Cuckolds & Humiliation

NSFW and meant for adults only. Age: early 50s. Stories, thoughts, and images that turn me on, including dominant women, submissive males, transgender topics, erotic power exchange, bbws, alt girls, geek girls, hairy chicks, matures, and whatever else strikes my ever-evolving fancies. I encourage you to ask me anything, request custom story topics, or discuss your deepest, darkest feelings about being dominated, humiliated, used, and loved. NOTE: Almost all images are reblogged from elsewhere. I'll remove anything upon request.

[cuckyjeff]

After the cops beat me up, this was my view from the floor as they showed my girlfriend what real men could do.

[cuckyjeff]

When she sends you to your room...

... while she watches the football game and drinks beer with your rowdy bully friends.

[cuckyjeff]

After my girlfriend’s date went home last night, she told me to go sleep on the couch where they’d been fucking.

[cuckeldbull]

Cucks are there to assist. To facilitate. We help set times n dates. We change bedsheets, set candles n music, drinking water n lube. It excites me to hold your legs up and apart while your bull pounds you! I love you always❣️❤️👍🏻

[cuckyjeff]

Yes to all of this.

[mullex]

B

[cuckyjeff]

Your wife’s boyfriend just came and they both look at you, knowing what your job is,

[cuckyjeff]

When the other guys in my band suggested my girlfriend join as our bass player, I was a little skeptical. But then the guitarist said he’d give her private lessons and even help choose her stage attire. Turns out we have way more fans now, though my girl sure spends a lot of time at his house practicing.

[horny-in-montana]

Spread that hairy pussy!

[boogyman45]

(via horny-in-montana)

[misstinis]

(via boogyman45)

[cuckyjeff]

(via misstinis)

My wife doesn’t fully undress for me anymore. As long as my face fits between her thighs and my mouth can access her clit, that’s all that matters.

[cuckyjeff]

On the Road Again… With Her Boss

I should have seen it coming.

It’d been a long 2-1/2 years since the pandemic stopped all the typical business travel that my wife used to do so regularly. She and her boss used to attend training sessions, sales retreats, client meetings, and trade shows together all the time. I used to joke that he spent twice as much time with her as I did, a fact that she enthusiastically agreed was certainly true.

I guess I knew it was likely that she was fucking him on those trips, but once we found ourselves working from home, all the business travel she used to do was out of the picture. She set up her own office space in a different room, and we’d spend most of the day doing our respective jobs and seeing each other in the evenings as usual.

During that work-from-home era, she spent a ton of time in video conferences. Pretty typical, right? But a lot of her meetings seemed to be at night. I’d be getting ready for bed, and she’d suddenly remember that she had a meeting with her colleagues in places like Asia and Australia, which had to be at odd hours due to the time difference. She’d go in her office and lock the door, and I wouldn’t see her until waking up the next morning.

This started out as once or twice a month, but as time wet by, it became an almost nightly event. I’d get in bed and imagine what she was doing in her office. Legs spread on camera and holding a vibe to her clit while her boss enjoyed the show, perhaps? All I knew is that she’d stay in there until 1 or 2am on most nights. And she never seemed to have any sex drive left for me.

Fast forward to Fall 2022. One evening over dinner a short while ago, she said, “Oh, I forgot to tell you. There’s a three-day work conference next week.”

I looked up. “Yeah? Are you going?”

She said, “Well, the whole team is going. Besides, we’re all vaccinated and I’ll wear my mask. I think it’ll be okay.”

I nodded. “Where is it?”

She said, “It’s just up in the Valley, but I don’t want to deal with traffic and driving in and out every morning, and there will probably be some late dinners and so on. I think I’ll just get a hotel room up there.”

I can only imagine how ready her boss is to spread her legs and fuck her in their hotel room after all this time. If I’m lucky, maybe she’ll allow me to lick her pussy when she gets back.

[cuckyjeff]

Broken Blinds

Like most people, I lead a pretty normal — some would say boring — life. I work all day and get home in the evening. I have a pretty set routine that involves getting something for dinner and then chilling for the remainder of the night until it’s time to go to sleep. One other thing I do each night is take out the trash.

I live in a typical apartment complex, and the trash dumpsters are in the alleyway behind the building. To get there, I pass by several apartment units on the first floor. One of my neighbors is a woman in her 50s. She seems nice. I don’t know her name. She’s pretty average looking for a woman her age… graying hair, plain features, rather overweight. She lives in that apartment by herself, though occasionally she seems to have some adult kids who come over. But most of the times I’ve talked to her is when I pass by taking out the trash. She be sitting outside of her unit on a small porch, smoking a cigarette and looking at her phone, and I’d say hello while passing by. She always gave me a big smile. As i said, she seemed nice.

