High School Fundraiser Gone Wrong

High school fundraisers were always some of the most enjoyable experiences of my high school years. It was always challenging trying to come up with new ideas to make it a unique experience not only for the students, but also the public in order to attract their attention and their money. The one event that drew the most attention and made the most money was always the high school car wash.

All you middle aged guys know what I'm talking about. The fundraiser would sometimes take place in the high school parking lot or better yet, on a street corner parking lot usually at some type of convenience store.

The car washes always involved 18 and 19-year-old high school girls wearing bikini tops and cut off jean shorts or tight gym shorts waving signs to get our attention. The girls were usually from the cheerleading or dance teams, so they were pretty, young, tight and full of energy.

The combination of teen bikini tits and ass cheeks will always draw a crowd, especially middle age men. What could be better than pulling into a parking lot and immediately being surrounded by a group of provocatively dressed, gullible young ladies enthusiastically wanting to soap up and hose down your car? It never gets old and what could possibly go wrong? We were about to find out.

In her senior year of high school our 18 year old stepdaughter Holly and her 19 year old friend Rayan volunteered to serve on the fundraising committee. They asked my wife Julie to be the parent representative and Julie agreed to be the committee leader.

After discussing many fundraising options, they finally decided on the car wash theme because it had always been successful in the past. My cock was already starting to get hard. It got even better when my wife suggested inviting some of her other milf mom friends to help out with the car washing activities.

My head was already spinning with images of 18 and 19 year old teen girls and their older milf moms, including my wife, in their skimpy outfits soaping up and hosing down cars and trucks.

At the time of the fundraiser my wife Julie and I had been married for about one year. When I decided to remarry in my late 40's I promised myself that my next wife was going to be a younger woman, a physically fit total prick teaser with big tits who enjoyed sex. Julie was that woman. A 42 year old prick teasing redhead with big tits and an insatiable passion for sucking my cock.

The added bonus of marrying Julie was her 18 year old daughter, Holly. She was a younger version of her mother with red hair, big tits with an outgoing, prick teasing personality. Holly's best friend was her 19 year old classmate Rayan. Rayan was truly something special. She was the kind of teenage girl that every middle-aged man would love to get nasty with.

Rayan was a slender 19-year-old blonde beauty with the cute face of a teenage girl and the body of a mature woman. My wife let it slip out one day that young Rayan had a well earned reputation among the high school students, and even among some of the faculty members and coaches for her unique technique for sucking cock.

She had earned the nickname Lollipop among students and coaches for her passion for licking and sucking on teen and adult cock as if she was licking a lollipop. Rayan was proud of her reputation and wore a lot of T-shirts and halter tops with the images of lollipops as if to publicize her talents like a badge of honor.

Julie and I would host pool parties at our home and I have to admit that it was a total turn on checking out Holly and Rayan as they teased the boys and older dads with their tight firm teenage bodies and their prick teasing attitude.

Knowing that Rayan had some unique oral talent made her even more appealing and popular. I was constantly looking for ways to exploit her relationship with Holly to get her to suck me off, but I had yet to be sucessfulI. That was about to change.

It had also been known that Rayan had a tendency to post provocative photos and videos of herself on a well-known website called Deviant Art. The website gave her a lot of exposure with not only her fellow students and teachers but also to some of the dads and nasty men in general. Some of the men frequenting Deviant Art had some unsavory plans in mind for sweet, lollipop licking Rayan. Opportunity was just around the corner.

The high school car wash fundraiser was a weekend event beginning on Saturday morning and ending on Sunday afternoon. Students, faculty and families were scheduled for both days working four hour shifts. Holly and Rayan would be working with my wife Julie and one of Julie's milf friends Samantha.

Samantha was a 45 year old divorced single mom with big tits, long legs, green eyes with deep brown skin tone. Julie had known Samantha for years, and I always suspected that Julie had a bisexual relationship with Samantha.

