Chapter 174: Hanging Out with Strangers

After all the time I spent on the video chat site, I don’t even know any of their names. Did I do that on purpose or was my brain not letting me remember it with all the other stuff going on in there these days?

When the girl opened the door, I offered her my hands and said, “Hi, I’m David.”

She gave a strange look for a few seconds before shaking my hand and replying, “I’m Sharon. Good to meet you.”

“Mike got with Sharon, Sharon got Sheriee
She was sharing Sharon’s outlook on the topic of disease...”

Dang Butthole Surfers song just got stuck in my head.

“Ok, now we can go hang out. I have seen you bring yourself off dozens of times and didn’t even know your name. I think we are doing this backwards from how our parents did things, but they didn’t have computers and we’re not them,” I said and got the laugh I wanted.

Sharon picked up a small clutch purse, closed the door behind her, and punched in a code to have the door lock behind her. After she slid into the seat. I quickly lifted her shirt up to see if she had anything on under it. She was very curious about the five-point harness as I buckled her in.

I told her, “That belt will rub the hair off you if there isn’t something between it and you. I don’t want to have to bring you right back home because you were rubbed raw on the drive to my house.”

Sharon was shocked when I pulled into the parking lot of the food joints where everyone in high school goes to hang out. If I hadn’t unbuckled her and helped her out of the car, she would never have gotten out. She had a death grip on my hand as headed to the ice cream shop.

No one can ever go wrong to bring a date here to get ice cream. They had it all, too. Part of the appeal was that they had a whole line of soy milk ice cream and frozen yogurt. Then there was the diet ice cream for those on some weird diet.

Once inside she pulled me over to a table and asked, “Why did you bring me here? I though we going to your house to hang out.”

“I thought you wanted to hang out with me today. I didn’t know you wanted to only do that at my house,” I told her. “What better place to bring a girl I’ve watched working feverishly to cum before the boys watching her beat her to it. Plus, your damn cute and that t-shirt shows off your firm boobs. It looks like you threw it on to go grab ice cream, even if you didn’t know we were coming here. It is also a large, public place in case I did something to creep you out.”

“Ok,” Sharon replied a little hesitantly.

She wasn’t shy about ordering a huge sundae and chocolate malt shake. I got their four-scoop banana split. It was almost as big as her sundae.

“I thought you were going to mooch off my sundae. Everyone else does when they take me for ice cream, I wouldn’t have gotten one so big otherwise,” she told me.

I reached over with my spoon to get a big blob of whipped cream and a cherry right off the top as I said, “If you insist.”

“Hey, I wanted...” was all she managed to get out before I shoved my spoon in her mouth.

She didn’t know what to do for a second or two, but then she let me pull the cleaned spoon from her mouth.

We were sitting across the table from each other so it was easy to see her getting nervous as girls and guys from school noticed her sitting with me. She started to slide down under the table when we recognized one of the boys from the chat room. He was one of the guys with issues getting off due to his meds. With him were two girls that had to be his little sisters. He looked kind of young, but he did have car keys in his hand. One of his sisters I knew was going to be a freshman this year because I saw her come with her eighth-grade class tour the high school back in the spring. His other sister was harder to guess her age. She was as tall as her sister, but her sleeveless shirt was open all the way to her waist. When she leaned forward to look at the ice cream, I could barely make out her tiny little-girl nipples inside the white triangles from her bikini top.

As they headed to go eat outside, they noticed Sharon first, and then saw me. His younger sister walked outside to where there were some fifth and sixth grade girls hanging out. When his other sister’s brain finally figured out why her brother stopped, she recognized Sharon and I.

That is so funny. She’s seen the three of us naked a lot of times. I’ve seen her naked too, thanks to the man in the machine.

“Lurker,” her brother said. “Mom knows I hang out on the video chat room. She let my sister get her own account as soon as school let out for the summer. She is just too chicken to go on cam. Not that it stops her from coming to my room to watch me jack off while sitting there in a t-shirt and panties, rubbing herself just off cam.”

