Wannabe Cuckold Gets Found Out
A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I’ve been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and perfect cock coming through a glory hole opened up my bisexual side, but it is something that I always kept hidden. I only dated women, eventually marrying a beautiful woman that I love dearly.
My porn habit persisted, though, and eventually I found cuckold porn. I couldn’t get enough. To imagine my beautiful wife Jaime with a bigger better lover was such a turn on. I had developed a case of premature ejaculation, and would cum within seconds of entering her, so I knew she needed a release. Very hesitantly, I set out to bring up the subject to her.
That night, I initiated sex with her and when we got down onto the bed I went down on her, eating her beautiful pussy until she was ready to be fucked. As she always did, she pulled me up gasping out “I need to be…” She never finished it. God, I would love to hear her say she needs to be fucked. I got between her legs and slid my dick balls deep to an enthusiastic moan. That’s when it started. I pulled back and knew I wasn’t going to last long. I started pounding hard, and after two or three pumps I came.
“I’m Sorry.” I said embarrased.
“Did you cum?”
“Yeah, sorry.”
“Don’t apologize.” She said. “It’s been a while.” Even though we both knew that it happened every time. I rolled off of her, and took her in my arms rubbing her body. Playing with her nipples down to her pussy. She pulled my hand up to her stomach. “That’s ok. I’m good.” We laid there for a while spooning, in silence, until I blurted out,
“You could have sex with another man if you want.”
“What!?” Jaime said, turning the top half of her body to me.
I repeated myself, “You can have sex with someone else if you want. I’m not sure why I can’t last, but it’s unfair that you don’t get to have fun during sex.”
“I have fun.” She turned the rest of her body, so we were laying face to face. “Wait, do you just want to have sex with someone else?”
“No this isn’t about me. I cum every time. This would just be you getting pleasured.” My hardon started to come back. “Someone that could last long enough to make you cum. But only sex. You can’t fall in love.”
“I only love you, and only want to have sex with you.” She kissed me and turned back around, bringing my hand back to her stomach and scooted back into the spooning position, finding my rock hard cock with her soft ass.
“Mmm.” Jaime moaned as she lifted her leg and guided my cock into her cunt and pushed back on me. I laid there as she fucked my cock. Slowly at first, but eventually slamming back into me. I didn’t dare touch her, lest I over stimulate myself. She grabbed my left hand and brought it to her tit, as she slammed into me, and I lost it, spraying her insides with a second load. She didn’t stop though, and surprisingly, my dick didn’t deflate. I kept thinking about her fucking a real man, as she moaned on my cock. And then for the first time in a long time she came on my cock. Very soon after, she got up and went to the bathroom and turned on the shower.
While that may have secured her that she could be satisfied with me, it only affirmed to me that I needed to see her fucked by a real man. I figured I needed to try again, or I’d go crazy. I started out on a second plan to bring it up.
In what felt like a lifetime ago, when I used to last, Jaime liked to be fucked hard from behind, talked rough to, and grabbed and groped hard. Basically rough sex, but not too rough, and not totally explicit with the language. After a couple of drinks and a movie on the couch that had a sex scene right up her alley, I surprised her in the hall, grabbing her hands and forcing them against the wall.
“You want to be fucked like that.” I said pushing my hard cock against her ass, only the thin fabric of our comfy pants separating us.
“Oh! Like what.” She said, surprised and actually turned on. She let a loud, but short moan escape her lips when my hand went to her tit with my fingers pinching her right nipple through her shirt.
“Like that slut on tv.” I said into her ear, pushing the limits of the dirty talk she liked. “Fucked in the hallway by a man she barely knew.” She moaned again and pushed her ass back into my extremely hard dick. My left hand moved down to her corresponding breast and started on that nipple, while my right hand moved lower to her pussy. She was wetter than I’ve ever felt her.
I pulled her shirt up over her breasts, and face, but not the neckline, so it was inside out, covering her face and arms that were still up against the wall. She moved to remove it the rest of the way.
“Leave it.” I said sternly in her ear, ripping her pants down. Betturkey I heard a moan, deeper than I’ve ever heard from her. I pulled down my pants, pulled her hips back and spread her legs farther with my knee. I pushed the small of her back down, tilting her sopping cunt towards me. I grabbed her hips and thrust in eliciting a moan from my wife.