I teased Julie all the time about setting up a threesome with Samantha, but she always laughed it off. Julie once told me that Samantha was obsessed with having her pussy eaten out and Samantha would have overpowering orgasms. I asked Julie how she knew that. Julie would only smile back at me. I suspected that Samantha knew her way around my wife's pussy as well as I did and I had no problem with that.

Samantha also had a 19-year-old daughter Britney. Britney was one of the high school cheerleaders and was a dead ringer for her mother only with bigger tits. Brittany was always a hit with the older fathers. We all loved to watch her magnificent tits bounce, flop and slam together during her dance and cheerleading routines. Big tit Britney would also be working the car wash with her mother Samantha as part of Julie's team.

I subtly suggested to Julie, that the girls and the moms needed to show as much tits and ass as the school would allow. Julie agreed and suggested to Samantha that Britney needed to show as much tit as she could while working at the car wash.

Julie basically told the girls, "Don't be afraid to show some tits and ass girls. Slut it up a little bit. Just remember the more tits, the bigger the tips." I totally agreed with Julie's philosophy.

My job at the fundraiser was to supervise the wash teams and make sure everything was running smoothly. However, what I was looking forward to most was spending the entire weekend checking out the milf moms and teen daughter's tits and ass in their cut off jean shorts and bikini tops.

We knew their provocative outfits would attract a big crowd, and we were correct. 90% of the customers were men, most of them by themselves wanting to check out some young teen and sexy milf pussy. Most of the customers had good intentions. Unfortunately, some of them did not.

On Saturday morning the girls all decided to ride together in one car and I would meet them later at the car wash in my own car. Saturday was a big success raising a lot of money for the high school. As I expected we were all treated to some nice eye candy with the teenage students and the milf moms all wearing bikini tops, and their short cut off jeans showing plenty of ass cheek.

The nasty teenage boys were especially having a good time, shamelessly spraying the girls and milf moms turning Julie and Samantha and most of the other milf moms into wet T-shirt contestants.

It was an erotic turn on watching these arrogant teenage boys turn our wives, milf moms, and teenage daughters into the best tit show in town. The boys knew what they were doing. It was obvious the teen boys were acting as if the water hoses were an extension of their cocks spraying down the girls and milf moms with bursts of youthful jizz.

Julie was horny as hell later that night admitting that she was thinking about all the young teen boys staring at her wet mature tits and nipples all day as she rode my cock to orgasm. That was certainly an added bonus for me. I was looking forward to the teenage boys shamelessly hosing down the women again on Sunday. I knew I would be fucking Julie once again Sunday night.

The male customers also loved the wet T shirt show. The teenage girls earned some nice tips and both Julie and Samantha were subtly slipped multiple business cards from middle aged men propositioning them wanting to know, "How much?"

I half jokingly suggested to Julie and Samantha that they go braless the next day but they just laughed and decided it would not be appropriate at a high school function. They didn't know it yet, but they would eventually be showing their tits tomorrow whether they wanted to or not?

I couldn't help but notice that there were a lot of men sitting in their cars by themselves while their cars were being washed. I am sure it was a turn on watching these neophyte teenage girls and milf moms working hard and sweating like whores while bending over rubbing down their cars with soap and water.

The thought crossed my mind that some of these guys might be inconspicuously getting screenshots on their phones and stroking their cocks and draining their balls sitting in their cars watching our wives and daughters wash their cars.

Quite frankly the idea of total strangers draining their balls while watching my wife and stepdaughter totally turned me on. However, I knew that a group of nasty men had more sinister ideas in store for the milf moms and their teenage daughters.

At one point there was some commotion and an argument going on in one of the wash stalls. Five angry middle-aged men were arguing with my wife and pointing at Rayan referring to her as lollipop girl since she was wearing a halter top decorated with lollipops. Rayan was also wearing a large belt buckle with her cut off jeans that had apparently scratched their Mercedes while she was bending over at the waist washing the engine hood.

