This seems familiar
After helping her father at the Pear Stand in town, Pear Butter arrives back at home to relax a bit before making dinner. She thought to herself what to make for dinner since it's going to be her, Big Mac, Apple Bloom, and Grand Pear tonight. Granny Smith, Applejack, and Bright Mac are out-of-town on a special apple and pear delivery and won't be back until tomorrow. She said to herself "What to make, what to make? Maybe I should make Pear Salad with apple butter soup." Just then, she noticed something on the ground and grabbed it. It's a recipe for something called Sugar Macintosh Icebox Cake. "This must be one of Sugar Belle's recipe."
Pear Butter knows Sugar Belle as her son's girlfriend. She likes Sugar Belle and thinks she's good for Big Macintosh. She's had dinner with the family a couple of times and recently joined them during Hearth's Warming. Not only that, she's been apprenticing with Chiffon Swirl (Mrs. Cake) and usually comes to her for extra help when needed. And on a more personal note, she sees a bit of herself in Sugar Belle sometimes along with her and Big Macintosh's relationship reminding her of when she and Bright Mac started dating; the big difference being that they didn't have to keep their love a secret and she and Bright Mac have always approved of them being together.
Pear Butter said to herself "I guess she and Big Macintosh were working on recipes again and must have forgotten it on their way out. It looks really good. Maybe when she comes over again, I'll ask her to make a slice for me." She then headed upstairs to her and Bright Mac's room to change out of her clothes. But as soon as she arrived upstairs, she heard a soft moan coming from Big Macintosh's room and the door is slightly open; not only that, the moan sounded like her son. She thought "That sounds like Big Macintosh. Is he sick? I better go check on him.". However, when she looked through, she turned red after seeing her son being sucked off by Sugar Belle.
Pear Butter said in her mind "Sweet Celestia. My son and Sugar Belle are having sex. I guess I shouldn't be surprised about that. They're both grown enough for that but just the sight of it is surprising. I should probably go. Don't want to interrupt them. Although, are they practicing safe sex? I don't want my son getting any STD; granted he runs the risk of that by having a blow job from Sugar Belle's mouth on his penis but then again most stallions like to run that risk it means getting off by a mare's mouth."
She takes another peek into the room to see what was going on now. At the moment, Sugar Belle is on all fours and Big Mac is on top of Sugar Belle, his hands on her ass, and thrusting his cock inside of her pussy. As he thrusted his body with all of his strength and Sugar Belle moaned loudly due to the powerful thrust she is getting from Big Mac along with how big his cock is inside of her. However, Pear Butter tried to look away from that to see if there was something in there that indicated that they are practicing safe sex. As luck would have it, she noticed a condom package on the ground, the specific brand being "Crystal Condoms". "Good. My son understands the concept of safe sex and he's using a very reliable condom brand. Not only that, he's pleasuring Sugar Belle from the looks of it.
Pear Butter starts to look closely at Sugar Belle's expression from having Big Mac inside of her; seeing her blushing red and relaxed face from being pounded by her son. She started to have a flashback of when she and Bright Mac were having sex in their younger years. She remembered how they used to meet up at his house when their parents were away and they had their farms to themselves. During one of their meet ups, Bright Mac made a move on her and the two of them started going at it. She remembered how she sucked Bright Mac off, looking at the goofy expression on his face, and listening to his pleasurable moans. Words like "Oh Buttercup, take it deeper." started to race through her mind. She even remembered he took her in the pussy and roughed her up a bit as he thrusted his huge cock in her tight pussy. Pear Butter shouted "Oh Bright Mac, you're so big. Fuck me harder." and he would easily comply, even going so far as to slap her huge ass.
Back in the present, Big Mac is still pounding Sugar Belle in the pussy and even giving her a few slaps on the ass. As for Pear Butter, surprisingly, she is still watching the two of them while having one hand on her breast, squeezing it, and her other hand in her pants, touching her private area. While doing this, she thought to herself "What the hell are you doing, Pear Butter? You are getting off on watching your own child have sex with his girlfriend, Pear Butter. Your just like Great Auntie Piccadilly Pear, who always watched family members have sex from a far. You should leave and blank this out of your memory. But seeing them like that, it reminds me of how Bright Mac and I were like when we were younger. Just the thought of those memories and this is turning you on." She snapped herself out of it and started to leave until she heard Sugar Belle say something.
"Do it, Big Mac. It's ok."
Big Mac said "Are you sure darling? It's going to hurt."
Sugar placed her hand on his face and said "I know but it's going to be ok. We've come this far.
Pear Butter said to herself"Oh my Celestia, have I been watching my son's first time?" While she felt guilty about watching her son and girlfriend having sex, she would feel worse that she's watching their first time.
Big Mac said "But won't it hurt you? It's not going to be like when I took your virginity a while back."
Pear Butter said "Good, it's not their first time. Watching that would make more perverted than I already am."
Sugar Belle said "Big Mac, I trust you and I want to do this. I know you want to try it too."
Big Mac said "Alright, if you say so, darling." He then gave her a kiss on her forehead.
At that moment, Pear Butter had another flashback to when she and Bright Mac were younger. They were both naked and having a similar conversation about doing anal sex.
Pear Butter said "I know you want to do it like that."
Bright Mac said "True, but it'll hurt you. I don't ever want to hurt you. It's not like when I took your cherry."
Pear Butter said "I know that. But Bright Mac, you could never hurt me. Not really."
Bright Mac said "Alright, if you say so, darling."
Back in the present day, Sugar Belle gets down on Big Mac, positioning her ass on top of his dick. She did this slowly since inserting his dick in her pussy, even with a condom on, is still a bit painful. She managed to get his entire cock inside of her ass but she let out a pained moaned thus letting out a tear from her eyes. Big Mac wiped away the tear and kissed her on the cheek. Sugar Belle kissed on the forehead and then the two started to make out. Big Mac placed his hands on her ass while Sugar Belle placed her arms around his neck. As they made out, Big Mac thrusted his cock slowly inside of Sugar Belle, causing Sugar Belle to moan in pleasure and pain of his cock in her ass.
Pear Butter, against her better judgement, continued to watch them and touch herself. She even raised her shirt up a bit so she could take a bit into it so she could cover her pleasure moans as she continued to touch herself. Seeing Sugar Belle being able to take a cock in the ass and adjusting to it really turned her on. The images of herself being taken in the ass by Bright Mac started to pop up in her brain; the difference being she is laying on the bed on her back while he's drilling his dick inside of her ass. The pleasure and pain coursing through her body, moaning loudly from the intensity of a huge dick in her asshole. She said "Oh Bright Mac, harder, harder, fuck me harder. I want more." in her flashback of her and Bright Mac.
Sugar Belle said "Oh Big Mac, harder, harder, fuck me harder. I can take it." in the present day Big Mac did what she asked and thrusted harder. Both letting out moans of pleasure and enjoyment. Pear Butter twirling her fingers inside of her pussy and squeezing her breast at the same time. The constant twirling and breast squeezing caused her to climax. At the same time, Big Mac had taken his cock out of her ass, removed the condom, and sprayed his cum all over Sugar Belle. Sugar Belle also orgasmed from the intensity of having Big Mac's cock inside of her too. Both ponies laid on the bed together exhausted. Pear Butter watched the two as they laid there and imagined herself and Bright Macintosh laying there too before she left like she wasn't there; but not before using her shirt to clean up any fluids she may have left.
Pear Butter said to herself "Well, I guess I'm like Auntie Piccadilly Pear now after seeing that. But I made sure my son practiced safe sex and watching them brought back some old memories. When Bright Mac gets back, we're going on a sex binge for a while."