My life is pretty tightly scheduled, and as a result, I end up taking out the trash at the same time nearly every night. It’s at 7:15, if it matters. I told you I was pretty boring. As summer turned to fall and it began to get dark earlier, it was less likely I’d see her in front of her place. A few weeks ago, while I was doing my nightly stroll past her apartment, it had gotten dark enough that there was a big contrast between the lights shining from her windows and the low light of the walkway. That’s when I happen to notice something: one of the vertical blinds in one of her rooms, normally closed tight, was broken.

It wasn’t bad… just an 8-inch tear toward the bottom of one blind. I assume it was done by one of her several cats. Those animals wreak havoc on blinds. But the light from the room was shining bright into the dark passageway between buildings. As I walked by during my evening trash run, I couldn’t help but see there was an open view into the brightly lit room. And as I walked back toward my place, I turned my head and glanced inside through the broken blind. It’s human nature; I wasn’t trying to purposefully look in there. Just a glance.

Two things became apparent simultaneously. First, the room was a bedroom. And second, she was on the bed, legs spread wide, and was masturbating.

She was still wearing a skirt, which was pulled up around her waist, and still had panties on — plain white cotton, I noticed — that were pulled to the side while she worked her clit in small circular motions. Her chubby thighs were jiggling with the motion and her hips were slightly raised.

I should add that I saw all this in the space of maybe three-fourths of a second. I didn’t even slow down while passing by. It was so shocking that my brain refused to even accept it for a moment. It wasn’t until I got back to my place around the corner and closed the door that I said out loud, “Holy shit!”

You’re probably wondering if I went back to watch some more. No, that wouldn’t have been wise for several reasons. There are other apartment units across from her place as well as a constant flow of people meandering around my busy urban area, and it would have been very obvious that I was purposefully looking inside. I have no desire to be reported as a peeping tom, so instead I spent the rest of the evening stroking my cock to thoughts of what I’d just seen. 

The next night I found myself looking forward to taking out the trash when I got home… an odd sensation to say the least. I got home, ate some food, and when 7:15 rolled around, I had my excuse to walk by her place again. I grabbed the bag of trash and headed toward the alley, but I found myself disappointed. The blind was still broken, but no light shined from the window. Ah well. As I threw the bag into the dumpster, I figured I was lucky to have caught her in the act that one time. But as I rounded the corner to head back to my place, I saw that the light was on once again. I assumed I wouldn’t see anything this time.

I was wrong.

She stood in the bedroom, completely naked and facing the other direction. Her skirt, top, and panties were thrown on the bed next to her as if she’s just taken them off at that moment. I paused for just a second or two, admiring her large ass through that hole in her blinds. It had cellulite ripples and was somewhat pimply, but my cock twitched and I hurried back to my place so I could jack off with that vision still clear in my mind.

I started to think about what had happened. She knew precisely when I’d be passing by; after all, I was like clockwork with my punctuality. I started to wonder… could she be doing this on purpose? There was only one way to find out, but I’d have to wait 24 hours to see if I was right. 

The next day at work, I was so preoccupied with the possibility of seeing the neighbor lady that I could hardly pay attention to what I was doing. Same pattern as usual, I drove home, heated up some food, and watched the clock until exactly 7:15. I grabbed the trash bag, noticing my heart rate to be a little higher than usual, and headed toward the back.

This time, the light was shining quite brightly through the broken blind as I approached, leaving a highlight on the ground through the shadows. As I walked up, I looked to the left, and there she was. She was on the bed facing the window, totally naked with her legs wide open, and was pressing a vibrator to her clit. I could actually hear it buzzing away in the quiet evening. I couldn’t help myself; taking a quick look around to make sure I wasn’t being watched (and not caring much if I was), I set down the trash bag and watched through her window as she pleasured herself.

Maybe 30 seconds later, she started to cum. Her hips raised off the bed, and I could see her flabby belly and soft tits as she moaned and grunted. I started to get concerned that another neighbor was going to notice me standing there, so I quickly picked up the trash bag and walked the rest of the way to the alley, my breath ragged and my hands shaking in lust.

I’d planned on taking one more peek as I passed back by, but when I rounded the corner, she was out on her front porch, smoking. I waved and stopped and said hello. It was a cool evening but her face was red and some sweat glistened in the light from her TV in the living room.

“Trash time, huh?” she said, looking me in the eye.

“Yep,” I said, meeting her gaze.

“Wanna take mine out too?” she said in a joking voice.

“I’d be glad to,” I said, and smiled, still holding her eye contact.

So she took my hand and pulled me inside. 45 minutes later when I left again, I was also red-faced and sweaty, and as I started to head back to my place, I wondered if any other passers-by watched through that broken blind while I ate her pussy and then fucked her. I decided it didn’t matter, but I knew I’d be doing a lot more than watching on subsequent evenings.