The big black guy that owned the car was not happy and he was intimidating my wife Julie by getting in her face saying he expected compensation. It was kind of arousing watching this big black man verbally intimidating my white milf trophy wife as he shamelessly looked over her body from head to toe.

As the big black guy was arguing with Julie I couldn't help but notice that the other four guys were obviously sizing up Samantha and the high school girls in a very lecherous way that made the ladies feel very uncomfortable. Things were starting to get awkward. I felt it was time for me to step in.

I quickly defused the situation by letting the black man know that we were sorry, and that I would visit with the principal that night to address the compensation issue. The big black dude was still upset with Rayan. He shook his finger in my face and said,

"Well, you better come through for us brother. We fully expect some type of compensation and believe me we will get it one way or the other."

He said all this while staring at Julie's bikini clad tits and scanning her sexy milf body, making sure I understood that he was referring to my wife.

He then looked over at Rayan and said, "By the way sweetheart, we all love lollipops."

All five men immediately laughed and focused their stare on "Lollipop Girl" Rayan scanning her 19 year old teen body from head to toe. Her young, long, smooth, tan legs looked amazing as the tiny blonde hairs on her thighs glistened with water from the hoses. Rayan began to tremble as the black man blew her a kiss, and said to her,

"By the way baby girl, not only do we like lollipops, we are also big fans of Deviant Art.

Rayan knew right away what he was referring to. We all knew what he was referring to. These total strangers were obviously familiar with Rayan's cock licking skills from her webpage and had been doing some homework watching her oral skills.

Later that night when she got home Rayan immediately deleted all of her provocative photos and videos on her Deviant Art website, but the damage had been done.

The next day we followed the same routine with the women driving in one car with me meeting up with them later on. The ladies went about their car washing work as if nothing had happened the day before.

I spoke with the school principal but unfortunately he would not agree to offer any compensation to the disgruntled men. If the group of men did in fact return the next day, I knew there was going to be trouble, and I suspected the women were going to pay the price.

The girls had just finished having fun with a water fight when we saw the Mercedes pull into the parking lot. Once again, Rayan began to tremble wearing another one of her popular lollipop halter tops and very short cut off jeans that were even shorter than the day before.

It appeared that my wife Julie, her friend Samantha, and all three girls had agreed the night before to wear extra short cut off jeans. They had decided the shorter they cut their jeans the more men and customers they would attract, and they were right.

Thong underwear, or going without panties all together, allowed them to show as much ass cheeks as they wanted. Holly's, Rayan's and Britany's teenage ass cheeks were on full display, as well as Julie's and Samantha's mature well toned ass cheeks, I knew things were not going to go well.

They pulled the Mercedes up to our car wash stall, and all five men emerged from the car and walked towards us. It didn't help things that the girls and the milf moms had just had a water fight, and their California tan bodies were now glistening with their T-shirts clinging to their chests clearly showing five sets of well-defined tits and nipples.

Even though they were still wearing their bikini tops underneath we could clearly see the outlines of teenage and mature milf nipples poking through their shirts. This did not go unnoticed by all of the thugs.

In addition to the big black man who was doing the talking, there were also two other 30 something tattooed black guys and two big skinhead white guys with him. They were all very intimidating and all five girls were nervous. I did the talking.

I inappropriately started the dialogue with a joke,

"Hello sir, did you fellas come back for another car wash?"

The big black man was not in any mood for humor.

He replied by saying, "No motherfucker, we came to get your money to fix my car."

When a guy starts out a conversation by calling me a motherfucker, I know right away things are not gonna go well.

I replied, "Well, I spoke to the principal last night and he made it clear that refunding money is not possible. You will need to deal with your insurance company. All the proceeds are being raised for our students. We have no intention of refunding any money".

Big black man did not like what he heard. He moved in closer to me to make sure I could hear what he had to say next. He looked me in the eyes and said,

"Well brother, that is going to be a problem since I don't have any insurance on this vehicle. We need to find another solution or your women just might be paying the price for your lack of good judgement".