I turned to Sharon and asked, “Do you mind hanging out with two more for a bit?”

“Not if she will sit on the inside corner next to you,” she said to the blushing girl standing beside her brother.

I got up, shook her hand like I did Sharon and found her name was Hailey. She was going to turn fifteen a week after school stared and couldn’t wait to get her learners permit. Her brother’s name was Ralph. Their younger sister was Fern. When they wouldn’t help clean the house, their mom told them to get out so the maids could do their jobs.

I shot Chrissy a text asking her, “How much do you love me?”

“????” I got in response.

“I have some friends who are coming to hang out with me in my room for a while. They have a younger sister your age who we don’t really want hanging out with us,” I shot back.

Hailey had been watching me text and snagged my phone to add, “She loves to have fun with girls and hates clothes. If David really has his rumored toy drawer, can you raid it for her before we get there? Get a good mix of size, shape, and length.”

“Ok”

“What was that all about,” I asked Hailey as I took back my phone.

She laughed and the said, “Who do you think found the video chat site in the first place? Fern was there with the camera aimed at her bald beaver as she attacked her clit with a vengeance. When mom walked in on her she had around thirty kids watching. Mom was beyond pissed. She pulled me and my brother into Fern’s room to demand we tell her which one of us Fern caught using the site. Then she laid down the law. She banned Fern and I from using the site until high school. Ralph could use it all he wanted. She did let Fern and I be in his room when he was in the chatroom, but we could only watch it on his HD TV. What sucks is that if we touched each other sexually, we would have our computers taken out of our rooms. In our house that means our cells and tablets too. I was naïve the first time we all went to his room to watch him play with himself and getting to see everyone playing with themselves. My juices soaked my panties, but when I rubbed around on them nothing happened. Fern had to come over, pull my panties to my knees, push two fingers on my clit and rub them around until I got the hang of it. When we are in his room our backs are too him so he can strip and he doesn’t get to see me naked. I haven’t let him see me naked yet. Fern doesn’t care who sees her naked. All this spring mom had to check her before she left the house to be sure she was wearing panties under skirts barely long enough to meet the school dress code. She doesn’t even wear her shirts up past halfway because she said she has nothing to see and the classrooms are hot. I won’t tell mom, but she rarely makes it home wearing panties under her shirt skirts. Says they get sweaty and feel yucky”

“When do you guys have to be home,” I asked.

Ralph answered saying, “The day before school starts if my mom has her way. Grandma kicked the bucket. The tank I’m driving was in her garage with twenty-two hundred miles on it. She really did only drive it to the store and church. Her mechanic would wait for her at church, help her inside and then do a full detailing on it after checking it over for any leaks, rust, or other problems. It is from the seventies so it even has an antique plate on it. Since it was made to run on lead gas I must put in this expensive additive and it gets maybe five miles to the gallon. That is just enough to come down here or drive us to school. Anything more than that comes out of my own pocket. If the car was actually worth something to anybody my dad would have sold it.”

“I don’t think you can stay over that long, but if you want, you can stay over tonight at least,” I said. “Before you say yes, there are some house rules. Ralph can only be naked in my room, my bathroom and the guy’s pool changing room. Girls can be naked in my bedroom, the guest room and the women’s changing room. Go naked anywhere else will have my mom make you go home, or at least leave my house. She requires at least a top and bottoms for girls, but they can’t be only underwear, though you don’t have to wear any underwear. You can play around a bit if you aren’t letting anyone see the good bits. Let your imagination go wild, I have. Maybe we will get to try it out tonight or tomorrow. My neighbor Chrissy is staying over because her mom is out of town. Currently she is waiting to find out her fate for being naked where she knew was off limits. Let me just tell you, my mom asking you to leave, at least for a while. You don’t want to have to face any of her punishments. Unfortunately for Chrissy, we can’t tell her to just go home.”

They laughed about Chrissy being in trouble. Rumors had been flying around all last night and today about it. I told them they could ask Chrissy for details.

I didn’t think it would make them laugh, but it helped Hailey and Sharon to relax.