“Yes!” It was one thrust, but it all had been so exciting and when she moaned the word yes, I could feel my orgasm coming, and fast. My only thought was to give it to her as hard and as fast as I could before I came. And I did. I was a stud for like four thrusts. An “Oh” on every thrust, but I came at the end of that fourth thrust. And then I heard a sigh. I knew she was disapointed.
“I’m sorry.” I saw her shoulders drop, and start to replace her shirt, mumbling something. I saw my cum dribbling out of her pussy as she bent over to pick up her pants. “I really think you should find someone else to fuck.”
“I don’t want to fuck anyone else!” She snapped at me. “I just… I just… ugh.” And she turned and went up stairs. My sick mind not able to process, because I was lusting after her ass.”
When I snapped out of it, I went upstairs and found the door shut. I knocked and asked if she was ok.”
“Yeah.” She said through the door. “Sorry. Can you just sleep in the guest room tonight, I just want to lie alone right now.”
“Ok. I love you.”
“I love you too.”
Just because my actual cuckold aspirations had been stopped, or at least put on hold, didn’t mean the fantasy wasn’t still there. The internet and porn was there for me. Cuckold videos, cuckold erotic stories, and my favorite, actual cuckold couples that liked to share pics and vids.
There were even wannabe cuckolds like myself that had pics and vids of their wives. They had pics of their wifes sucking and fucking, posing for them, but my wife would never do that. I’ve tried dozens of times, in different stages of inebriation. It just wasn’t going to happen.
Then I found other guys that wanted to show of their wife. They had pictures of their wives changing, getting out of the shower, in sexual acts, all from hidden cams. From the first snap of my wife’s ass while she was changing, I was hooked. To hear men lust after my wife’s body was a complete turn on. I would sneak pics of her changing, and when she got out of the shower. I would always blur her face, but her body is amazing and always got a lot of attention. We just moved into a house that had an adjoining master bathroom with no door. My wife hated it, but it was great for my sneaky shots.
I also took to showing pics of myself. Showing my trim body. Guys really seemed to like my ass. It also was a turn on to show guys my cock only to have them show me their much larger cock and what they’d do to my wife with it. I’d also, like a good cuckold would, listen to what these bulls said. I had taken a pic of my wife changing before we went out, and it was from behind of her wearing a black thong and bra. “Send me a pic of you wearing the exact same thing, in the exact same spot.” I was only too happy to oblige. It turned me on to hear how they wanted me to get them ready to fuck my wife.
One day I got into the office early as usual and fired up my emails, both my work email, and my secret email. It was a yahoo email that I only used for porn and naughty stuff. One email stuck out right away.
The subject was “YOUR WIFE”. I clicked on it, excited to read someone’s comments on my naked wife and it informed me that it sent a read receipt to the sender. When it opened there was a picture that I had snuck of my wife and under it was written in all caps. “SO THIS IS WHAT TOM BRENNEN’S WIFE LOOKS LIKE NAKED.”
What the fuck. How did he know my last name. Then another pic, edited to have the pic of my wife in the underwear next to me in the same underwear. “WHICH BRENNEN WORE IT BETTER?”
Then under it read: Make sure you have yahoo instant messenger on your phone, start thinking of an excuse to leave work, because you are going to be busy. Send me an IM within 5 min. Remember, I know when you read this. If I don’t have an IM within 5 min I’m going straight to Jaime.
Fuck. It’s already been like three minutes. Fortunately I had the app on my phone. This is crazy though. I’ve blurred her and my face every time. How did someone find out? I opened the app, typed in his username and typed:
TOMFRIDAYGUY: Hello?
TOM&JAIMESBULL: Good boy. You ready to listen?
TOMFRIDAYGUY: Yeah, I guess. What do you want?
TOM&JAIMESBULL: For you to follow my instructions. To a T. Or I tell Jaime everything. EVERYTHING.
TOMFRIDAYGUY: ok
TOM&JAIMESBULL: Make an excuse and get out of work. I’ll give you 30 min. Don’t respond until you are out of work for the day.
What the fuck is going on. How did he find out. Getting out of work was easy. I had a good relationship with my boss and I just told him I had Betturkey Giriş to go. I got to my car and fired up the app.
TOMFRIDAYGUY: ok, I’m out.
TOM&JAIMESBULL: There is a Target a Foster and Harlem. Head there.
I started to drive to Target. It was only 10 minutes away from my work. I had never been there, but I knew the area. I pulled into the parking lot and parked. Man, women love this store. It was already packed.
