After a successful first post (which you can find here), I decided to share the story of the time Amy and her mother ganged up on me for my first ever three way. I have about 3-4 more encounters still fresh in my mind that I can write about so let me know if you guys still want more!
Let's talk more about Amy's mom, Maggie. She was a successful real estate agent that capitalized on a local market boom in the mid-2000s or so. She wound up making six figures for a few years, putting her family in good hands for a long time into the future. She was riding high around then and she told me that she was even considering running for some kind of local office at the time since she had become a well known figure in the city. But everything came crashing down when she found her husband cheating at his office when she dropped in to surprise him with the keys to his dream car.
"That peppy little cunt had her hair all over the place and was riding him like a mechanical bull," Maggie told me one night over a few drinks. "He didn't have a condom on either."
Needless to say, they were divorced within a month, and as the breadwinner of the household, she kept custody of everything important, including Amy. By the time Amy was a sophomore in high school, her mom had given up day-to-day control of her agency, hiring a pair of young guns to run the show, while staying on board as the (mostly in title only) president of the company. She had essentially retired with a hefty bank account already in hand while maintaining a more-than-enough salary to live off of while she kept the rest aside for Amy and her future family.
"I'm done with relationships, but I don't want Amy to give up hope on a family of her own," she'd often say.
Maggie was living proof of that ole "she got it from her momma" trope. At a firm six foot, she was a magnetizing presence that probably sold most of her houses to lusting husbands that would do anything they could to seal a deal of any kind with her. He ass was somewhat hidden away in those baggy pantsuits she wore at work, but now that she was a stay at home mom, she'd tried her best to be hip by adopting the ravaging fashion trend of yoga pants and sleeveless athletic tops. It was a shame, really, that all of tight clothing was reserved for the home, although she enjoyed going out to the park with her dog and putting on a public show. She had gifted her voluptuous hips and blonde hair to her daughter and she really admired her work.
Amy wasn't lucky enough to inherit Maggie's tits, though, which rivaled mine in size. Successful, gorgeous and powerful. Maggie had it all. But I guess every man has a thing for secretaries, so she took herself off the market and now she was Amy and I's sexual mentor.
She talked a lot about how she grew up isolated from most of her extended family and how at Christmas when her cousins came over, the two female ones and her would have "sleepovers" that involved a lot of experimentation.
"We would just rub and rub and rub!" she said. "We had no idea what we were doing."
But those sleepovers led to some more fooling around with girls in college and since then Maggie had always considered herself bi-curious. When Amy first floated the idea of having her way with me to her mom, Maggie responded by saying "You should let me show you two the ropes."
That turned out to be a hilarious bit of foreshadowing, as you'll soon see.
A few weeks after the season and after a few other fuck sessions, Maggie got involved. Amy had brought up some new toys her mom had purchased a few times and we decided that the next time I went over that we'd get busy, although she told me that I was in for some "freaky shit."
One afternoon we were making out in the lockerroom again (after the season, the seniors would stick around to help the younger players through their practices and one day we stayed behind in the lockerroom to play around). And since practice was always during the last period of the day, we decided to get out of there and get it on for real.
When we got to her house, Maggie could tell by the looks on our faces (and the fact that we were holding hands) what we were going to do.
"You guys ready for a lesson or two?" she asked.
Amy seemed keen to her intentions as she dragged me over to her mom's room rather than her own. There I was greeted with a pair of ropes that were lying on the bed bench.
"Have you ever tied up a hog?" Maggie said with a devilish smile. I shook my head no. "Well today you'll see how it's done."
I was already soaking at the thought. I had watched a lot of submissive porn and although there wasn't a sex machine or a gag ball, I was ready to be double-teamed by two of the hottest women I had ever been around.
We had to move to her mom's room because Amy's bed didn't have bed posts to tie my arms to. Maggie's bed was one of those elevated beds with a posts at each corner, and they had me tied to the front posts so that I was facing the TV and bathroom door. First they had me hang with my wrists down, propping me up on my knees and spreading my cheeks. Conveniently, the master bedroom had an eight-panel mirror that doubled as a sliding closet which gave me a good view of what was behind me.
Once I was tied up, they both wend into the bathroom and closed the door. I was embarrassed to be leaking on her mom's bed but on the other hand I couldn't contain my excitement. A couple of minutes later the ladies emerged from the bathroom with robes on. They inched closer to me and dropped them, revealing matching strap-ons. They didn't say a word.
Instead, they finagled their way into one of the most creative sex positions I've ever seen. With me propped up off the bed and my pussy exposed for some doggy style, Maggie, whose belt was tied a bit above her waist, slid in underneath me and prepped me for entry by wetting her fingers and rubbing my clit. Then Amy took the position up on my ass, It was a perfect three way set-up; Amy was fucking me doggy style while simultaneously riding her mom's strapped on dildo. Maggie came in handy by giving me some additional stimulation by rubbing my pussy or gripping my breasts while she gave herself the same treatment with other hand.
We went on for what seemed like half an hour and I was fully entranced in what was a magical moment. I remember how sore my neck was from intently staring at the mirror to my left so that I could get a good glimpse of Amy's face as she pounded me and the rocked up and down to get herself off. There was this rhythmic pace that developed where she would thrust into me, leaving her dildo inside of me for a long second as she lifted her own hips before slowly pulling out and powerful pounding her pussy down on her mothers stomach. Everyone was so in tune with one another and Maggie picked the perfect moments to sit up and lick my labia.
Next we switched things around and let Maggie fuck me while she was fucked by her daughter, which I'm sure was a thrill for her. She wasn't as aggressive when fucking me as Amy was, but she went a little faster. She wasn't as focused on riding Amy's strap-on and instead kept pounding her thick thighs against my vulnerable ass, creating that harmonic slapping sound as our bodies rammed together.
I couldn't keep count of my orgasms at this point and after Maggie pulled, she topped me off by eating out my ass. When they untied me I remember moving from my knees felt so good because of how long I was sitting there but for some reason it didn't seem to bother me when I was getting fucked.
Next they laid me at the head of the bed, propping up my neck and hips with two pillows while tying my arms to the two back posts.
Our next position? Amy sitting on my face while Maggie had another go at my pussy. This variation would end up being our last of the day, as Maggie had some open house function that night that she had to prepare for, but it might have been the best. Amy was extremely wet by the time she saddled my face with her pussy and being drowned in her juices while Maggie took care of my pussy with the patience and tender touch only a mom could know made being tied up feel like a dream experience. Maggie still jokes to this day about how she almost had to get a new bed because of how hard I jerked my arms when she brought me to climax for the umpteenth time of the afternoon by detaching the dildo from Amy's now dormant strap-on and slowly sliding it into my asshole while she gently thrusted her own toy into my pussy.
Once Maggie pulled out, Amy dismounted and untied me. I suppose knowing she would have to shower and get ready soon, Maggie hovered over me, her perky tits shoved into my face, and tounged with me for a few minutes. In that moment I wondered who I enjoyed fucking more between the mother/daughter combo.
Maggie eventually hopped off of me as well as my wanting arms let her get off the bed.
"I hope you had fun," she said "But you all better give it a rest before you go at it again. At least wait til I get back!"
Maggie returned that night to Amy and I snuggled up, naked of course, in her bed watching movies. She stripped down to her lingerie and joined us but we were done fucking for the night. To me, the moments when Amy and I just laid there together, were just as hot as when we were sucking and fucking each other. Me and my hot ass best friend laying together with literally nothing separating our naked, athletic and curvy bodies, and her model like MILF occasionally joining us to cuddle? That is as good as it gets.
throwawaysoccergirl