As we ate our ice cream, I let my hand wander over onto Hailey’s leg. Sharon saw the look in Hailey’s face. She gave me a smile along with a nod. Ralph was completely clueless. I let my fingers walk up and down her leg, getting ever closer to her pleasure palace. Trying to act casual, she scooted around to have her far foot up on the bench with her left arm around her knee. She moved her other leg so that it against the back of the bench seat. When I looked into her eyes she looked down, so I did too. I could see a few curly hairs showing just inside the leg hole. When I looked back at her face, I saw she was very nervous, but very aroused.

When I let my fingers start walking her leg again, she showed she wasn’t waiting another ten minutes for me to touch the edge of her shorts. She pulled my hand over so my fingers rested on her leg just under her shorts.

Am I going to tease her or am I testing to see how brave she is right now?

I let my fingers move in until the material of her shorts touched the backs of my fingers. No matter how much she squirmed to get them to go further inside her shorts, I only was until I felt material touching my fingers. It took her a few minutes to catch on. She relaxed a lot when she found I was waiting on her to be ready for me to do more. She did her best to just tug her shorts to the side, to make a bigger opening, but her mom shopped very carefully. No matter where she pulled them, they wouldn’t stay there. Her next try pulled the crotch over and tucked some of her shorts under her butt. That sort of worked, except that I was still hitting material when I got to where I could play with her curly pubes.

Frustrated she put one leg down and pulled her t-shirt down to cover her using her hand underneath to hold the crotch of her shorts out of the way.

Good try. I’m still stopping when the backs of my fingers hit any cloth.

This time she figured out the problem when I stopped when my fingers touched her shirt. I thought she was going to pull it back up. Instead she tucked what she needed inside the waistband of her shorts to give me a clear shot at her fish taco. I kept up teasing her as I started walking up one side of her hairy bush, over the top, down the other side and then started a return trip just a bit further into her pubes. Only when I had walked my fingers through all her pubes did I walk into her pink pleasure palace. I slowly worked my fingers around her clit as she really began heating up. I was watching her face when she turned from being red hot to ice cold as a cucumber.

She is chickening out. Time to show her I’m not a dick.

As I started the walk that would end at her clit, I made an extra loop around her mound to touch her shorts. She relaxed when I slid my fingers under hers to make her let go of the crotch of her shorts. I pulled them back in place before I patted her right on top of her clit.

While we had been walking, Ralph kindly helped Sharon finish off her sundae. Hailey somehow managed to eat all of hers too.

“Why don’t we get the munchkin and head over to my house,” I asked.

Sharon likes that idea and Ralph looks like he made a nice tent in his shorts.

We all laughed at Ralph’s condition. Sharon wiped off her glistening fingers he was the one blushing.

Somehow, they worked it out that I was going to be driving Fern, Ralph was taking Hailey and Sharon. They were going to sneak to Ralph’s car before Fern even noticed. I was supposed to pull her back against me and kiss her forehead.

When I did as planned Fern didn’t; I seemed to reach a bit to my fingers resting an inch above her nipples or when I pulled her back against me. She did put her hands around my wrists and then pushed back into me.

She is only the smart one in the family I see. Must have read the reactions of the other kids as I walked up to guess it was me when I touched her with familiarity.

“Ready to head over to hang out at my house? You did wear your bottoms this time, didn’t you,” I asked her.

She giggled as she pulled away to pull her shirt over to where I saw a quick glimpse of her tiny pale pink nipple in the middle of the bright white triangle, Then, she pulled her shorts down at the side to show she was going commando.

“Well you can’t swim in your clothes, what would do for clothes after we go swimming. You know you can’t go naked or just wear a towel. My mom would make you go home,” I told her.

Playing along she answered, “Why would my clothes get wet if I went swimming?”

As the other kids let that percolate around in their heads, she was pulling me over toward my car. She saw the center belt and begged me to not make her use it. The others were fine, but she didn’t want it between her legs.

Whatever. You are safer with only four belts versus only the lap and shoulder belt in most cars.

