Chapter 255: Meeting Karen’s Family

It isn’t what she is expecting.

I had Tiffany sitting naked in the empty tub when her dad brought in a glass 1000cc enema syringe with three feet of tubing made to fit on the tip. Her eyes went even wider when she saw it.

Her mom popped in with three douche bottles and said, “Who knows what else she has been sticking in there. Then we have the issue that she and her brother are trying to see who can go the longest between showering before someone takes them out back, strips them, and hoses them off. It doesn’t help that she doesn’t seem to get that she needs to wash very well after her period. You’re doing her a big favor because I’m perfectly fine with her getting another nasty yeast infection that requires an overnight hospital stay. I’m not going to fight her doctor noting on her chart about her using various unclean vegetables and inanimate objects to pleasure herself.”

“Would you get mad at me if I got her a proper vibrator? Did you know they sell those at drug stores these days? I mean, it isn’t like you don’t know she is using things in her vagina. At least it is easy to clean with alcohol wipes or a good soapy washcloth,” I told them.

I’m not telling them I have one that will be a perfect size for her in my bag.

Of the things mom told me when she pulled me off to have a chat when I got home, was that she had followed up on Christy’s complaints about the various toys. The clit massagers, which Christy kept wearing out, now had a completely new design. Many of the other styles of vibrators had parts replaced so that they have greater longevity. She made sure I had a selection with me, just in case.

Never know when I might need them to take care of a girl’s needs without whipping my dick out.

Lucky for Tiffany, I used along-lasting lubricant designed for fucking in the pool. I had the tube up inside her as far as it would go and had her hold it in place as I filled the syringe up with the liquids in the douches. Once I had pushed through all the douches, I made her lean back while holding herself wide open. With the place in my head, I managed to get the tube against her cervix and then relax it to let the tube slide in easily. I slowly pushed in warm water until it began coming back out from inside her. I didn’t want to push it in too fast so it wouldn’t go out through her fallopian tubes.

Once I pulled the tube out of her, I started the tub filling as I “sterilized” the syringe and tubbing using the place in my head. I did it over inside the sink so no one would notice that I wasn’t washing it. When the bath was full, I washed Tiffany from head to toe, dried her, and powdered her pussy

Even if I put her to bed in a nightshirt or PJs, she is going to end up naked. She sends off that vibe.

Tiffany wasn’t the least bit tired and kept staring at my crotch, so I got one of the clit massagers out plus one of the smaller diameter vibrators. I got the clit massager in place and adjusted to flip her little pink bud around with just enough pressure to get her off, but not enough to rub her raw. Whoever had redesigned these had spent time researching the changes they made to improve it. I turned it on, and she got wet almost instantly. The vibrator had switch settings for multiple speeds. All she had to do was flip the switch and get to work if she wanted a good vibe. I made sure it had three inches outside her when I pushed it in as far as she had gotten the carrot and ensured that it moved in and out of her freely.

“The clit massager has a big bumpy off button near your belly button,” I told her as I put her other hand on top of it and showed her how to turn it off and on. “For the vibrator, you will have to pull it out and look at it to find the different switch positions you want. If you flip the switch to zero, it turns off. Both are waterproof unless you have the battery compartment open. You need to be completely sure you wash the vibrator off with soap and water every time you use it. I suggest you wash the clit massager every day, especially if you wore to school. There is a small remote, with a cover to keep it from going off accidentally, that you can put on your key chain or stick in your pocket. By the end of the day, it will be gross. If you don’t wash it and between your legs very well, you will get a yeast infection. I’m going to get a shower. I’d have asked you to join me, but I figured you might want to have some time alone with your new best friends.”

Tiffany jumped up to start hugging, kissing and thanking me for both new toys.

You can’t laugh at her for keeping her legs together to keep the vibrator inside her or when she reaches down to work it a bit while kissing you.

I got me a pair of sleep pants and a t-shirt so I could get a shower. While I was in the shower, Karen’s mom knocked and asked if she could come into the bathroom.

“David, I don’t think anyone has gotten Tiffany not to scream and yell when she gets caught playing with herself. I was sure when I saw her shove the carrot in full, that we were on the way to the hospital to get it out of her. Karen told me you aren’t some horny fifteen-year-old asshole like the boys in high schools around the country. If I hadn’t seen you deal with Tiffany, without asking her or making a big deal about it, I wouldn’t have ever believed her. She hasn’t even been interested in girls or boys, but especially not boys. When Karen played doctor with her brother and two neighbor boys, it was purely analytical. She let them poke and look at her between the legs before she examined each of their penises in detail. When Karen asked for me to give the school permission for her to babysit you, I was quite surprised that detailed showering together, as well as share her bed with you,” her mom told me. “She hadn’t ever met you or knew anything about you other than you two were the same age. For the first time that I can remember, we talked at length about how nice of a person you were, in addition to how well you were in bed. I do think that she must have exaggerated a bit on some of the details.”

