Chapter 5 Her Boyfriend, Her Mother::Ep5

As they walked into the store a couple hours later, Melissa said, "I'm thinking white is going to go with that cream sheath dress that we picked out."

"Do you think I should be wearing panties?" Cassandra asked, feeling aroused but surprisingly nervous about what amounted to a "first date" with her daughter's boyfriend. Actually, more like the third date because she was sure she was going to get laid.

"Oh, yes! Bobby is going to love that," Melissa answered. "But you'll have to wear them over the top of the garter belt so he can get them off. And not a thong or bikini panties, and not big, ass-covering granny-panties either. Nice, simple housewife panties."

First, they picked out an uncomplicated white garter belt with a trim of lace and four hanging clips to attach to the stockings. That was the easy part as there weren't that many to choose from. But there were dozens of styles, shapes, sizes, and colors of panties. That they were only looking for white helped, but it still took then a while to find a pair that were not too lacy, were not crotchless, and would cover some but not all of Cassandra's ass. When sunbathing, she wore a two-piece suit that was somewhat larger than a bikini, so she had swaths of pale skin across her ass and tits that contrasted against a smooth tan. When Cassandra held the panties up against her ass, Melissa commented, "Oh, Bobby is going to love how those are going to let your rear-end tan-line show!"

Before leaving home, Melissa had looked through her mom's bras. Most of them were designed to be comfortable, and the few sexy ones were either black or flesh-toned. From another wide array, they selected a white bra that was similar in style to the garter belt.

"Well, this should be interesting," Cassandra said wiggling her fingers through the opening where the cup would normally be. "I've worn push-up bras before, but never one that left half my nipples and half my boobs sticking out."

"And sticking out is exactly what we're going for," Melissa replied with a chuckle. "The material of your dress is light and snug enough that when your big MILF nipples get stiff-and we know they will-they'll make sexy little tents that Bobby will just love!"

"And it's certainly not going to hide my boob tan-line!" Cassandra laughed.

***

By the time Bobby arrived at the house that evening, Cassandra was nervous, excited, and horny in equal parts. Melissa was just excited and horny. She knew this was going to be fun!

When she had called Bobby and told him he was going to get to live out his MILF fantasy he thought she was just teasing him and trying to get him aroused-which it did. Even when she finally managed to convince him that she was being serious that her mother wanted to fuck him, he still had a hard time believing it. Those things didn't happen in real life; they only happened in the porn stories he read on Literotica or the movies he watched with Melissa. It was the fact that she did watch MILF movies with him-and got as aroused as he did-that finally convinced him that she was on the level.

She had told both her mother and Bobby that although she was going to be there to watch, she wasn't going to get involved and she wanted them to pretend that she wasn't even there. She also told them she was going to take video and to try to act out some sort of MILF storyline. She told them that playing some character might make things move more smoothly in the beginning.

"You're not going to put it on the Internet!" Cassandra replied. And it wasn't a question, but a command.

"Of course not!" Melissa said. "It will be for private viewing to relive the moment."

When Cassandra answered the door, Melissa stood behind her with her phone-camera running. Bobby stood there in a crisp white oxford shirt with its cuffs rolled up part way, and creased black slacks. He looked casual but classy at the same time. He was holding a small bouquet of flowers.

Cassandra's knees literally shook from the realization of what she was getting into and how frigging handsome Bobby looked. After a few awkward seconds of silence, she managed to force herself into her MILF character, and improvising, she said, "Oh, hi, Bobby. I'm sorry; Mel isn't here."

"I know," he replied with a smile as he stepped inside. "That's why I came over tonight." He held out the bouquet, and added, "These are for you. I know how much you like flowers."

"Well, thank you, Bobby," she said, "That's sweet of you. They're lovely. But what do you mean that's why you came over tonight?" she asked in character for the camera.

"I came to see you, Mrs. T.," he replied. "Melissa told me that you think I'm hot, and ..."

"What? She told you that?" she interrupted him. "That wasn't meant to be ..."

"Don't be embarrassed, Mrs. T.," he said as he stepped closer. "I take it as a huge compliment that someone as beautiful and sophisticated as you are thinks a kid like me is hot. And believe me, the feeling is mutual. You are easily the sexiest woman I know."

"Me?" she said feigning surprise for her daughter's video. "And did you tell Melissa that? That you think her mother is sexy?"

"I did. And she agrees," he replied. With that, he stepped closer yet and moved his lips toward hers. She didn't back away.

His kiss was tender and loving, and when she responded in kind, he put his hands on her back, gently pulled her body against his, and turned the heat of the kiss up to passionate. Within seconds, their mouths were open and their tongues were dancing.

***

Amused, Melissa thought to herself, Well, that didn't take long! as she moved to the side to get a close-up of her mother and her boyfriend locked in a steaming kiss. The obviously-real passion there sent a tingle to her pussy. She panned down to where her mother's tits were pressed against Bobby's chest and wondered if he could feel her stiff nipples through the two layers of thin cloth.

She lowered herself into a squat, moving the camera down until it was level with the couple's waists and she filmed as the two moved and rocked their hips, grinding Bobby's hidden erection against her mother's leg.

Although she couldn't capture them with the camera, Melissa was right about her mother's nipples and her boyfriend's erection. The excitement of his MILF fantasy coming true had his cock rock-hard and drooling pre-cum into his pants. And the fat nubs of Cassandra's nipples were so stiff and so sensitive that as they rubbed against Bobby's chest they caused her pussy to leak into her panties.