As we drove out of the lot, she slid off her shorts and pulled her t-shirt down to cover her pussy. She may not have a chest yet, but she had hair on both sides of her split and some dark patches growing in over her clit. Her juices were flowing like a river from her as she rubbed her clit. Soon she was moaning and breathing harder. When she came her finger slid down to rub her pussy juices around on her swollen pussy lips. When I stopped at the next light, she got her feet on the seat next to her and told me to watch. With no trouble at all, she pushed her middle finger all the way into her hotdog warmer. She then slid her middle finger in too. After finger banging herself a few times, her ring-finger joined the other two going all the way inside her. I watched as her fingers glided easily in and out of her as they pushed her pussy lips far out to the side. She must have cum four times before we made it into my neighborhood.

As if nothing had happened, Fern slipped her shorts back on and opened the window to let the hot summer air dry off her fingers.

“Up until two weeks ago I had more hair between my legs than Hailey. I can already get the neck of a wine bottle up inside me. Yes, it is a glass bottle. You have no idea how amazing it is to drill air holes in it while I still have it buried inside myself. Even my mom is clueless about how I use it. She thinks it is for burning incense in. I’m more than able to get all of you inside me and we both know that you would let me no matter how old I am. I really want my boobs to start growing, but my doctor said I’m more likely to get my period before then. He’s not that worried since I just turned eleven,” Fern said before putting her hand on my dick. “Hailey will probably try to do it with you, but she will most likely chicken out again like she did in the ice cream parlor. As soon as she gets horny again, she will start feeling guilty. She will try to make it up to you with a hand job or blowjob. If you can manage to get her in your lap, with her back to your chest, she will let you play with her boobs. Nipples are very sensitive once she is horny. Just give her time to start dripping her juices and jam you hand between her legs. She will tense up at first, but you playing with her nipple and paddling her pink canoe, she won’t be able to resist the pleasure you’re giving her. No idea if she will decide to slip you inside her or not after that,” Fern said before unbuckling herself, leaning over me, pulling my shorts down and sucking two inches of my dick into her mouth.

“Hey. Before I forget, Ralph is way more scared of sex than Hailey. He takes a long time to get off, but I know Sharon will have him shooting off as soon as she starts stroking him. When he gets a look at her bearded clam, he will bust another nut. He may be good for another cum if they get thing going quickly, otherwise he goes soft and he’s done for a while So far two seems to be his max most days. You should make sure he sleeps in bed with Chrissy tonight. She needs to get laid so badly she is getting really stupid,” Fern said. “She only had the girls down in your den naked because she needed more room to play with the toys. she was going to show them how good they can make them feel. Did you know she got a strap-on, with a nice rubber dick, that she was going to get one of them to use on her? He really is the size you see on camera. When he takes his medicine right after dinner, not even Chrissy’s tight vagina will make him cum. They both need skin on skin contact. I know we don’t have to worry about him bragging about nailing her. Right now, I want to have some fun. I can’t wait to see what tiny bikinis you have in the women’s changing room.”

Hailey, Ralph, and Sharon were already out by the pool. Ralph had on a loaner pair of trunks. Hailey and Sharon were in one-pieces. Chrissy was nowhere around. Fern dragged Hailey into the changing room and I took Sharon up to my room. I checked on Chrissy to see she was sound asleep.

I nudged her and she grumpily mumbled, “Go away. I told you where to get swimsuits.”

Leaning in I rubbed her naked butt and put a kiss on her cheek before pulling the sheet up over her.

“You’re a good big brother, even if she isn’t your little sister for real,” Sharon said as we went into my room.

I led her to my bed to sit as I pulled off my clothes. I got a pair of trunks from the dresser before moving over to stand facing her, but a foot away.

“All yours if you want to check it out while it is still just us. You don’t have to, but I didn’t expect to bump into Ralph and his sisters, much less find them to be able to come over today. It seems only fair,” I told her.

She started to reach out for it twice before finally holding it in her hand. After inspecting it she let it go, stood up and peeled off her bathing suit.

