet which were resting on the seat of the picnic table. His penis sprang out, as big around as a baseball bat and as long as Anna's forearm. The pronounced purplish head was the size of a small peach. Anna was astonished at the size of it and she gasped in amazement.

Anna had planned this out. If things got out of hand Leonard could not take a single step to go after her if she should have to get away from him. His pants and boxers were bunched up around his ankles. Anna was in great physical shape, too, and was stronger and quicker than Leonard who spent most of his days planted in front of the TV eating junk food. She knew that all she needed was one step following a quick punch to the nose or face and she could easily escape anything that might occur.

"Okay, Leonard, here's what we can do. You look at the magazine girls and imagine what you'd like to do to them and I'll explore all around this beautiful penis you have. Let me know if I do something you don't like and tell me if you'd like me to do something. I've never seen or touched a penis before so there's a lot of new stuff I need to learn. Okay?"

"Okay, Anna. But can I look at you, too? That would be fair, wouldn't it. I mean, I'm naked and you still have your panties on."

"You're right, Leonard. Here, I'll take my panties off and you can play with me, too. There's one thing, though. Please don't stick your finger into me. You can play all around everything else but only on the outside. If you do stick anything inside me I will leave and never come back. Understand?"

Leonard nodded and said, "Okay."

Anna stood up, lifted the hem of her dress, and slipped her panties down to her ankles, stepping out of them one leg at a time. Her little nearly hairless pussy was shiny slick and Anna was wetter than she had ever been. She dragged a finger through her little slit, feeling her swollen clit. Without thinking she took her panties and wrapped them around Leonard's swollen member, caressing the panties against the engorged head. Leonard's penis throbbed as she did this and a stream of precum bubbled up from the end that Anna smeared around under the rim of his cockhead.

Leonard reached out and placed his hand on Anna's pussy, his middle finger pressed gently into the central fold. He gently rubbed his finger up and down. He felt the warmth and wetness and could feel the entrance to her vagina but went no further inward before resuming the up and down sliding.

Anna wrapped her hand around the girth of Leonard's swollen member. S couldn't even get her hand all the way around so she slid her hand up and down underneath the head, feeling the sticky precum wet her fingers and then becoming slicker as more of it came out.

Leonard continued to peruse the Playboy and spread the centerfold out, his eyes glued to the redhead with the nice boobs and puffy nipples. He could clearly see the centerfold's pussy and realized that he had his left hand on a real, live pussy. This was the most sensual situation Leonard had ever experienced and he felt his orgasm building. There was nothing he could do to stop it.

Anna sensed Leonard's increased excitement. She felt his cock getting harder and the head swelling under her fingers. He moaned as she quickened her sliding up and down and his hips beginning to hunch forward and back. She wrapped both hands around the big cock and squeezed as she slid her hands up and down. Just in time, Anna bent Leonard's big prick forward as a stream of cum squirted out with a huge pulse, followed immediately by several more, each spurting a rope of sticky cum onto the concrete floor of the picnic shelter.

Leonard dug his fingers into Anna's fleshy pussy and she reacted by jerking backward. "Hey, I told you not to stick your fingers inside me."

"I'm sorry, Anna, I just got carried away. That was the best feeling I've ever had and I didn't realize what I was doing."

"You didn't do any damage, Leonard, but it was close. I'm still a virgin and I want to stay that way. Wow, look at all that cum. Is that because of the Playmate picture or because you're touching me?"

Leonard still had his hand on Anna's pussy that was now dripping wet. She had not come but felt like she had set the stage for some more adventures that would prove more fruitful at a later time. She took her multicolored panties and wiped herself reasonable dry with them before presenting them to Leonard.

"Leonard, whenever your lonely and feel like jerking off remember me. Here are my panties so you'll always think of me and this fun day we've had. You might wash them out so they won't smell bad. We can do this a lot now that we are friends but I don't think it will be a good idea to let Gretchen know anything about it." Anna reached out and grasped Leonard's diminishing penis and looked up at him. "You have a beautiful and big penis, Leonard. Someday you'll realize it's something to be proud of and maybe today is a start for that. Please don't let Gretchen make you ashamed of this wonderful thing you have."

Leonard pulled up his pants and put Anna's panties into his pocket. Anna, not surprisingly, had another pair in her backpack and put them on. Leonard put the Playboy back in its wrapper and wheeled Anna's bike back down to the park.

Anna folded the bedspread, put it in her backpack and saddled up for the ride home. As she got settled on her bike Leonard walked up and she reached out to him.

"Thanks for a wonderful time, Leonard. We can do this again soon, I hope. Remember, it's a huge secret and if you tell anyone we will have to stop it forever. Especially, don't tell Gretchen anything and don't let her find those panties or she'll know something is up."

Okay, Anna. This is a special day for me. Thank you for being my friend. Please, let's do this some more."

"Okay, Leonard, we will. Bye, buddy." She rode away.

"Bye, Anna."

As he walked toward his house Leonard reached in his pocket and felt Anna's panties there. In his hand he had a new Playboy magazine with a beautiful redheaded centerfold with nice boobs and puffy nipples. He was already getting another erection and he now had a very real fantasy to help him with his masturbatory library. Anna's panties were the most erotic of all and he planned to wrap his huge penis with them while he jerked off as soon as he got inside.