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This happened from 2005-2009. I’m in my early 40’s now. This is completely true. This is Part 1 of 2. I am writing this on the fly but expect it to be long and don’t have all day to write it today. If you want to skip the backstory – I’ve bolded where the humilation and cuckold stuff start.
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My first job out of college was a file clerk for a finance company. I’m not going to bad mouth the job; I loved it because honestly, I worked like 1 hour a day and got paid for 8. I worked there from 2002-2010 and didn’t care that it wasn’t a real career. I miss it often.
Because the file room was secluded and because I’m a good listener – many women would come back and vent to me. I also was very attractive (still am) and ripped (not so much so lol) in my 20’s so that helped too.
There was a black women I’m going to call Nine. She was 8 years older than me and she spent the most time or all the women chatting with me. It wasn’t just a vent session with her; we also had really good joking chemistry. Like she was extremely funny and smart; and we both had very similar humor.
And she was fucking gorgeous too! 10/10 face. Big tits. Big ass. But also a slim/and toned body (slight 6 pack). Like she had the body of an Olympic track runner despite saying she had never worked out a day in her life.
God-tier genes I guess.
Anyway, she had a fiancé. And I had a girlfriend.
But she was 99% sure her fiance cheated on her often. As he spent a lot of time away from home and they barely had sex anymore. And that’s the main thing she would vent to me about. We’d have other banter but as far as venting – it was always that. And that’s also how I found out that he has “around” a 10 inch cock too. As she felt like he wasn’t that attractive but was able to get women because of his cock; “especially the little blond white women he works with.” lol
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My girlfriend (tow truck dispatcher) at the time worked a different shift from me. Basically, when I would get home she would be leaving. And Vice-Versa.
One day when I got home and kissed her goodbye – after she left – I noticed she had left her laptop on and open. How could I not snoop?
Nothing interesting until I got to myspace.
That’s when I found out she was talking to another guy very often. A guy who lived a county over that she had went to high school with. As far as I could tell – they had had sex at least once.
I was livid. But instead of confronting her – I finally had my own thing to vent to Nine about.
—
And when I vented to Nine. I told her I was thinking of just breaking up with my gf and not confronting her.
Nine said “you guys have an apartment together. you should just get revenge and find a woman to fuck on the side.”
I don’t know how to explain it. But I instantly knew she was talking about fucking her. She wanted me to fuck her.
—
And that’s how we ended up in a motel a few weeks later. Yes, I said motel. Cheapest motel I could find (remember: File Clerk salary). $35 a night.
This is a cuckold sub; and I know you want me to say she couldn’t feel it when I was fucking her. And she kept saying she wished I were bigger, etc. And that would come. But on this day – it was intense and it was raw.
I gave her what is probably my best fuck of all time. 40 minutes of trying not to cum at top speed. She reacted like my dick was covered and holy water and she was a demon.
When we left the motel – there was a group of black guys across the parking lot sitting in chairs playing cards. They all stared at us kissing each other bye in the parking lot like they were watching aliens landing.
—
It would continue in this same fashion for about 8 months before the first of two “events” would happen.
I had booked the motel for a Saturday night because her fiance was going somewhere and my girlfriend was working.
When Nine showed up to the room – she immediately was like “maybe we should just hang out tonight” and followed with “my fiance just fucked me right before I left. He said I was looking hot and that led to sex.”
Without hesitation I told her I didn’t care. I mean, I was in my 20’s with explosive hormones + I had already spent the money for the motel.
I did not know what cuckolding was. I didn’t feel a bit aroused by the fact she had just been fucked by a guy twice my size in the cock department. But I also didn’t care.
I just wanted to fuck dammit!
So we did.
And it sucked. She normally had a very gripful pussy but it was much looser.
It sucked for her too. There was not one orgasm and it was the first time our sex felt disconnected.
I still managed to cum. She didn’t.
We hung out and still had fun after.
—
We continued to have normal sex for the next YEAR! We did not repeat that night again; primarily because her (now) husband barely fucked her. Yep she got married and she would still meet up with me every 2-4 weeks.
And now I’m going to tell you how event 2 happened.
I owned a membership to a porn site. Nine had my password. And we would favorite porn (mostly black woman/white man interracial porn) for each of us to watch and give feedback to each other on. It was a fun side quest.
But one day I found this porn called Heavy Handfuls. And there as this scene where a guy is fucking them woman and she’s disrespecting him as he fucks her. Like telling him she can’t feel it. Saying is that the best you got white boy (I think she was Latina). Calling him a bitch (which is the tamest thing she called him).
