Gym Teachers Assistant

"just what is going on here?" Cheryl's mother demanded, as she entered into the living room just as i was unloading my pent up essence into Cynthia.

"Mom!" Cheryl yelped, in a tone used for mothers that teenagers use when they aren't sure how much trouble they might be in or if any at all? "You remember Cynthia of course and this is Roy who goes to our school and is the schools star tennis player. He's the boy I was telling you about the other day. He's my boyfriend and Cynthia's also. He plays mixed doubles with us both and we won the last tournament because of those two?"

"Hello," I greeted Cheryl's mother in a meek tone, somewhere between a normal voice and a panting hyperventilating gasp.

"It doesn't look like rape and it looks like Cynthia enjoyed what Roy was doing with her, why don't the three of you just get dressed and we will discuss a few things. My name is Melissa and I expect you to use my name and not call me Ms. Kainbur."

The three of us began putting on our clothing, my dick had shrunk back down to a non obtrusive looking two inches when i put my black briefs back on, followed by my jeans and white T-shirt. The girls also both dressed rapidly and we sat down to find out what was in store for us next?

Once we had our clothes back on we all three sat side by side on the comfortable sofa facing Cheryl's mom in her easy chair recliner.

"First," She began, "I want to know how long you three have been having sex in my house and then I want to make sure you are doing it right. I might even have a few pointers to make it even more enjoyable."

The three of us let out sighs of relief, realizing we weren't going to be punished or reprimanded.

"How is grandma, I thought you would be gone all weekend? Cheryl asked."

"My mom wasn't ill, I told you that story so I could go on a date myself and decide if I wanted to have you meet Daniel or not, well, I found out he had been dating quite a few of us widows lately and so I told him not to call me anymore."

"Oh gee mom, I'm sorry if you got hurt by this guy how long had you been dating him?" Cheryl asked.

"This was only our second date and we went to The Litle Red Barn for dinner, it just so happened that our widows group had also gone there tonight." Melissa answered her daughters question.

"What happened then?" Cheryl asked.

Cynthia and I both sat attentively thankful that we weren't being questioned or in any trouble and waiting to hear what happed at the restaurant earlier.

"Well, since it was obvious to the group that Daniel and I were out on a date, Trina started yelling at Daniel asking how come he had cancelled his date with her. Then Trudy said she thought Daniel was dating her exclusively. Daniel turned an interesting shade of pinkinsh red, told me goodbye and left the place in a hurry. I sat down with the group and we all found out that Daniel had been dating all of us. It was a bit awkward and tense until we realized it probably wasn't fair to judge a single guy for wanting to date around but we agreed that he had good taste in the women he wanted to date. We had a few laughs when Phillis told us that Daniel only had a four inch penis and didn't like giving oral. Trudy added that he really had a hard time getting erections and needed viagra when he had dated her. Trina was a little miffed at first since she had been on a few dates with him but did say they'd not had sex yet. Then I get here a bit sexually frustrated myself and find Roy and Cynthia out of breath and looking like very satisfied young fuckers."

Oops, I was thinking to myself not completely off the hook yet, wondering what was about to happen next?

"Did you have a turn before I got home young lady?" Melissa asked her daughter.

"Yes mom, Roy licked my Pussy and then while I rode on his joy stick, Cynthia rode on his mouth and tongue, then we switched places and you came in just before we finished."

"My my my," Melissa looked me in the eyes appraisingly. "Roy how many girls have you been with sexually?"

I looked back at her and decided the truth was the best thing to say. "Only two girls and they are both here, we only had sex three times now, twice at Cyn's house and tonight here."

"From what I saw, both girls had enjoyed themselves. Cheryl on a scale of one to ten, how would you rate Roys abilities?"

"Oh mom! Cynthia and I had been using NBOBs for a couple months and Roy is way better so I'd give him a nine as there's always room for improvement but he's wonderful with both his mouth and his Rod."

I blushed just a bit at the compliment when Cynthia said "I would also give him a nine and he treats us both so nicely. We even got to give him a bare ass spanking for watching us in the shower at school when our tennis instructor caught him staring at us a few days ago."