She laid back on my bed, spread her legs and said, “Your turn.”

I knew she was nervous, so I sat between her spread legs to reach up and feel her firm breasts. I gently caressed them just long enough to get her nipples rock hard and then did a quick once over on them. I slowly ran my fingers through her downy soft pubic hair until she stopped tensing up and holding her breath. Gently I parted her folds to rub my thumb lightly over her clit. That made it pop right up and coaxed her petals into opening to let me see the treasures they were hiding. I was surprised to find an unblemished, perfect light pink membrane, with a tiny hole in the middle, which was blocking me from a much deeper inspection.

“Not having seen a naked girl up close before, I know what I have seen on the computer. As best as I can tell everything looks like it should for a hot fifteen-year-old naked virgin lying on my bed letting me check her out,” I told her as I leaned in to push my tongue between her pussy lips at her vagina and slowly moving up to lick her clit. “You taste really good too.”

She had no problems with me stopping to pull her to her feet and dress her in her bathing suit. Seeing that fair is far, she dressed me in my trunks before pulling me into a kiss.

“That was nice being naked with you in person. You could have made sure you got a good taste. I wouldn’t have minded,” she told me.

I told her I did have guests down at the pool and didn’t know if any of them could swim.

When we got down to the pool, I got some music playing before I went to get us something to eat. Fern came with me after I made sure everyone could swim.

Every chance Fern got she was either humping her wet pussy against me or sucking my dick. Once we had snacks and sodas ready, I pulled Fern over my shoulder and took her to my room. In the toy drawer I found exactly what I wanted. It was a rubber covered vibrator with tiny nubs all over the outside. It had a mated part that slipped down over it to go up her butt that to lock both parts in place. The last attachment was the best of all.

On my bed I pushed her down and put my butt in her face as I got the butt plug quickly pushed up her ass. I slide the nubby part into her pussy. I got them locked together and then pumped up the butt plug until the gauge showed it was over inflated. Once I disconnected the pump, the butt plug vented out to lower the pressure and that locked the valve so only the special tool could let the rest of the air out. IT wasn’t going anywhere.

I connected the pump bulb the vibrator and inflated it the same way. When I let it auto vent, she let out a hiss of breath before cursing at me for making it overinflate. I thought about turning the vibrator on. It had s roller ring that moved inside it that would start pushing up against the walls of her vagina from the tight ring of muscles at the front to the max length of her vagina at the back. The design of this one was such that as the ring slipped up the vibrator it caused air to push out the tip and air in the one-way vent at the bottom. As the ring slid down it stretched out like the knot in a dog’s dick when they are screwing some bitch. The knot part would push out against her g-spot.

The last part of the setup needed some precise adjustment that required me to turn the vibrator on after all. I chose a cycle that would cause it to speed up, agonizingly, slow until she sensed she came and then slow back down until her heart rate dropped back to a pre-defined normal range. As I heard the vibrator working to a nice, continuous speed, I pulled her pussy lips open to get to her clit. The final attachment pushed down on the sensitive, hard nub to push the hood as far back as it could and then clamped down. The sensitive, unprotected little bud was now at the mercy of this attachment. The paperwork I read on it said this was a S&M training toy. Any attempts to remove it would do interesting things to her exposed clit to keep her from trying to remove the attachments. Add on a thin little cover and I couldn’t see any of it when I pulled on her bikini bottoms.

“Fern I already know your smart. You will behave, do you understand me? Don’t try to remove your new accessory or you will find that you don’t want to try to do it again. By the time I pull you into the shower later, you won’t need to get yourself off for the rest of today at least,” I told her as we went down to take the food outside to the others.

We were having a blast playing around in the pool when mom came out to tell us to go shower and change before dinner. Mom asked that when I got upstairs that I nudge Chrissy awake again. She had tried when she got home, but Chrissy went right back to sleep. Mom was a bit concerned.

“She’s fine mom,” I told her. “I made her come with me when I took Trudy home and then went to the Dojo. They were having a special extended session for middle school kids. When she wouldn’t keep to the rules for the larger session, they sent her to one of the smaller training areas. Annie said they really worked the kids in there. Some girls helped her shower and change, but she was sound asleep by the time I had changed. I think it did her some good.”

