Michael’s Side Job Ch. 03

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Babes

It was spring break for the next two weeks, and Michael was relieved to be off from teaching for a bit. He loved his job, but he needed a much-needed break, even if it would just be him lying on the couch and cuddling with his two cats. His love life was still nonexistent, and what few friends he had locally were working.

It was the third week of March, and Michael still needed another payment for his Europe trip that summer. The damn tariffs put a damper on his plans, and the cost of his trip was going to be more than what he originally planned. He still had his side-gig job with the Sungate Clinic but hadn’t had any clients since November.

He talked with Cheryl and Dr. Assif about his concerns last month, and apparently potential clients were worried about his…knack for producing twins. So, he waited, hoping to at least get one more client before his trip.

On the first Monday of his break, Michael got a much-awaited message from Cheryl, the secretary at the clinic.

CHERYL

“Looks like you may have a repeat from last time. Two women were in this morning, and they are very interested in meeting you. If you can come get your bloodwork done today, we can set up a meeting immediately.”

Michael was excited. Due to Anne and Jen’s tip, he only needed one or two more clients to pay off his trip. This was the break he was waiting for.

The two women, Janice and Hilary, requested to meet Michael in a very nice restaurant in town. They would also be paying for dinner. This place was so nice that Michael felt the need to dress up, so he found some nice khaki pants that hugged his ass just right and a pink button-down shirt.

Like Cheryl suggested, Michael walked into the restaurant expecting a repeat performance like he had with Anne and Jen. “At least I have some experience with lesbians now,” he thought, and the hostess showed him to the table. Three women were seated.

A woman, probably around 45-50, stood up and shook his hand. “Michael, hi! I’m Janice!”

Janice…and the other women…were wearing sexy tops that exposed their cleavage. All were beautiful, wearing fancy jewelry, and their mugs were beat. Michael realized that this would be different than Jen and Anne.

“So, hi.” Michael said as he sat down. “I’m Michael, nice to meet…all of you.”

Janice then spoke again. “You were probably just expecting two people. I’m sorry to catch you off guard. Michael, this is Kate, my wife. And the younger gal sitting next to you is Hilary. She’s offered to be our *surrogate*.”

Michael almost spat out his water. “Surrogate?” He swallowed uncomfortably and said, “Um, the Sungate Clinic offers NI services. Cheryl didn’t mention a surrogate.”

The women all glanced at each other, and then on cue the waiter came for their orders. After he left, Janice spoke up again.

“Ok, cat’s out of the bag. Hilary and I went to the clinic on Monday. They were led to believe by us that we were a couple. But this baby will actually be for Kate and me to raise. We are too old to have kids, and our friend Kate has offered to carry for us.”

Michael took in the information, and although this was something he wasn’t expecting, all he could picture was visiting Mozart’s birthplace in Vienna. “Ok, I’m sorry for my reaction, but I can do it.”

“Great!” Janice said, but that wasn’t all. Janice waited until everyone had their food and some drinks in them before springing the next part.

Before Janice’s next proposition, Michael learned that Hilary was married and her husband was overseas in the military for the next two years. She assured Michael that he was totally fine with him inseminating her.

The women found Michael sweet, boyishly handsome, and actually pretty open-minded. They asked him about his last two inseminations, and he disclosed some information about them and his reasons for taking on another job aside from his teaching.

“Teachers are saints,” Kate said. “My sister is a teacher, and she devotes her life to her students. I’m sure your kids love you.”

Michael blushed but was totally comfortable in their company, even though they still hadn’t talked about the “logistics” of how they were going to proceed with the baby-making process. Dinner was almost over, and Michael finally decided to ask what the next step would be. Would he meet with Hilary separately? Would Kate and Janice be there? Would they…help out? He thought with a smirk. “So, what are your plans for proceeding?” He said.

Again the women exchanged glances, and bursa eskortlar then Janice spoke up again.

