*This is a true story. Names have been changed to protect the guilty. Sorry about the length. That’s what he said.*
It all started last fall, but I had been thinking about it for awhile. I have had a pretty wild youth…had some crazy experiences, and some real fun times. My first wife and I had an open relationship, often sharing partners, so even in marriage I was, to put it politely, a bit promiscuous.
That relationship, though, fell through eventually and inevitably. More wild times we’re had as a born-again bachelor.
Then I met Anna. Anna was nearly the embodiment of the perfect woman—smart as a whip, strong-willed, hilarious, and the kindest person I’ve ever known. I fell hard. I’m still falling. She became my best friend. Then girlfriend. Then, four years ago, I married her.
Approaching my late 30s, I convinced myself that I had gotten my wild ways out of my system. That I was ready to put all that behind me and settle down.
What I fool I was, to think I’d be able to.
Anna, while perfect in every other way, is just not a sexual person. Like, at all. And the few times a year (!) we are intimate, it’s so…vanilla. It wasn’t long before I found myself wanting more. But, the last thing I wanted to do was cheat. I’m a lot of depraved things, but not a cheater. Still…the lack of excitement was getting to me.
Like I said, though, Anna is smart. She knew of my past, and of my high drive. She knew I’d been feeling frustrated. She knew how being on lockdown all year had magnified that frustration to the nth degree.
One night, toward the end of last summer, she brought it up. We talked for a long, long time about what we wanted and needed from each other. In the end, she confessed that she had been thinking about it awhile as well, and had decided that she would be okay with me “doing what I need to do” with someone else, under a list of conditions:
1. She doesn’t want to know about it. Understandable.
2. Nothing emotional. Physical needs being met, only.
3. Play it safe. Wrap it up.
4. This arrangement is to be for an occasional release. Not an everyday thing, or even an every week thing.
She left it up to me to keep myself in line. It took me quite awhile, and way too many times of me asking her, “Are you sure?” to agree to it, but eventually she convinced me that she really was okay with it, as long as I stuck to the rules. “Takes an unbelievable amount of pressure off of me and my low libido,” she insisted.
It was a weird feeling, at first. Here I was, thinking I had hung up that part of my life, suddenly back in the game as it were.
I didn’t even know where to start. Everyone in my personal life was someone Anna knew as well, and even if they would be game for the whole arrangement, that seemed unnecessarily cruel to my wife.
So I went to where I always go when I have a problem: Trusty old Reddit.
I posted a personal explaining my situation and describing what I was like and what I was looking for on a few subs without much luck. I replied to a few f4m ads too, but I likely got lost in the mountain of other responses.
I was about to give up, but on a whim I posted on r/onlineaffairs, even though I was looking for someone in person.
Almost immediately, I had a response in my inbox.
This fellow redditor was incredible…a few years younger than me, smart, accomplished, and stunningly beautiful. She had a boyfriend, but he was significantly older and she was in a similar dead bedroom situation. And the best part: she lived a mere two hours away.
We got to know each other fast—lightning speed. We had so much in common and such similar taste, that we quickly became very comfortable with one another. Within a week we were sending each other nudes. Soon after we were sexting. Soon after that, we were video chatting, watching each other masturbate. It was fast and intense and oh-so-fucking-hot.
She had a kink: one she swore she’d never explored before, but wanted to with me. She started calling me Daddy, and I started taking a more dominant role. She would talk of how badly she wanted me to spank her…punish her…use her…choke her.
This was nothing I had ever, ever been into before, this roughplay, dom/sub lifestyle. I had thought it just wasn’t for me. But with her, I was full on in it. It turned me on more than I’ve ever been before. It was exhilarating.
After a couple of months, we planned to finally meet. I drove the two hours to her apartment, hard the whole way in anticipation.
She lived in a tiny but neat and stylish apartment in the heart of a major city. She answered the door in a short wrap-dress that showed off her curves.
She was shorter and more petite in real life than I had pictured…she was barefoot and the top of her head came up to only my chest.
We stood just inside the doorway, just hugging, for a long time, just feeling each other breathe. I brushed her short blonde hair away and started kissing her neck.
“Oh, Daddy,” she moaned.
I grabbed the back of her hair and forced her to look up at me.