As soon as Fern got into my room, she was naked and laying on my bed with her legs spread wide.

“David, please? I promise I won’t rub my hot, wet on you and keep pulling your penis out so I can suck it today. I was just trying to enjoy as much as I can since I’m not sure I’m ready to do it with you, or any boys, even if my body is ready,” she told me. “Plus, I really can’t stop myself from sucking your dick. It is just too dang amazing and tastes so good.”

Hailey was standing there staring, with wide eyes, at the bright pink plastic cover going from behind her sister’s asshole to above her clit. To make sure that Fern was going to keep her promise and behave, I pulled on the butt plug. She screamed out before grabbing her pussy as she pushed the clit attachment down hard against her clit. However this thing worked, it made her come for almost a minute before she was able to promise me that she would be good. That, supposedly, meant she wasn’t going to slip into my bed to slide my dick into her since she knew Hailey was too chicken to let me slide it into her tight box.

Well she is begging me to make it stop and looks scared when I reach to pull on any part of the harness now.

Using the special tiny hex key, I turned off the vibrator which causes the attachment locked around on her clit to release. A small metal rod, about the size of a piece of wire like they use in houses, went into a hole in the butt plug to make it deflate. With the wire in place I could use the pump bulb to suck out more air if needed to get it out. She was so wet that the vibrator shot out of her as soon as I unlocked it from the harness. I had to move quickly to ensure the fart she made, when the butt plug came out, didn’t end up making a mess on my bed. I got her on the toilet just in time.

I was putting it into the sterilization bucket under the sink when Hailey stood there, with her hands on her hips, demanding to know what it was and why I had put it in her sister if I didn’t do stuff to middle school girls.

“Because I don’t do stuff with middle school girls,” I told her. “Anytime she saw an opportunity she had my dick in her mouth or try to get it inside her to see how it felt. Fern was being honest earlier when she said her mind isn’t ready for sex, but her body is. We knew that if she managed to get me pushed into her hot tunnel of love that it would he inside her until nothing she could do would let me get hard again. She had needs she couldn’t satisfy herself and if she couldn’t convince me to help her out, she was going to have Ralph do it, whether he liked it or not.”

I explained how the butt plug attaches to the harness to keep the vibrator inside her and the clit attachment pushes the hood all the way back before clamping around the base to keep the sensitive tip exposed.

“I have no clue what it does to discourage her from trying to pull it loose, but you saw what it did when I tried to remove the butt plug before disabling it. Right now, I could go down on her, finger bang her, and use both holes. The company makes it for S&M training and it can be inside a woman all the time until they behave how their master wants. The effects are only temporary.”

Hailey didn’t expect to find that I had stripped us both and pulled her naked body to mine before putting her hand on my dick. Once she got into the French Kissing, she had gotten me rock hard. I dropped my mouth to one of Hailey’s nipples and then slid down to her dripping pussy. I let my tongue gently explore the thin membrane that would soon be doing a token effort to block my dick for further progress. Fern finished on the toilet and came over to watch. As I worked Hailey up to getting off, I checked Fern’s temperature. She wasn’t even the least bit turned on as I made her sister cum.

I got both girls into the shower and Fern watched as I slid my long dick between Hailey’s legs from behind so it pushed out in front. When I had had washed her front, I turned her around to push my dick back between her legs from the front. Hailey took over sliding back and forth on my dick as she rubbed her hands over my chest. I turned us around to get my hair wet. As soon as I had my head under the water, I felt a small hand adjusting the angle of my dick so it notched into Hailey’s cock pocket. When I looked down, I saw that she was standing on her tip toes trying to keep it there, but not let it go in. I felt Hailey’s knees drop down into mine. Fern wasn’t giving Hailey a chance to chicken out this time. My dick tore through her hymen and her body weight slid her down five inches before she ran out of room inside.

Man, she looks beyond pissed!