[cuckyjeff]

Cousin Lovin’

When I was a kid in the ‘80s, my parents used to send me out to visit with my grandparents and extended family for a couple of weeks each summer. They lived in Michigan, and since I was in California, it was the only time I’d see them throughout the year.

During one visit when I was in my teens, I was spending time at Uncle Joe’s house. His two daughters, my cousins Chrissie and Melanie, were the closest to my age. The other cousins were all quite a bit older, in their twenties, and understandably didn’t make it a priority to spend time around their little cousin. There were two Chrissies in the family; my Uncle Dan also had a daughter named as such, and the way we differentiated them was by the fact that one Chrissie was very much overweight. She was about 5’ 2” and weighed close to 300, and unfortunately for her, that gave her the name “Fat Chrissie”.

So I was there with Fat Chrissie. She was a few years older than me, but not so out of range age-wise that we couldn’t relate to each other. I remember it was hot and hideously humid that day, as summers tend to get the Midwest. She and I were sitting out on the patio, having some lemonade and chatting. There wasn’t a whole lot else to do. Chrissie was wearing a tube top and a pair of very short shorts. I remember looking down and noticing some random hairs poking out of the sides of her crotch.

We were talking about music… different bands we liked and so on. I know I kept getting distracted, seeing her large boobs seemingly ready to burst from the small top, her rolls of fat jiggling her belly when she’d laugh, and back to the aforementioned hair poking out from her shorts. It didn’t seem like she was wearing panties, and I could clearly see the outline of her pussy lips as she sat with one leg tucked under the other.

I guess I wasn’t being too subtle with my admiration of her body. At one point, I looked back up from her crotch and saw that she was staring back at me with a slight smirk.

“Like what you see, cuz?” she asked.

“Um, no, I… I wasn’t-“ I stammered.

“It’s okay. I don’t mind,” she said, smiling.

We stayed out on the patio for a little while longer, and I continued to ogle her body. Her parents, my uncle and aunt, were both at work and wouldn’t be home for hours.

“Do you have a girlfriend?”

I told her I did, which was true. But my relationship with her had been limited to making out, holding hands around the school, and one time when she’d let me feel her small tits through her shirt and bra. I didn’t mention any of that to Chrissie. 

We sat there on the patio for a little while longer. Her little sister was gone at some day camp thing. It was just Fat Chrissie and me there. Then she said, “So, do you wanna see my room?”

Oh, indeed I did. She grabbed my hand and we went into the cool air-conditioned home. Her room looked like most teenagers of the time. Pretty messy, with posters of Van Halen taped to the walls. I remember her bed was unmade.

I turned around and she grabbed me and kissed me. if I was horny before, feeling her soft body pressed against me and her tongue moving around in my mouth took it over the top. She laughed, feeling my hard cock poking her midsection through our clothes and grinding against me.

“Have you ever really been with a girl?” she asked, running her fingers through my hair.

“Um, not like, all the way,” I said.

“Then I guess I get to teach you,” she said, and pulled off her tube top. Her large boobs rested on her soft belly, and she took my hand to place it on her chest. We continued making out like that for a bit, but she was ready for more.

Sliding down her shorts (I was right… no panties, and her pussy was very hairy), she sat on the bed and then leaned back. I stripped out of my clothes in about five seconds and started to get on top of her, but she stopped me.

“You need to get me ready,” said Fat Chrissie, and then pushed me downwards and spread her legs. I wasn’t really sure what to do, but after some tentative licks, she guided me toward her clit. I was a quick learner.

“Oh yeah,” she panted. “That’s it, little cuz.”

She rested a hand on the back of my head as I kept licking. The smell of her pussy was intense, especially on that hot, humid day. She was so wet that her secretions smeared all over my face, literally dripping from my chin after awhile. Finally she pulled me up toward her, and reached down to guide my rock-hard cock into her.

“Oooh, you’re pretty big for a little guy,” she said as I slid inside. It amazing that I managed not to cum immediately, under the circumstances. Instead, I fucked her for a good while… long enough that she came before I did, amazingly. We kissed the entire time. I couldn’t hold back forever though, and I came harder than I ever had through masturbation. It seemed to keep going and going.

Looking back, it’s kind of a miracle that I didn’t get her pregnant. I mean, I assume I didn’t. I certainly never heard about it after the fact. After I came inside her pussy, I rolled off of her and caught my breath. After a bit we got dressed and went back outside. She had some weed and we got high. I was riding my own kind of high, having lost my virginity and was feeling pretty good about it.

The only problem in my mind was that there was no way I could tell my friends about having fucked my own cousin, but it all worked out when I just left that detail out of my story after I returned home. “Fat Chrissie” became “my grandma’s hot neighbor girl” in the story, and that was that.

Fat Chrissie and I never hooked up again. As I said, I lived thousands of miles away, and by the time I visited again, she had moved out on her own. But I will say, when her mom asked us that night at dinner if we’d had fun that day, we both enthusiastically said that yes, we did, and Chrissie shot me a quick wink. It’s a good memory. I have no regrets.