I’m pretty sure I know the ones you think were exaggerations.

Turning off the shower, I said, “Well, I’m not the type of guy to talk about things I might like to do, or maybe have done, with any girls or women. Since you are her mother, I will make an exception. I had to sleep naked with her because she gets so warm when she sleeps that I was sweating with just a sheet over me and her AC on full blast. She also likes silk underwear and PJs too.”

I’m sure she wanted to ask more, but I chose then to step out of the shower to start drying off. Her eyes went right to my dick where it hung down between my legs. I ignored her looking as I dried off and went brush out my hair.

When was the last time I brushed my hair? I never even noticed that it never tangled or needed brushing.

“I will tell you that I was surprised as hell when they said I was going to be chaperoning and sharing a set of two rooms with five girls between twelve and fourteen who were there testing too,” I told her as I brushed my hair. “She was a big help making sure we got to the right places and took the girls that had labs or exams at different times than the girls that were taking tests with me. At least none of the girls freaked out when they found we were not only sharing rooms, but they had to shower with either Karen or me. Luckily, the women on the floor met me the first time I was there with Karen chaperoning me. None of them seemed to mind me being in the shower with them, at least not after they found that I knew how to use my fingers to scrub their scalp when I washed their hair. Probably didn’t hurt that I know a lot of ways to braid hair. I did Karen’s today.”

She couldn’t look away from my dick as we talked about how I couldn’t remember how I knew how to do all sorts of different braids. I didn’t think she was paying that much attention anyway, at least until I slipped on my sleep pants and t-shirt.

Right about when she was going to ask me something, Tiffany let out a string of curses before a long, low moan as she had a major orgasm.

“That would be Tiffany finishing up with the toys I gave her so that I could sleep in bed with her without getting molested tonight,” I told her as I went to get the clit massager off Tiffany and picked up the still buzzing vibrator from between her splayed legs.

I managed to get the sheets and bedspread thrown over Tiffany and make it into the bathroom before her brother, and his friends came rushing down the hall toward her room.

From the way the two oldest of the boys have tents in their shorts, they are expecting a show.

I had washed and dried the vibrator as I told Karen’s mom, “You may have to hide this depending on how much self-control she has once she gets used to the vibrator I gave her. This little gem is a redesign after some enthusiastic testing showed the original had a bad design. There is too much history for me to go into that will sound incredible. Also, it would have me saying things that I don’t talk about, should I have seen anything related to these toys being used to discuss. Now it is none of my business whatsoever, but Tiffany is out like a light if you wanted to examine this little gem so you can know when she might have it under her clothes she is wearing to school.”

“You know David, that is a wonderful suggestion,” she told me.

Before she took Tiffany’s toys with her, I asked her to wait and went to get a new one still in the box.

I smiled at has I as told her, “You know, I have no idea how well these new ones hold up so you might want to have one to keep as a spare. I didn’t even think about how Tiffany would react if she woke up to find hers missing. Probably wouldn’t be a good idea for her to find it in your room when she goes searching. So where can I put these that her brother won’t find them? He and his friends almost had a very educational female anatomy lesson. It seems Tiffany was louder than I thought.”

“He loves his sister a lot. His horny friends keep trying to get a look at her naked body since they only have little sisters. His mom told me the girls are never quiet when they climax, but at least they close and lock their doors. Tiffany usually has the covers over her when she plays with herself. She never uses vegetables, or other objects, when she has a chance that they would catch her. Today was one of the rare exceptions. Thanks for getting to her before they got a chance to get to her room. I’m not sure that at least one of his friends wouldn’t try to have sex with her even if none of them have the equipment to do anything,” she explained. “If not for my son having straight A’s, according to the online system his school uses for homework, we wouldn’t have allowed that boy to stay overnight. Fortunately, if one of them got near her, her brother would beat the living shit out of them, if she hadn’t already.”

I headed back toward the girl’s bedroom, with the toys wrapped in a towel, to find all four boys were inside the room, the two with boners creeping toward Tiffany.