"What is an nbob?" Melissa asked. "Why was Roy punished?

Cheryl laughing and giggling while Cynthia was trying hard not to also laugh herself.

"Its a non battery operated boyfriend," she managed to tell her mother. "Roy feels so much better and alive when he gets inside, it just feels so good. He got into the teachers room at the gym and there's this one way mirror, well he got to watch us in the showers ever since that day he has seen us naked a lot. On that day though, Mrs. Striange had us go into the teachers area of the locker room, she made Roy undress and since he had already seen us in the nude we undressed again, then we each gave him ten swats on his bare ass."

"That sounds like a fun thing to do. Roy do you need permission to spend the night here and you too Cynthia?" We were asked.

"I don't need permission, I will call and let them know anytime I don't come home as a courtesy since my mom still worries about me when I'm out late." I told her. Cynthia told her the same. We both phoned our parents and told them we would be staying at Cheryl and her moms place for the night.

Melissa was about 35 maybe a little older or younger, i never tried to guess a ladies age. She was 5'6" tall had the same chestnut brown hair as her daughter, slim and with perfect makeup since she had been on a date, she was wearing a very nice dark blue skirt and a lighter blue blouse. Flashing greenish eyes and a cute face, she looked so much like Cheryl they could have been twins.

"We will all sleep in my bed tonight," Melissa informed us. "I haven't had sex in a couple years ever since Ralph my husband dìed from the damn covid vaccine, it caused his heart to stop just a few hours afterwards.

Cheryl hugged her mom while the two of them shared a few memories of the father and husband they both missed. Cynthia and I realized we were lucky to have both our parents still living and happy together.

"Are you kids hungry?" Melissa asked.

Teenagers are usually hungry even minutes after eating, Melissa had only ordered a small salad while at the restaurant earlier,

she ordered two pizzas from a local place and while we waited for them to arrive we shared our stories about the tennis team and our school classes.

Once the pizzas arrived we stopped talking long enough to eat and Melissa opened a bottle of wine and poured us all each a glass.

It was about eight o'clock when we had cleaned up the mess from the pizzas and then Melissa announced it was time for bed.

"You can use my bathroom to shower and clean up a bit before we get into bed Roy." Melissa informed me.

Cheryl and Cynthia used the bathroom in Cheryl's room while I was shown into the bathroom from Melissa's master bedroom.

"Don't bother to put on your clothes when you finish drying off," Melissa told me."

I washed and dried off pretty quickly, I found some mouthwash on the side of the sink and quickly rinsed out my mouth. I carried my clothes out of the bathroom and into the bedroom. Melissa was sitting on a chair in front of her vanity removing her makeup when I came back into her room. Cheryl and Cynthia came in just about the same time I did and they too were naked.

"You can put your clothes over there on top of that dresser next to the closet," Melissa told me.

Of course seeing my two girlfriends naked again I was having a normal reaction as my prick began hardening since I was looking at all four breasts and both of their incredible looking pleasure centers.

"Roy you may sit on the bed while you watch me undress." Meliisa said. "Girls since you both had your turns earlier I want to have Roy first and I will show you all a few things about making sex as enjoyable as possible."

Melissa made a production of removing each article of clothing, first she slipped off her shoes while sitting in her chair, then she removed her socks. Standing up she unbuttoned her light blue blouse spending time undoing each button. She took each arm out and slowly turned so her back was facing us as she removed her top. She put the blouse carefully into a clothes hamper and then turned back around. She looked stunning, 5'7" she was an inch shorter than I am. Wearing a black demi bra that covered her nipples and lower breasts while leaving the tops free for us to see. I am guessing that her boobs were about a 35C, a lovely shade of pinkish brown. She pulled the bra around so she could unclasp the back and then put it into her clothes basket. Her nipples were a dark brown and huge about the size of a quarter and stiff as a metal thimble, sitting on two silver dollar sized aereolas. She smiled seeing my reaction as my now fully aroused erection was on display.