“There’s something else,” she said. “Feel free to say no, but we are willing to pay you…extra if you decide to do this. Hilary and I do porn together. We have a fan account online that makes us a lot of money. We cater to a specific fetish: mother-daughter porn. As you can tell, Hilary is much younger than me… 28. Kate handles the camera and sound. What I’m saying is, we would like to film the copulation and have me…appear…in the film as well.”

Michael just sat there with his hazel eyes becoming very big under his glasses.

“It’s like killing two birds with one stone,” Kate chimed in. “You seem very virile, so we thought of doing two videos during Hilary’s peak fertile time. I know you are a teacher. Your face won’t be shown, ever. And I want to be clear, this pregnancy is definitely wanted.”

Janice chimed in again, “And after the pregnancy, I’ve decided to retire from performing and help Kate with behind-the-scenes stuff.”

Michael was listening and contemplating. Porn? Now he was doing porn? But his face would be cut out. They just needed sperm. Maybe he could do this.

“So I have a question,” he said. “I’m assuming you’ve filmed with…guys before. Why not ask one of them to, you know, give you a baby?”

“Too messy,” Janice said. “Plus, you’re contracted through a legit clinic.”

They all chuckled, and then Hilary said, “You want to go to Europe, right? You told us earlier that was part of the reason you started working at the Sungate Clinic.” Hilary was right. Michael admitted to them that he was nervous about moving forward, but he was on board. They planned to meet next Monday.

This being a potential “pornstar” thing was giving Michael’s head a loop. Kate emailed him a “script” about the two “scenes” they were to film. The first scene would have Michael asleep, and his “stepsister” (Hilary) would basically jerk him off, “Mom” (Janice) would catch them, and then the sex would happen.

The second scene was him delivering a pizza, and the two women were to give him a nice “tip” with sex. Pregnancy risk would be a recurring theme in each scene.

“This is a lot!” He thought. Then he pictured the extra money he would get and how it would definitely pay for his trip. And if the pregnancy didn’t take, Hilary and Kate were on board to keep trying. Here we go.

The next Monday came, and Michael found himself driving to Janice and Kate’s house (actually it was a mansion) and parked in their driveway. He walked slowly and nervously to the front door, still not knowing what to expect or what the hell he was doing. He knocked on the door.

Janice answered, wearing a robe. He had to admit, she was a hot milf. Tall, shoulder-length brown hair, rock-hard tits. She took him in a big hug and realized he was nervous.

“It’s okay, darling,” she reassured him. “We all know you are new to this. This first scene will be easy for you; all you have to do is lie on your back. We will have one camera facing at the foot of the bed, and Kate will have another one to film close-ups. You’ll do great.”

“I hope,” he said, and Janice giggled and took him by the hand to a bedroom.

FILM

MOMMY HELPS HER STEPDAUGHTER GET KNOCKED UP. FOR REAL!

Michael was instructed to take his clothes off, except for his underwear (they told him to wear boxers; he didn’t own any and had to buy some), and get under the blanket. Like Janice said, this first scene was supposed to be easy for him, and he wasn’t supposed to have any lines.

Before they started, Kate told him that if he wanted to stop the scene at any time, just say “stop!” Otherwise, the scene was supposed to continue with no interruptions.

Michael lay under the blanket and pretended to be asleep. Kate then started the cameras. Hilary approached the bed and pulled back the blanket. She started to rub Michael though his boxers, and when he got an erection, she pulled his dick through the hole and began to give him a handjob.

After a minute or so, Janice entered the scene.

MOM (Janice)

“Honey! What are you doing?”

STEPDAUGHTER (Hilary)

“I just wanted to feel a cock! I couldn’t stop thinking about what my stepbrother was packing.”

MOM

“Well, he IS impressive. More so than his father. Here, let me teach you some things.”

Michael almost chuckled at the bad fake acting. The two women slid off his boxers and began bursa bayan escort to give him a double blow job. He had to remind himself that these women were professionals and knew what they were doing. However, he was afraid he would blow early. His dick was in Janice’s hot mouth when she released it with a loud pop.

MOM

“Honey, watch how Mommy rides, and then it will be your turn. But why don’t you sit on your stepbrother’s face first? He’ll get you ready.”