[cuckyjeff]

Incredibly sexy 1974 Joni Mitchell with even sexier hairy pits.

[cuckyjeff]

Fucking My Wife’s Fat Sister

My wife’s sister is fat. I don’t mean pudgy or chubby; she’s huge. I don’t know her exact measurements, but she’s about 5’3” and probably close to 400 pounds.

We were over at her place yesterday for Thanksgiving, and she was cooking. My wife and I were just lounging around the house, bored. The sister and her husband have three small kids ranging from age 2 to 7, and they were getting more and more rambunctious being stuck at home. So, her husband offered to take the kids to the park, and my wife volunteered us to go along.

But I said that I didn’t feel like getting dressed and going out in the cold weather, so my wife, the husband, and all three kids went together. They said they’d return in awhile, so I said goodbye and went back to watching football on TV.

A minute after they pulled out of the driveway, the sister came into the living room and started chatting. She seemed a little flirty, but I assumed that was just my horny imagination, and returned my focus to the game while she went back to the kitchen. But as I sat there, realizing that she and I were alone in the house and that I was horny, I decided to go keep her company.

I hung out with her in the kitchen for a few, just making smalltalk, but when she started paying attention to her meal again, I walked up behind her and leaned over her shoulder.

“Looks good,” I said, looking down at the food but pressing my increasingly hard cock, clothed only in a pair of gray sweatpants, up against her ample ass. She stiffened for a moment, but then seemed to relax. She kept stirring her food as I ran my hands up her hips, and then started groping her large tits. I felt her breathing get deeper but at first, she didn’t say anything. I nuzzled the back of her neck, and she let out a soft moan.

“We can’t do this,” she said, but didn’t pull away. “You’re… you’re married to my sister,” she continued, and the gasped as my hand slid down to the crotch of her jeans. “My husband… will be back… soon. My kids…”

I started kissing her neck, and then unbuttoned her jeans. She was so big, I could hardly reach all the way around her, but despite that, my hand pushed into her panties and she moaned loudly. I could feel that her wide, hairy pussy was already soaked. I kept the other hand on her left breast, feeling the nipple grow harder as I rubbed her clit. She pressed back against me.

I could see the driveway from where we were and would have plenty of notice when our respective spouses would return. I turned her around and pulled her toward me, keeping my hand inside of her panties while pulling her into a hot deep kiss. She continued to protest weakly, repeating that she couldn’t be unfaithful, and what about her sister?

My response was to continue touching her pussy. She was so wet that when I decided to slide a finger inside, it met no resistance. I pulled my hand out and had her open her mouth, fat cheeks trembling, then had her suck her own pussy secretions off my finger.

That was more than she could handle. Grabbing my hand, she pulled me into the bedroom… the bed still unmade from where she and her husband had been in it just a couple of hours beforehand. We both undressed, breathing hard from the excitement, and then she leaned back on the bed. I think she was just expecting me to quickly fuck her, but I had other plans.

I got down on my knees next to the bed and spread her fat thighs apart. I don’t think she was used to getting this kind of attention from her husband; at first she seems shocked but then started moaning, and after less than a minute of my sucking her clit with two fingers inside her hairy fat pussy, she told me she was going to cum, and then did… very loudly and messily.

Knowing my time with her was limited, I didn’t give her much of a chance to recover. Moving upward, I climbed on top of her. Her fat body felt soft and warm against my skin, and my cock slid easily into her soaked pussy. I started pumping my cock into her, and used the opportunity to tell her what a dirty slut she was, fucking her sister’s husband in her marital bed.

That got her going again, and by the time I was getting close, she was gripping me and cumming again… the second time in maybe ten minutes. I was well aware of how fertile her body was, but at that moment, it didn’t matter. I gripped her tightly and before she could protest, I filled her unprotected pussy with a huge load of cum, pressing in balls-deep as I did. Then I kept her there, letting it flood her womb as she caught her breath.

She was nice enough to clean off my cock with her mouth after I finally pulled out of her. Actually, I just stood in front of her with my softening cock and held her head to help her along. Then we both got dressed. Turns out we had plenty of time. My wife and her husband had the kids out for over an hour, and the sister was able to get back to her cooking with no difficulties. Dinner went well that evening, although her face stayed red all day… something she attributed to being over a hot stove.

On our way home today, my wife said that when we were leaving, her sister said that she can’t wait to visit us soon. I’ll bet she does.

[cuckyjeff]

So Long and Thanks for All the Sex

Obviously, I am completely against the upcoming change in community guidelines with Tumblr, and have very little reason to come here beyond the open and sex-positive nature of the platform I’d enjoyed until now. Those of you who want to stay in touch can find me at [email protected].