“Hey, boys. That isn’t Karen. She crashed in Tiffany’s bed,” I told them as all four quickly turned to see who had the voice they didn’t recognize. “She is exhausted, so she probably won’t notice you hugging her quickly since she was asleep in the car when we got here. Tiffany is likely to slap the shit out of you. She took a nice hot bath before coming to get in bed and looked relaxed. I know I wouldn’t want to disturb her beauty rest.”

What a great “OH SHIT!” look on their faces.

Three of the boys did their best to get around me, or under me, to run toward the boy’s bedroom. The one I guessed was the girl’s brother did go over to climb up on the bed to hug Karen and kiss on the cheek. He then went to Tiffany, lifted the covers, took a whiff, dropped the covers, and whispered to her that she needed to be quieter next time. His friends almost caught her naked.

He then hugged me and said, “I guess you’re David. Thanks for being such a good friend to Karen. You must be who covered up Tiffany. I appreciate it. The guys are ok but want to see her naked so much, and she doesn’t care, but I just don’t want them to see her because they will tell everyone. If they didn’t have sisters that are a year or two younger than us, who all like me enough to sneak into the shower with me, I wouldn’t hang out with them as much. While their brothers are clueless, their moms all know about the girls slipping into the shower with me. I’ve never seen any of the girl’s brothers or sisters when we get out of the shower. One has a sister that is a year older and one that is two years older. They have come into the shower with me sometimes too. Please don’t tell my mom, but their moms have asked mine if I could sleepover. More often than not, my friend is spending the night somewhere else. Last summer I spent an entire week at one of my friend’s house. He was at summer camp, and I was there with his three sisters while their parents were at work. It is funny because they wonder why I go to take a shower when they start jacking off.”

“Let me give you some advice that will make sure you keep getting to play with girls while their parents are at work,” I told him. “Keep what you do with them to yourself like you are keeping it from your friends. Girls like it when they know you keep your mouth shut. I mean, I won’t say anything. Why would I? Once you need them, get your mom to buy you rubbers. No point in having to cause any of them to worry about being pregnant. Word gets around, and you won’t be playing with any of them anymore, you won’t have the time.”

“Taken care of already,” he said as he gave me another hug. “Their moms don’t want to even think about being grandmothers for another eight to ten years.”

He rushed off towards his room, closed the door, and locked it before I heard the boys all talking excitingly.

Their mom walked by and said, “Here are a few towels to wipe up, just in case. Make sure to lock the door. It needs a special tool to unlock it from outside, and that I’ve hidden that where my son won’t find it. Tiff is on the pill, and I think still a virgin. We had to put her on the pill to keep her from being one big nasty zit. It was bad. Her face cleared up almost overnight. She takes it in the morning, so she didn’t miss it tonight. Oh, I almost forgot. Tiffany has always run hotter than Karen when she sleeps. We keep their rooms colder than the rest of the house. If you get cold, spoon up behind Tiffany. Her brother comes in to snuggle with her because he gets scared of a storm or scary movie. He will make her get up to get at least panties on if she is sleeping naked.”

I did as she suggested and locked the door before getting into bed with Tiffany. I tried to sleep in shorts and a t-shirt, but they twisted up, so stripped. In the morning, I woke with a naked Karen on one side and a still naked Tiffany on the other.

“Isn’t it magnificent, Tiff,” Karen asked her little sister as Tiffany was stroking my rock hard nine inches. “It is so much better than my fingers or root vegetables.”

They were both looking at my dick when I saw Tiffany blushed before she said, “It is magnificent and better than veggies, but he was so sweet when I got caught with a carrot stuck up inside me. How did he know how to get it out? The last time I did that, it took the doctor’s assistant using special instruments to get in there get a hold of it to pull it out. He used a tube of something that made it slide right out.”

Karen started stroking my dick as she said, “You won’t get him to tell you anything about any girls he has done anything with unless he is talking to you about you. From what his friends told me, he knows a lot about a lot of things, and the female body is one where he knows more than most girls know about their own body. He is incredibly cool about everything sex-related too.”

“You’re telling me,” Tiffany replied. “Last night, he didn’t even ask me before he took me to the bathroom and got dad get him something to use to clean me out well. Mom gave him a bunch of douches to get clean the bacteria out of me, so I didn’t get a yeast infection. I wanted him to be my first as soon as he brought me back into our room. I still can’t believe that David has sex toys in his bag. There is something that he put over my button that rubbed it better than I do myself before David then gave me a vibrator, got me started, and then went off to take a shower. Shit! Where are they! He was very insistent that I wash them off with hot, soapy water before putting them away. I have to find them.”