I knew he was serious and the women were terrified. I said, "What do you have in mind?

He said, "We have an office down the street where we can run your credit card to cover the cost of fixing my car. I figure $2000 should cover it."

I was not carrying that kind of cash. I suggested that I go with them alone and leave the women behind, but they insisted that the women come with us. Now I was really beginning to get nervous. The big black dude gave us instructions,

"The milf moms can ride in the Mercedes with me and my two buddies. You drive your car and my two other buddies will ride with you and your girls. You can follow us to my office." I thought to myself what could possibly go wrong here.

Julie and Samantha were immediately alarmed that the big black man referred to them as milfs. They were well aware of what the term milf meant from comments made to them by teenage boys who were trying to pick them up. Julie and Samantha definitely fit the description of mothers I'd like to fuck.

My wife Julie and her friend Samantha were roughly shoved into the backseat of the Mercedes sandwiched between the two young black men. My daughter, her friend Lollipop and big tit Britany were forced into in the backseat of my car with tears of fear rolling down their cheeks and flanked by the two skinhead dudes. It didn't take very long for the backseat shenanigans to begin.

As soon as we pulled out of the parking lot, the two skinheads had their hands all over the three teenage girls, rubbing their long young tan legs, groping their tits and pussy's and talking trash about the size of their tits.

"Show us your tits girls", they both barked out in unison. Soon all three girls had pulled their T-shirt tops up to their necks showing their bikini covered tits bouncing with every bump in the road. I was sure that my wife Julie and her friend Samantha were getting the same treatment in the back of the Mercedes.

"Take off your T-shirts bitches, we want to see some teen puffy nipples", said one of the skinheads. The girls were frightened but were in no position to resist so they slowly started pulling their wet T-shirts up over their heads.

They were still wearing the tops to their bikinis, but I knew those would not stay on long and I was right. Both men reached behind the girls and pulled the strings to their bikini tops and ripped them off and threw them at the back of my head, trying to mock me.

I now had three bikini tops laying next to me on the front seat and was glancing at three pairs of incredible teenage tits in my rearview mirror, including my own stepdaughter's. More backseat fun was just getting started.

Both men were hooting and hollering when one of them shouted out, "Look at the fucking tits on this entitled little princess." He was obviously referring to Britney. The other man grabbed Rayan's tubular torpedo tits and blurted out, "Fuck I haven't seen a set of tits like these since high school."

I had never seen my stepdaughter's young tits fully exposed, and quite frankly, they were magnificant. She had big full tits like her mother only with puffy teenage nipples. Each skinhead reached over and grabbed one of Hollys tits while continuing to grope Britney and Rayan. They were in teenage tit heaven and they were going to make the most of the opportunity.

Both men were not gentle with the girls. It was obvious that it had been a long time since they had their middle aged hands on a pair of teenage girls young succulent tits. The buffet of soft teenage tits was open, and these guys were ready for a feast.

I was having a difficult time keeping my eyes on the road glancing in the rearview mirror as the skinheads took turns rubbing and squeezing all the girls tits while pinching and tugging on their young teenage nipples. The sounds of three whimpering teenage girls was giving me a hard on.

I suspected my wife and her friend were getting the same treatment in the backseat of the Mercedes. I would've loved to have watched Julie and Samantha get roughed up and mauled by three black men. My cock was rock hard. I wouldn't have to wait much longer.

When we arrived at our destination their office was more of a warehouse than an office. There were multiple pallets of building materials, a couple forklifts and a small office to the side. The girls put their T-shirts back on for the short walk to the building but the skinheads kept their bikini tops as a souvenir.

We all got out of the two cars and headed towards the entrance to the warehouse. As Julie and Samantha walked towards the building their large milf tits were bouncing and jiggling much more than usual. I understood why when I saw their bikini tops draped around the necks of the two black men who were with them in the backseat.

Both Julie's and Samantha's hair was messed up. The men with the bikini tops around their necks were also working on zipping up their pants. My head was spinning with curiosity.