This is a story about Megan, a recently turned 18 high school cheerleader. She had dark hair, an athletic figure, about 5'8 and 120 pounds. She was confident in life and always knew exactly what she wanted and knew how to get it. She lived in a coastal town, house right next to the beach.
Recently she had realized that she finds older women quite attractive. Something about feeling intimacy with a mature woman had her quite intrigued. She could see she was crushing heavily on her teachers, friends' moms, and even her own aunt. But she knows she can't ruin relationships with her friends and families just for curiosity. The only option she could see was to go on an app which was designed for dating older women. It was her first try at this and wanted to see what's out there. She was amazed by looking at the number of available older women to date. Some were just looking for a sugar baby, some only wanted to hook up, and some were like her who were just curious and wanted to experience some deep connection.
She posted pics of her in cheerleading outfit, and some when she went for hiking. All it needed was funny bio which she nailed it. In no time, her inbox was flooding with messages. It was a bit overwhelming at first, but she spent the next few hours just looking at the profiles. But then one profile caught her eye. It was a 51 yo woman named Irene who lived in the same town. She couldn't believe a woman her age could look so sexy. She had a voluptuous figure, 5'7 and 150 lbs. Large breasts and a curvy ass most women would kill for. Megan noticed her ass too and also the tramp stamp above it. She had never been so horny by just looking at someone's pic.
Irene: Hey Megan, I liked your bio. It's so funny;)
Megan: Heyy Irene, haha thanks. You look really beautiful in that pic on the beach.
Irene: Thanks. You are quite gorgeous too. So what are you looking for here?
Megan: I wish I knew exactly. But I guess I want to form a connection and see where things go.
Irene: No it's okay. No one is expected to know what they want. And you're still 18. I can understand your point and that works for me.
Megan: Thanks for understanding. It has been so hard for me the last few days as I can't talk about my feelings to anyone. I don't think anyone can understand.
Irene: Well that's true. But it's important to talk it out with someone.
Megan: Maybe we can talk about it more over a few drinks?
Irene: Haha are you even old enough to get a drink at a bar?
Megan: I have a fake ID. It's all about the confidence to get in haha.
Irene: Wow I hope it works
Megan: It will. So see you tomorrow at the pleasant st pub? Its right near the entrance to the beach.
Irene: It's a date! pick me up around 7?
(Irene in her many lesbian relationships preferred having to act the more feminine role. She was also a bit old school and gave importance to chivalry of her partners)
Megan: Sure thing beautiful. Where should I pick you up?
Irene: Thanks sweetie. At the bus stop near main st?
Sweetie? This was the first time she gave her a cute little nickname. She was ecstatic.
Megan: great! See you then;)
Megan couldn't wait for the date. Soon after she returned from school, she started preparing for the evening. She was taking Irene to a pub on the beach and had dressed a little casually hoping to show her figure a bit more.
Megan: On my way!
Irene: Great. I am almost ready.
Megan soon reached the bus stop where she was picking up Irene. When she saw her, she couldn't believe she could get even more beautiful than the pics she had on her profile. Her jaw dropped looking at a red cropped t-shirt, and a purple side knot knee-length skirt. She truly had an amazing curvy milf figure and could see her stomach and also the tramp stamp from behind. Her hair was grayish blonde and put together in a sexy messy bun. Her cleavage was well defined in her dress. And her ass begged to be squeezed. But she managed to contain her excitement. She got out of her car and hugged her tight. She loved the feel of Irene's breast pushing against her.
Megan: Hey Irene, it's really nice to see you. Loved your dress.
Irene: Thanks babe. I am looking forward to this evening. I loved that you picked a spot right on the beach.
Megan: Yeah, I love that spot. They also light bonfires later in the evening.
On the way to the pub, they are just having some small talks and joking around to feel at ease. Irene loved Megan's sense of humor. Beauty and Witty! They went to the pub and ordered a full bottle of wine and some appetizers. They were having a wonderful time teasing and flirting with each other. After finishing their first glass of wine, Megan poured another one. But she accidentally spilled some on Irene's t-shirt. She immediately took the paper towel and started to clean her tshirt just above her big breasts.