I grabbed her before she could get off the bed, pulled her head to mine and started kissing her until she relaxed against me.

When I let her get up, I said, “You overdid it last night, Tiff. I took them to the bathroom to wash them. Oh, you need to learn how to get a pillow over your face, a ball gag, or something to muffle you when you get off. You almost had your brother’s three friends getting a good look at everything, not that it wasn’t a nice view. I wrapped your new battery-powered friends in a towel before putting them where your mom said was somewhere your brother wouldn’t find them.”

“Do you have to go home? Mom and dad made you sleep in our room. They can’t mind it if we get it on with you. I’m on the pill, so we don’t even need to worry about that,” Tiffany told me.

Karen added, “Well, while we don’t have to worry about getting pregnant. He shoots a lot when he gets off. It gets pretty messy.”

‘Well, don’t make him shoot while I go use the bathroom,” Tiffany said, rushing from the room naked.

“She does know that all four boys are in the bathroom having a circle jerk,” I asked.

Karen get me lined up with her hot, soaked pussy before letting it slide inside of her. She didn’t care one bit that the door was wide open as she slowly rode me as she stared out the door.

After letting out a satisfied moan, Karen said, “Mom and dad are at work. All the boys are going to learn about eating pussy this morning, but only three will get hands-on. She said she was going to let them get her off as many times as she wanted before offering to jack them off if they could get it up. We know that my brother is the only one of them that has a sex life. He and Tiffany talk about everything, and neither is modest around each other. Never have been, as far as I know. His friends usually get off one quick shot and then take a long time to reload. Tiff has been planning this for a while, but you being here was a good catalyst. I know you won’t mind if we have some spectators for a bit. I think she is going to get them to leave her alone once and for all.”

Right on cue, there were four boys pushed into the room. Two were only wearing t-shirts, and two were completely naked. Her brother’s friends stood there staring as Karen made a production of showing them her lifting off my dick, asking Tiffany if she wanted a turn yet, and then sliding slowly back down it. Their brother hopped up on the bed next to us. He was the only one that had a boner. The other three were limp as noodles.

“You three get over here. I haven’t cum, and the deal still stands. If you get me off, you can be my first if you can get it up. You three have been trying for years to get to touch my pussy, now you aren’t leaving my room until you have all three gotten me off as many times as I want,” Tiffany told them as she got up to pull one over to her.

I saw it wasn’t either of the two that came running toward her room last night with boners leading the way. As they watched Karen fuck me, I saw that Tiffany was already on the edge when the boy moved down to take directions from her on what she wanted. Less than a minute later, he slipped up her body and was trying to get his dick inside her. While hard, but her fingers trying to guide him in pushed him over the edge. There was a grunt, and then he pulled away. His dick didn’t show that he ejaculated anything. He slipped back down to get her off again as he waited to get another boner. Twice more, he got close but was already on a hair-trigger.

Tiffany was still waiting on the other two boys to eat and finger-bang her.

She loves having control over them. I don’t think any girls I have known cum that fast or can stand having their clits licked that many times in a row so quickly.

None of the three could get hard even with her giving them a hand.

“Craig! Get your little limp-dicked gay friends out of our house. The little creeps try to look under the covers when I’m asleep, peek at me in the shower, or even try to feel me up without even asking me if I might want to play. Now they have my pussy to do all they want, and not a one can even get hard. Useless little faggots!” she yelled at her brother. “Maybe they can get dressed and make it home before I call their sisters, but I doubt it. I’m glad we got this break two weeks before school lets out. Now all the girls will know they are little creeps and can’t even do it with a girl when she is trying to give them lessons. They wouldn’t have even got me off if not for me watching Karen riding the biggest dick any of us is ever going to see.”

At the mention of her calling their sisters, which also meant girls in their grade, and any possible girls they might have gotten to play house with, they tore off from the room like a shot. We could hear noises down the hall and then three distinct door slams.

“That was harsh, Tiffany,” Karen told her.

Tiffany smiled, came over, pushed Karen off my dick, lined herself up, and began her slow virgin journey down to have her pussy lips kiss the base of my dick. Once she was able to get going at a good pace, she had her brother toss her the phone.

She called first of the girls on her list as she fucked me. For the first three, she told them that if they didn’t believe her, they could ask their little faggot brothers that couldn’t get it up to give her any dick while Karen fucked me. The next three girls were friends with her bother. Those she said wanted to get over here as soon as they gave their brothers shit for not being able to get it up for her.