Part 1: Alec's second mom
Alec practically lived with Peggy, Ryan, and Molly. He and Ryan had been friends since kindergarten, and Peggy was like a second mother to him. Molly, Ryan's younger sister, was almost like a third musketeer to Ryan and Alec, but like a typical older brother, Ryan tried to keep some distance from his sister.
Ryan and Molly's father was almost never around—he worked and traveled so much that everyone wondered if he was still there. They were a fairly well-off family and therefore owned a large pool and a pool house, and Alec stayed overnight in their guest room. Alec was extremely well-behaved, and Peggy loved that he helped with the tidying up and was even quicker to lend a hand than her own children.
Alec's mother always asked Peggy if he stayed over too much and hoped he wasn't a burden to her. Peggy, however, was always kind and wondered if she would take offense if she hinted that Alec felt like her third child.
The truth was, given the distance between them, she wouldn't hold it against him. They loved him and weren't necessarily bad parents, but Alec was their youngest child, almost eight years younger than his siblings, and they both worked. If Alec hadn't been with his second family, he would have been sitting at home alone. Alec had just entered puberty, was starting to notice girls, and had figured out how to masturbate.
He also discovered he had a fetish for women's and girls' clothing and lingerie. He didn't know what a fetish was, but he knew he was drawn to images of lingerie, swimsuits, leotards, and other things that accentuated female bodies. This interest had two sides: a love of looking at such things and a desire to wear them himself. At his age, Alec wasn't even aware of cross-dressing, but the idea of trying on girls' clothes and looking feminine aroused him.
Since they had a great pool, they swam in it every time Alec visited from late spring to early fall. The bonus for Alec was that he could secretly stare at Molly and Peggy, who always swam with them. Peggy, a mother of two in her thirties, had a stunning figure, and Alec was equally captivated by Molly, who was only a year younger. He tried his best not to stare too obviously, but it became increasingly difficult as his hormones took over.
Sometimes he also had the feeling that Molly and Peggy were paying him special attention, but he thought that was just his own erotic fantasy playing tricks on him. The family kept all their swimsuits in the pool house, which had a changing room, a bathroom, and a small kitchen. There were always many used swimsuits hanging there, and Alec gave in to his urge to touch them and himself. Although Molly's were too small and Peggy's too big, he tried them both on.
He couldn't explain why, but trying them on made him harder and hornier than anything else at the time. He loved the feeling of wearing them and looking at his body in the mirror. He soon realized he was imagining himself to be Molly or Peggy—imagining his body replaced by their sexy figures. Just as quickly as he had these clarifying thoughts, he usually rushed to get rid of them, as he was overly afraid of being caught by Ryan, Molly, or Peggy.
During sleepovers, the four of them always snuggled up on their large, comfortable sofa and watched a movie in their pajamas. Even though it was a huge sofa, it had become perfectly normal for all four of them to be cuddled up close together, sharing popcorn and a blanket. Alec felt comfortable with them and didn't cuddle as much with his own family. Lately, he'd also noticed that he had to hide the attraction he felt when cuddling with Peggy and Molly, as they were gradually getting closer to him.
In the evenings, Alec would masturbate in the guest room, which had practically become his official bedroom, reminiscing about the time spent swimming, cuddling, or playing with the swimsuits he had used in between.
Out of respect for the family, Alec resisted the urge to sneak into Peggy's or Molly's room to look for underwear or other sexy items. But the urge soon won out. Because of the way their bedrooms were divided and his familiarity with Molly's room while they played in the house, Alec gave in to his urge to sneak into hers. The first time, he was so nervous that he only lasted about 30 seconds, rummaging through her wardrobe and then her dresser.
He didn't touch anything, but the sight of her underwear drawer aroused him. Every time he managed to sneak away from Ryan and Molly, he grew bolder, exploring more, touching more, and eventually taking clothes from her laundry basket to play with at night. He'd grab a pair of panties, a workout bra, a swimsuit, or anything else he found sexy and tuck them under the covers in the guest room bed to enjoy later. The next morning, he'd have everyone go downstairs for breakfast first so he could return the items unnoticed.
Alec's new underhand plan had a catch, but he didn't realize that Peggy, who was the best possible hostess and mother figure to him, regularly checked the guest room to make sure it was clean, had clean sheets, and was ready for Alec. She started finding his things on his bed without telling him. She was well aware of the boys' occasional lust, but Alec was completely naive about the other underhand behavior that actually occurred in his adoptive family, even when he was in the house.