Michael realized that Janice (Mom) was directing the scene subtly, so he didn’t have to make any decisions. Hilary lowered her pussy on Michael’s head facing Janice, and Janice rode Michael for a bit. To distract his thinking, he thought of what he would want to see first when he toured Pompeii as he ate Hilary out.

He could barely notice what was happening above him, but he could tell that Hilary and Janice were making out and playing and sucking on each other’s breasts. Janice bottomed out on his dick and was rocking and grinding slowly, not going full throttle. Her cunt was NOT the one that needed Michael’s seed.

The two women changed places, and Janice continued to “act” and let Michael know it was okay to cum soon.

STEPDAUGHTER (Hilary)

“Oh, Mom! It feels so good! I want him to cum in me!”

MOM (Janice)

“That might get you pregnant. Do you want your stepbrother to knock you up?”

STEPDAUGHTER (Hilary)

“I don’t care! I’m almost there!”

Michael’s tongue was flicking Janice’s clit when Hilary picked up the pace. She alternated between grinding and bouncing on his cock, and she placed his hands on her tits.

MOM

“That’s right, cum in your stepsister! Get her pregnant! Shoot her up with your baby batter!”

Michael wanted to yell “cumming,” but Janice muffled his mouth with her cunt. Michael erupted in Hilary’s pussy, and we could feel the cum running out on the bed. There was some more “acting” after that, but Michael’s mind went hazy with just having an incredible orgasm. It wasn’t until Kate told them to “cut” that he knew it was done.

Janice and Kate were ecstatic. “That was great, hun!” Kate said, and kissed him on the cheek.

All of the women gave him a hug and told him he was one of the easiest “models” they had worked with. Tomorrow, they would be filming the “Pizza Boy” scene.

“Get some rest, and take your zinc!” Janice said as he was leaving. Michael did a salute with a boyish smirk and left.

Michael drove to the mansion more relaxed than the day before. Hilary, Kate, and Janice were not only sexy but also fun to work with. After he arrived, the three of them discussed the scenario, and Michael was more confident about giving lines. This scene would also have cuts, but they were minimal.

FILM

THE PIZZA BOY INSEMINATES MY FRIEND WITH HIS SAUSAGE.

Kate gave Michael a cap and a pizza box and had him wait outside. She would text him when he needed to ring the doorbell. Hilary and Janice had some dialogue beforehand.

MILF

(Janice, wearing yoga clothes)

“That was a great workout. The pizza should be here any minute.”

MILF

(Hilary)

“I’m ready for some carbs. I’ve been trying to get pregnant for ages and this healthy eating I’ve been doing hasn’t been helping.”

MILF

(Janice)

“Maybe your hubby is shooting blanks. You ever thought of getting a donor?”

MILF

(Hilary)

“Jack will never be up for that. I don’t know what to do.”

Michael then got the text from Kate and rang the doorbell. Okay, now for his lines. Janice answered the door and continued.

MILF

(Janice)

“Oh, it’s the pizza boy! Thank God, we’re starving.”

MILF

(Hilary)

“How much?”

PIZZA BOY (Michael)

“Um, it’ll be $20 for a large sausage pizza.”

MILF

(Hilary)

“Here’s 20, but shit. Do we have money for a tip? That’s all the cash I have.”

MILF

(Janice)

“I don’t think so. But he’s cute. Maybe we can find another way to tip him?”

Hilary took the pizza box from Michael, and on cue Janice unbuttoned his pants and slid them down to his ankles with his underwear. His dick bobbled and stood at attention after they removed his underwear. Then both women started to jerk and blow him.

MILF

(Hilary)

“This big sausage is just what we needed!”

Michael almost came when Janice started flicking his balls with her tongue. Hilary was working on his shaft. He looked at Kate with wide eyes, and she yelled, “Cut!”

Since he was close to cumming, the gals suggested a cunnilingus scene. Michael was given his lines, and off they went. They had relocated to the living room, with Hilary lying on a large ottoman.

PIZZA BOY (Michael)

“I need to get a taste of this pie!”