“Have you been good, babygirl?” I asked.
“No,” she said softly.
“Come here,” I said. I led her to her couch. I sat down and laid her down across my lap. She propped her elbows up and held on to my left hand, while my right hand rubbed her back.
She gasped and moaned as I ran my hand gently over her dress, then down her thighs and calves. I felt back up, over her panties, lifting her dress up. Her ass was so perfect and curvy, I squeezed and caressed it, still over her underwear.
“Are you ready, Babygirl?” I asked. “For your punishment?”
“Yes…yes, Daddy. Please, Daddy.”
I raised my hand and brought it down swiftly, spanking her. She moaned. I caressed the spot where I had made impact, but raised my hand and struck again. She started to squirm, and I could feel myself getting harder underneath her.
I grabbed the edge of her panties and pulled them down, just to below her cheeks, exposing her ass. Again, I spanked her, three more times, in quick succession.
She let out a guttural moan. She took my left hand and placed it around her throat. She was still propped up on her elbows, but leaning into my hand. I held her neck firmly, but to be honest, was nervous to squeeze too tight.
I continued alternating spanking and caressing her. She was almost i tears, crying out, “Yes Daddy…More…I’m such a bad Babygirl.”
I pushed my hand between her legs and ran my hand over her pussy.
“Oh no,” I said. “You are my naughty little slut, aren’t you? Feel how wet you are.”
“Oh, fuck,” she groaned. “I can’t take it any more, Daddy. I need your cock inside me.”
We stood up, tearing each other’s clothes off. Her tits were incredible, big, curvy and perky, especially for her petite frame. I couldn’t get enough of them.
Once we were both naked and I had a condom on, I lifted her up, holding her from under her legs. She wrapped around me as I fucked her against the wall.
We made our way across the narrow apartment…on the dining table…up against the fireplace mantle…finally ending up on her bed.
I laid down and pulled her on top of me. She gripped the headboard and rode me. As she took my cock in and out, her tits bounced right in my face. I groped and sucked them as we fucked. I warned her I was about to cum, but she clenched around me and wouldn’t let me pull out.
And she wasn’t even close to being done with me yet.
After collapsing and catching our breath for a bit, I found myself with my head between her legs, licking her swollen clit. It didn’t take long for her to erupt right in my face; it was the first time I made a woman squirt. She licked her own juices off me afterwards.
The rest of the night we alternated between sleeping in each other’s arms and screwing senselessly. There was more spanking, and the sex got progressively rougher throughout the night, but we were so tender to each other after.
Early the next morning, we showered together, but she kept edging me…she just wouldn’t let me cum. I soon discovered why.
Once she was dressed for work—she worked in an office and looked particularly hot in her business attire—she got on her knees and pulled down my pants. She opened the front of her blouse to show off her lacy bra.
“I want you to use my mouth, Daddy,” she said. “I want you to cum on my tits. And then I’m going to leave it there all. Day. And no one will know but us. But we’ll both know you own me.”
This may have the singular hottest thing anyone has ever said to me. She started sucking my cock, moaning with pleasure as she did. I grabbed the back of her head and pushed myself as deep into her as she could take it—which was surprisingly deep, deeper than anyone I’d been with had been able to before. She felt incredible. Her hands moved in tandem with her mouth on my shaft, caressing my balls every so often. She talked to me whenever she stopped for air.
“Do you like my mouth, Daddy? Am I your good little cumslut?”
“Oh, yeah, Babygirl. You feel so good.”
“Your big fucking cock feels so good in my throat.”
I couldn’t hang on very long. I pushed her head back as thick streams of cum exploded all over her chest. She actually squealed with delight, rubbed it all over her cleavage and her bra, and licked her fingers. Then she buttoned her blouse.
It was unbelievably hot knowing that in all her meetings and interactions that day, she was secretly drenched in my cum just under her shirt.
I went home both exhausted and exhilarated. We saw each other a few other times, but we had to call it off—it was so fiery and intense that both of us were starting to catch feelings. She wasn’t any more comfortable with breaking the few rules as I was.
But, my sweet redditor, if you’re reading this: Not a day goes by when I don’t think of that first night we had together.
I hope you’ve been good, Babygirl.