Preparing for a MILF Encounter

Leftovers from the last couple of dinners were a quick lunch, and the three of you rushed through showering to get the sweat, sand and sunscreen off from your morning around the beach. You ended up cleaning the lunch dishes and getting everything ready in the house. It was kind of a weird feeling, like you were all having guests over for a dinner party or something, and also getting ready for a big date, except you knew what was going to happen and it should have been more casual. Once you had the first floor cleaned up you headed upstairs. Gemma and Sabrina were both sharing the en suite bathroom, so you grabbed your stuff and hit the main bathroom upstairs, taking your shower. Once you were out you found Sabrina waiting for you, and she started styling your hair while you brushed your teeth. She was wearing a cute blue summer dress and already had her hair done in a half-pony that kept it out of the front of her face but still loose in the back.

The doorbell rang, and Gemma rushed by to go answer the door. In your brief glance, she was also wearing a summer dress, a lavender one that left most of her back bare and showed off a generous amount of her cleavage while still looking elegant. It was one of your favourites that she wore.

“There, done,” Sabrina said, getting your hair into the intentionally-messy look that she and Gemma both liked you to wear when you weren’t at the office. She pecked your cheek and quickly washed her hands of the hair product before heading out. You spit, rinsed your mouth, and quickly followed. The girls had picked your outfit - a loose button-down with the sleeves rolled up and khaki shorts without underwear.

Downstairs you could hear voices as the girls were talking, and as you came down you found them standing over near the kitchen island. Gemma was flushed a little from her nervous energy, and she was holding a glass of white wine and handing Sabrina another one.

Mallory looked stunning. She was wearing a soft, rose-pink blouse that showed almost as much cleavage as Gemma’s dress, along with peaks at the straps of the black bra she was wearing that hinted at lingerie. Her lower half was covered by a long, jean skirt that was somehow still loose and flowy and came all the way down to her ankles, and you noticed she was wearing some sort of pantyhose or stockings.

“Hello, Mallory,” you said, smiling with the same nervous energy that was affecting Gemma.

“John,” Mallory said, turning to smile at you. Her makeup was done lightly, her absolutely stunning features taking prominence, except for thick mascara that was making her eyes pop.

You weren’t entirely sure how to say hello to an older woman that you were about to have a foursome with, so you threw caution to the wind and stepped right up to her, leaning down and kissing her lightly on the lips. You could feel her smile quirk into a smirk a little before she kissed you back a little firmer, though not pushing things further with tongue.

“You look fantastic,” you said as you pulled back from her.

“You look pretty delicious too,” she said. “And I’m glad you found your ego.”

“I told you he was more forceful when it came to the bedroom,” Sabrina smirked.

“Wine, love?” Gemma offered.

“I’m good, I think,” you said. All three of the women had the chilled white wine, and Mallory was also holding a big, almost oversized purse under one arm. “Should we sit?”

“Mmm,” Mallory nodded, sipping from her glass, and you all transitioned over to the table.

“So, we’re all… excited,” Gemma said with a smile. “And very glad you’re here.”

“Me too,” Mallory smiled. “Any new developments between you guys since last night?”

“Just ongoing love and respect,” Sabrina said, then smirked. “And Gemma took it in the ass last night.”

That, fortunately, made Mallory laugh a little and didn’t shock her in the least. “Well, I’m glad you three are having fun. But I can tell we’re all a little eagre…”

“We are,” you said. You were sitting at the corner beside her, and you reached over and took her hand. It was different than holding Gemma’s and Sabrina’s - while her face, and what you’d seen of her body, were still gorgeous and had gone through plenty of care to stay youthful, there were parts of a person that were harder to hide middle-age on. Her hands were smooth and soft but different from girls your own age. “But we always have a frank conversation before we have fun with anyone. Wants, likes, dislikes, that sort of thing.”

Mallory smiled and nodded, setting aside her half-finished glass of wine. “I half expected to already be bent over and getting ploughed by now, but this makes me think we’re going to have a lot more fun today,” she said.

“Oh, we prefer quality and quantity over speed,” Gemma said with a teasing wink at you. “So, Mallory, what do you like in your no-strings-attached sex?”

Mallory sighed and picked up her glass again, swirling it as she looked into the wine for a moment then back up at the three of you. “I’m a switch, but based on how you three talk, I have a feeling John is generally a top, Gemma is a switch and Sabrina is a bottom, right? So I’ll happily be a subby bottom unless you three want to get into some kinky roleplay or something.”

“I definitely want to be subby with you,” Sabrina smiled broadly and licked her lower lip.

“Happily, dear,” Mallory grinned. “In that case, I’m fine with spanking and hair-pulling. Dirty talk is a plus, and you can call me filthy names, just don’t bring up my husband. Some light scratching with fingernails is good too, just nothing too deep and definitely no breaking the skin. If you want to break out toys, I’ll say yes or no at the time. No binding me up or blindfolding me though - I trust you all, but not that much for a first encounter. And no anal unless you three manage to get me to go multiorgasmic, then I’ll beg you for it. It’s been a long while since that happened though so don’t expect it.”

“Challenge accepted,” Gemma said.

Mallory kept smiling and shook her head. “We’ll see.”

“What about marks, like hickies?” Sabrina asked. “You can probably tell from Gemma’s tits, we like to do that.”

Gemma’s cleavage was showing off a few of the hickies from last night - she’d picked her swimsuit earlier to hide them from the others.

“I think one or two should be fine,” Mallory said. “In appropriate places. Not on my neck or upper chest - it’s too damn hot to be fully covered up right now.”

“Are you OK with full girl-on-girl?” Gemma asked. “Licking, fingering, the works?”

“Oh, baby,” Mallory smirked a little. “I was munching rug before you were born. I said last night that it’s been a while, not that I grew out of it.”

“Anything you really like?” you asked. “Or that gets your motor running heavy?”

“Two things,” Mallory said. “The first is a good cunt-licking. I assume that’s going to be happening?”

“Definitely,” Gemma chuckled at the same time as Sabrina giggled, “Uh-huh.” You just nodded along with a grin.

“Good. The second is that I love sucking a cock from soft to hard. I just get this tingly feeling, knowing I did that.”

“Oh, yeah?” you asked.

She looked at you, sex in her eyes. “Absolutely.”

You stood up, stepping around the corner of the table, and Mallory shifted in her seat to face you. “Time for you to get out my cock, Mallory,” you said.

“Mmm,” Mallory hummed, reaching forward and starting to undo your pants. “Yes, sir.”

“Fuck that’s hot,” Sabrina groaned, leaning forward in her seat. “Say that again.”

Mallory smirked as she glanced over at Sabrina, then looked back up at you with hooded eyes as she slowly licked her lips and then moaned. “Yes, sir.”

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