Michael began eating Hilary out, and he had to admit, she was a beautiful woman. Her tits were natural and very perky. He wondered if she’d get a boob job after she gave birth and they began to sag. She was also naturally blonde and had a small blonde bush above her pussy. She also tasted very sweet. Her husband was a lucky man.

MILF

(Janice)

“Might as well taste mine too!”

Janice stood and squatted on Hilary’s face, and Hilary began to eat her out. They were having so much fun that Kate let the scene continue until both women orgasmed.

“Cut.” Kate yelled.

The final scene was having Michael fucking Hilary doggy style on the floor, with her using the couch as leverage. Janice would be behind Michael, giving him a rim job.

PIZZA BOY (Michael)

“Are you ready for this sausage?”

MILF

(Hilary)

“Oh yes, fill me up! But don’t cum in me, okay? I’m not on the pill.”

PIZZA BOY (Michael)

“You got it, babe. I’ll blow on your back.”

Kate told Michael to enter her slowly so she could get a good close up shot. He then started fucking Hilary doggy style, and Janice spread his cheeks open on his bubble butt, exposing his pink asshole, and started flicking it with her tongue. Kate was maneuvering with the one camera and had the other sitting stationary behind Michael’s ass. The scene went on for a bit, but Michael yelled, “Stop!”

The women were confused, and Michael said, “I have an idea. How about I fuck Hilary missionary, with Janice rimming me? But then, before I cum, have Janice grab hold of my ass and make me pump Hilary’s pussy, forcing my cumshot into her. I can plead and say, “She’s not on the pill!” But they both succumb to my “sausage,” and Hilary decides she wants it anyway. If my sperm takes, maybe you can do a cut scene with her actually pregnant and add some “real life” experiences, like “What’s my husband going to do when he sees me knocked up?” or something like that.

They all looked at each other, and Kate said, “Are you sure you don’t want to get into porn?” They all laughed and then filmed the scene as Michael suggested.

PIZZA BOY (while getting his ass eaten by MILF

)

“I’m getting ready to blow!”

MILF

(grabs his ass and starts to make him pump)

“Yes, that’s right. Come in my friend’s pussy.”

PIZZA BOY

“AHH! But she’s not on the pill! She might get pregnant!”

MILF

“Oh, don’t stop! Fill me with your seed! I don’t care!”

(MILF

keeps forcefully pushing PIZZA BOY’s dick into MILF

by controlling his thrusts with her hands on his hips)

PIZZA BOY

“I’m cumming! I’m cumming!”

Michael blew load after load into Hilary. Janice (MILF 1) kept her grip on his ass and was pushing him into her. It was almost like she had a part in the baby making. Hilary could feel Michael’s dick pushing on her cervix.

Kate wanted a shot with him withdrawing from Hilary’s pussy, and having some of his cum drip out. Janice moved and put her hand on the base of his cock and helped him slowly take it out of Hilary’s cunt. Cum started pouring out.

MILF

(Janice)

“Oh yes, there it is. Look at all that cream in there. You just inseminated my friend!”

Then Kate yelled “cut!”

Michael was assured he would get his payment from the two films into his bank account within two weeks. By mid-April, he was informed by Cheryl that Hilary’s pregnancy took. And it was just one baby, not two this time. His Europe trip was finally paid off.

EPILOGUE

It was early July, and Michael was in Paris. He thought back to the past school year and the seven babies he helped create. Amber and Willard just sent him an email of their newborns, two healthy baby boys. Anne and Jen would be delivering soon in a couple of months.

Janice and Kate kept in touch with Michael, probably more than he was expecting. Janice later admitted that Michael reminded her of her brother that passed away in a car crash, and that was one of her reasons for choosing him to father her offspring. She even asked if he would be an “uncle” to their unborn child. Michael excitedly said, “yes.”

He was getting ready to go into the Eiffel Tower when a young 20-something attendant gave him a sexy smile. The French man was beautiful. He couldn’t help from noticing the big bulge in the man’s pants. Michael decided he was done with pussy for a while and decided to seek out some European sausage of his own.

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