One night, Alec was in the guest room with his day's haul—two pairs of Molly's panties and a swimsuit. He wore the swimsuit but didn't pull the straps over his shoulders, afraid of stretching it. He stroked his penis with one pair of panties and savored Molly's scent with the other. He was so lost in the moment that he didn't hear Peggy's light knock on the door. Receiving no answer, Peggy quietly opened the door to see if Alec was asleep.
Instead, she found him apparently masturbating, holding Molly's panties up to his face. Her first instinct was to giggle, but she quietly closed the door and knocked louder. Alec quickly pulled the panties under the covers and raised them so Peggy couldn't see what he was wearing. Peggy came in and said she hoped she hadn't woken Alec. Alec replied that he was falling asleep, but not quite asleep yet.
Peggy sat on the edge of the bed and placed her hand on Alec's, which she found through the covers. "You know, Alec, I feel like my second son. We love having you as part of our family, and
We don't want to replace your wonderful family, but I want you to know that we consider you part of our family.
“Thank you, Mrs. Daly. I’ve always felt that way too. Even my mother says you’re my second mom,” Alec replied.
“Oh, I’m so glad to hear that. I hoped your mother wouldn’t be upset that I’m your second mom! You and Ryan are practically brothers—and you’re a wonderful big brother to Molly. I love that you’re all growing up together—but I wish the three of you would stop growing up!” Peggy continued. Alec felt very close to Peggy at that moment, but secretly feared she might see what was under the covers.
"As your second mother, you know you can always tell me anything, right? I will always love you, no matter what happens."
Alec nodded, smiling.
"And as your second mother, I also notice when my children behave like sneaky little beasts..."
Alec swallowed.
"You and Ryan, you're both getting to the age where you start to get excited about girls... or boys... or discover yourselves."
Alec turned bright red.
“Oh God, I’m sorry, I’m not going to talk to you, darling! It’s just that I… I’ve noticed you might be having fun with Molly’s clothes… and her underwear,” Peggy said, pushing Alec’s hand through the covers. “I’m not angry, remember, you’re not my only son going through this. Ryan raided the laundry basket too, but more for Mommy’s underwear.”
Alec was speechless. His own mother would never have been so direct, and although Peggy had been more open and loving, it was shocking to hear this from his second mother.
"I'm sorry... I hope Molly isn't angry... I..." Alec tried to say.
"Oh, sweetie, no, I don't think she actually knows. I only know because you probably didn't realize I came here to change the sheets for you. I'm pretty sure you'll enjoy some of her little panties and a swimsuit tonight, won't you? You boys are turning into little wankers—what am I going to do with you two?" Peggy said, smiling and laughing, thus reassuring Alec.
Alec was still speechless. He was relieved that Peggy seemed genuinely okay with the situation, but she accepted it far more than he ever imagined if he'd been caught. And she added that Ryan did the same thing with her underwear!
Alec mustered all his courage and said, "Thank you for being such a great second mom, Mrs. Daly."
Peggy smiled and leaned forward to kiss Alec on the forehead. "It's weird you call me Mrs. Daly. You can call me Mom, although that would be weird since you have a mom—so Peggy's okay." She leaned forward again, but this time to whisper in Alec's ear, "Have fun with Molly's panties, darling… I bet she'd be happy to hear they turn you on. I know they turn me on." As Peggy leaned forward again, she accidentally pulled the blanket down a little, so Alec was indeed wearing Molly's swimsuit. Alec could see Peggy notice, and Peggy could see Alec feeling embarrassed, shocked, and/or nervous that his secret had been revealed. "Mmm, you kids have no idea how sexy you are… and you don't need to be ashamed of it," Peggy said, as if thinking aloud, but she said it quite deliberately so Alec could hear. She winked, kissed him again on the cheek, and deliberately didn't pull the covers back up. She stood up, said goodnight, and left the room as gently as she had entered it.
For a moment, Alec felt a warm, tingling sensation after feeling so loved and safe with Peggy. These feelings quickly intensified as he thought about what Peggy had said—how sexy they were, how excited Molly would be when she knew what he was doing, and how aroused SHE was. When Peggy had entered the room, his penis had gone completely limp with nervousness. Now it was harder than ever, and he was once again enjoying the feel of Molly's swimsuit and panties, her scent, and the incredible things Peggy had just said to him. He had been so careful with Molly's things, afraid of being caught. Now that he knew Peggy knew, he felt freer. He masturbated and ejaculated all over the panties, imagining Molly wearing them just like him.
