Cindie was a coworker of mine. We had worked together for several years, passing hallways, attending meetings, without much. Or so I thought. It all started when I realized that I needed to open up to people more. I found her to be a great listener and someone who wanted to hear what I had to say. It also helped that she was a tan, fit, 5 foot 6 inch gorgeous 50-something MILF with big tits, a hot set of hips, and with a personality that always wanted to talk, often about sex. She had hips you could grab when fucking deep, shoulder length golden hair, shapely legs, a cute stomach for a 55 year old, and a butt made for pumping. We used to meet and talk about life, our emotions, and sometimes the conversation would turn to blowjobs, sex with guys, cumming, and being in love.
One afternoon, when nobody was around at work, she asked me, "would you ever have an affair?" I said, "with you, I would."
Little did I know how this would change my life.
She invited me to her house the next night. Specifically to her hot tub. Her husband was away, though she claimed that wouldn't have mattered anyway. Cindie liked white wine, and when I showed up at her doorstep with a bottle of it, she kissed me. Long and deep, her tongue swirling around mine. I could taste her wine on her breath and imagined her sucking cock and more. She was wearing a sexy nightgown, with a halter top, and it ended above the knees. We went to her hot tub. I won't bore you with details except that she swallowed my cum, I tasted it in her mouth afterwards, and I fucked her so hard in that hot tub. And I somehow drove home afterwards. But before I left, she told me she wanted me to be with her and her husband, Bill, at the same time next time.
That kind of thought was something I'd always dreamed of, but been afraid to ask about. So, I wasn't going to complain. And two weeks later, I found myself at her doorstep again. This time, both Bill and her opened the door. He was only wearing underwear, she was only wearing a bra and panties. They were black, with wide straps, and they clung to her. She looked like she had been sweating.
I wont' bore you with too much. We had a few drinks yes. But then, Cindie told me that she wanted me and her husband together. And Bill said that it it was "her turn" so yes, that's what we'd do.
I couldn't help it. I started kissing her, even in front of Bill. We really deeply kissed. Her mouth was warm, her tongue was soft and it made all sorts of connections with mine inside our mouths. Cindie's bra was still on but her panties no longer were; she was sitting upright, and sitting on top of Bill. I looked down, and could see her grinding back and forth on his face. And she grabbed me by the back of my neck and caressed it as we started kissing again. This time, our tongues were even deeper together.
Something instinctively told me to stand up, and I did. And I grabbed the back of her head and made her open her mouth and start to suck my cock. When I mean suck my cock, I mean she was sucking on it. Her lips would go to the base of my cock and glide back to the head, sucking on it, her teeth barely touching the skin on my cock. She would occasionally stop near the base and just suck on it.
Meanwhile, I could see and somehow sense her hips grinding back and forth on Bill's mouth. I knew she came when she grabbed my ass, jammed my cock deeper in her throat, and moaned, all the while pushing down on Bill's mouth. I imagined his tongue was really working hard on her clit.
A strange thing then happened. She got off Bill's face and moved away from kissing me and started deeply kissing her husband, as he stood up. He had her cum all over his face but still they deeply kissed. They were standing together, right in front of me. I wanted that for myself. To be that free someday with my loved one.
Cindie told me to lie down, on my back. I did, and she started riding me with her pussy. It ws so hot and wet, and I could her it gurgling me, as she bucked her hips forward and back. She was riding me cowgirl. And I looked up and saw Bill's cock enter her mouth. It was so hot seeing this, hearing this, smelling this. I'm fucking this beautiful 55 year old MILF and seeing her deeply suck a cock right above me at the same time. Her eyes closed, and I could tell she was trying to please her husband, and open her lower lip and jaw so he could fuck her mouth in and out.
I felt alive, more than I ever had been, when she started riding me cowgirl. I could feel her pussy on my cock, so hot and so wet when she started to rock her hips back and forth on me. Not up and down like so many young girls do, but grinding back and forth, with hips that were wider than most young girls, hips that begged to be grabbed.