Melissa stepped out of her dark blue skirt and bent over to pick it up, showing off the sexiest, black, see through panties I had ever seen. What a sight her amazing butt was in the silk. Her ass was a perfect heart shape with about a four inch slit from top to bottom. My erection was throbbing now and the girls next to me were giggling seeing my reaction.

Bringing the chair over to the side of the bed, Melissa sat down leaving her panties on. She took my erection and began licking it like an ice cream cone. "Girls you need to watch how I do this, if you do it right you can get him excited without allowing him to cum." Melissa told the girls. Come over here closer so you can see everything.

Melissa ran her tongue all over me, she would lick all around the crown, then insert most of my prick into her mouth, continuing to run her tongue in circles around the head. I was moaning and groaning with the intense feelings. Melissa would get me nearly ready to shoot then stop. She did that several times until I was begging for release.

"You will usually be able to tell if his semen tastes good or not because a little bit should come out before he is ready to ejaculate, it will let you know whether or not to swallow it when he cums. Roy has very tasty semen, some men it's bitter or tastes terrible, you don't want to swallow those so just dont let him cum or spit it out.

I'm going to let him cum now so watch what I do next."

She sucked hard while fondling my balls and then wham, I exploded three or four pulses into her mouth. She then swallowed it. "Very tasty and it will leave your throat feeling smooth for a long time after. Now Roy I want you to return the favor by licking my needy little pussy."

Melissa got up onto the bed and put a pillow under her sexy panty clad ass. Then she spread her legs apart and laid her head back on another pillow.

Starting at her mouth I kissed her lips and she put her tongue into my mouth, she tongue wrestled with me and it felt like we were fucking with our tongues. We kissed like that for several minutes, before she released my tongue and sighed happily.

"I haven't been kissed like that since Ralph died," Melissa said.

Next I moved to her delicious boobs, running my tongue from the under side then up to the top of her right side avoiding the nipple, then I did the same to her left side. I was gently fondling and caressing both of her pinkish brown boobs, then I pushed them both together and put both her nipples into my mouth. i suckled and lightly chewed her stiff erect nipples until I had her nearly hysterical with sensation. She was sighing and moaning. I actually think she had a mini orgasm from my playing with her titties. I went back up and kissed her mouth a few more times.

Running my tongue down from her mouth, I sucked each nipple again, I moved downwards next and gave her belly button a raspberry, she giggled and moaned. Continuing to lick as I went, I reached her silk panties, ignoring them I moved to her inner thighs and licked first one side then the other through the thin material. Next I kissed and licked the center of her pussy pushing my tongue into the silk and then into her pussy. Raising her legs I pulled the panties off her and tossed them into her clothes basket several feet away. She was continuously sighing, moaning and making purring noises.

Cheryl and Cynthia were watching us and becoming more excited by the minute as I licked and caressed the not so old mother.

Returning to my task of licking her pussy, I got my first real taste of her necter without the silk gettting in the way. Her pubic hair was neatly trimmed and very short. She had nearly the same taste as her daughter and I continued licking her nub while caressing her ass with both hands.

"Ahhh!!! Ahhhh!!! Ohhhh!!! Holy Shit! I'm cumming," Melissa screamed out.

My penis was once again at full erection mode and I lifted Melissa's legs and placed her feet on my shoulders. Inserting my six inches of solid meat into her dripping excited pussy felt incredible, it was like a warm buttery vise, squeezing and pulsing around my prick. I used my hands on her knees to give me leverage and pushed and pulled in and out for the longest strokes I could manage. Pulling nearly completely out before plunging back in again. Her contented sighs and moans filled the room and my own grunts were added to the symphony of sounds. She had several orgasms or maybe just one long drawn out orgasm before I finally was able to cum inside that gripping, pulsing pussy of one of my girlfriend's mother.

At that moment I windered what it would be like to have sex with Cynthia's mom one day.

Melissa went into her bathroom then to piss out my semen, shower and remove any sweat or other fluids from her body.

Cheryl, Cynthia and I lay on the bed and I took turns licking and sucking each of them until they both had orgasms of their own. After Melissa came back in we all fell asleep. During the night there were many wakeful moments with lots of fondling and caressing, it was the best night of my life up to this time.