It was… the horniest I’d ever been watching a porn video. Like I loved it so much i edged myself for hours watching it that night before cumming. I immediately added it to my favorites and told Nine about it.
And… she liked it too.
And that led to me asking her if she would be down to try that style of fuck together.
She said “I don’t know how good I’d be at that because I’m submissive. But we can try it.”
—-
And we loved it. She was good at it.
She was good at talking shit. And because she was black and I was white (with a painfully average cock) – trust me she said some shit.
We started looking for and finding more porn where the woman humiliates the man.
We went from a meet up every 2-4 weeks. To meeting 5-6 times a month.
She became more and more dominant towards me. More and more disrespectful in bed. Face sitting became involved. Her acting uninterested in the sex while i was ramming into her became involved.
—-
Then…. the actual cuckolding began.
She fucked her husband again right before meeting me. Maybe intentionally this time.
And remember he had a 10 inch cock and I’m a little over 5.
This time she didn’t let me know until she was riding me and slid on my cock.
“Can you feel anything?” she said.
“Uh A little” I said.
“Well, I can’t feel anything.” she said “Maybe that’s because you have a small white cock and I just had a real man’s black cock in me.”
I normally lasted at least 15 minutes.
But that was it. I came. I came hard. Maybe 30 seconds into the ride.
Once she stopped the rapid fire pumping she was doing as I came – She whispered “oh i see someone liked that.”
I just responded “yeah” with a laugh.
Then she continued to whisper “well it’s a good thing I fucked him tonight. because I got nothing out of your small dick except a little cum.”
Understand that this was a new leaf for me that she dropped on me without discussion. I didn’t know how to react. So… I didn’t.
She just continued to talk while not stopping the ride and my cock wasn’t getting soft.
Her pussy had now been fucked by a 10 inch cock that came in her. And fucked by a 5 inch cock that came in her. And she was grinding that sloppy stretched pussy up and down trying desperately to feel something.
“to feel Anything” she said.
And that’s when she got quiet and hid her head in my neck.
She was cumming!
She was cumming completely from the mental aspect of it because she for sure couldn’t feel anything.
And she didn’t stop riding. I did not even know I had the ability to stay hard after cumming but here I was still rock her. And there she was grinding away.
And she was in a trance state. The lights were off in the room only the tv was on. As I would catch glimpses of her face in the flickering of the tv light – and it was like she was somewhere else.
“Where are you right now?” I asked her.
“fucking a little dick.” she said.
“No no, where are you? Where are you in your head? I can tell you’re somewhere else.”
“You want to know?”
“yes”
“I’m back at my house taking a cock that makes me cum over and over. And while I’m getting fucked and cumming I’m thinking about how immediately when he finishes I’m going to tell him I’m going out. And I wasn’t sure if you were going to enjoy that I fucked him before coming over. But you clearly did. So I was just going back to fucking him earlier but this time knowing you were going to enjoy it. Which made his cock feel even better. And now I’m already thinking about next time…. “
You may be reading this like “what the fuck is this paragraph in the middle of sex? did she actually say all that?”
Well, she did. It took her longer to say all that than it did for you to read it because there was a lot of pauses but she said those words in that way. And I understood her trance like state then.
—
And that night is when we stopped just fucking at motels. She started regularly trying to have sex with her husband in the morning. I’m 99% sure he was cheating because he didn’t take her up on it all the time. But they did start having a lot more sex because of me. And when he did – she would get to work parking lot and we’d find a place to fuck (mostly in the back of her suv). And it was always me pumping a few times into her and cumming as she told me how small my cock was and how it’s pathetic that I’m into this.
She once went home for lunch and he was off work that day and she fucked him. She came and found me when she got there but we couldn’t go out to the parking lot. So we went into the back corner of the file room and I pumped her 10 times from the back and came.
—
During this process we both discovered cuckold porn. It was starting to catch on at this point on porn sites. We had kind of grown with it.
And while we enjoyed her fucking her husband then fucking me for what was probably another year – we both started talking about how hot it would be for her to start taking cocks in front of me.
And that’s where I end part 1.
As a funny side note: This ultimately ruined my relationship with my girlfriend. I didn’t think she would be into this style of sex and was completely uninterested in normal sex with her. So we started doing it like once every 2 months and that led to us no longer feeling like a relationship. We ended up breaking up in 2011.. She went on to become a “lifestyle:” person and hooking up with random men on fetish websites and eventually became a full on fetish person. Doming some men. And having gangbangs with others. So I guess I could have been doing this all with my girlfriend too instead of just Nine.
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