TOM&JAIMESBULL: Here is your shopping list. A pink thong, The biggest cucumber in the store, A bottle of lube, A pack of condoms
Oh god, he just wanted to embarrass me. That’s better than telling my wife. I got into the store, and it was, indeed packed. Why were there so many hot women here. Why was I hard? I grabbed a basket thinking I could hide everything in there until the register. I grabbed the cucumber first. The condoms and lube weren’t bad to grab from pharmacy, but the pink thong… damn. There were women of all ages throughout the section. I walked aisle alongside the women’s underwear until I spotted a pink thong. Then I darted in and grabbed the pink thong on a hanger. Apparently, it was also attached to a pink bra. So now I’m holding a pink bra and panty set in the air and realize that at least two women are looking at me. I throw the set in my basket and head to the register.
I made my way to the registers. Why was every line packed. I made my way to the shortest line. Only two people ahead of me. Then I saw her. The girl at the register was beautiful. She was young and sexy with a pretty face. I got out of line to find another. I couldn’t be humiliated in front of her. As I made my way down the registers looking at the clerks-DING!
TOM&JAIMESBULL: Go back to register one.
What the fuck! He was in here? I looked around. I couldn’t see anyone acting out of the ordinary. In fact, the only man I saw was in a conversation with what looked to be his wife. Could my tormenter be a woman?
TOM&JAIMESBULL: And ditch the basket.
Fuck. I looked around again. No one seemed like they even noticed me. I took the items out of the basket and put the basket in an unused cart near the registers, and made my way back to resister one.
With two people in front of me, there wasn’t room to put my things on the belt yet, but the middle age woman put the divider at the end of her items and looked at me.
“Thanks.” I said, and watched as she looked at the items in my hand, made a face and turned away. I noticed her looking back more than once though. As the items moved forward, the belt had room for my items. I wanted to hold them, but filling in behind me was a tall muscular black man in workout gear. Knowing what had to be done, I put the items on the register and put another divider after them. I watched as the man with earbuds in, head bobbing to the music, said thanks and began to put his few items on the belt. I saw as his eye caught the pink, and then the cucumber and lube. He looked at me, and then let out a laugh under his breath.
Even before she finished the lady in front of me, the smokin hot cashier caught sight of my items on the belt. Her eyes went from me to the items and back, while she tried to finish ringing up the lady in front of me.
“Did you find everything alright?” The hot blonde asked me, smiling. A perfectly normal question for a cashier to ask, but under the circumstances it felt mocking.
“Yes, thank you.” My face turning bright red.
Beep. She scanned the condoms. Beep. She scanned the lube. Beep, She scanned the bra and underwear set, and held it up. “This is cute.”
“Th-thanks.” I sheepishly said, looking back at the customer behind to see him grinning looking alternately at me and the cashier.
“Did you see a price on this?” She said, turning my attention back to her to see her holding up the very large cucumber.
“N-no, I didn’t sorry.” Oh god if she has to call for a price ch–
“Price check on one!” She didn’t even use the intercom, just shouted it out and the teen boy came running. ” I need you to find the price on these cucumbers.” And off he went. “Sorry, this will take just a second.” She said smiling, fingering the large vegetable. “This is a big cucumber.” She said wide eyed, almost stroking the cucumber while smiling at me and the man behind me alternately. I looked around. What was taking this kid so long. Looking back to her, she was definitely stroking the cucumber now. As her hand stroked her right bicep pushed into her right tit moving it under her thin red shirt. Prying my eyes away from what could only be a hardening nipple under that shirt I looked to see her looking directly at me. Busted. I’m sure my face was as red as her shirt. She just continued to stroke the cucumber and smile at me.
Not able to believe it, I looked back at the guy behind me, who had stopped laughing at my predicament to stare open jawed at the sexy cashier jerking my cucumber off. When I Betturkey Güncel Giriş looked back at her, she was no longer looking at me, but had her eyes locked with the gym rat behind me. She stopped stroking and held the cucumber upright with one hand, and put her finger on the top of the cucumber at the end. The black guy shook his head and grabbed her hand that had the finger extended, and moved it another two inches beyond the end of the cucumber. The wide eyed cashier smiled and bit her lip. Then as if she just remembered they weren’t alone, returned her finger to the tip and looked at me. I shook my head. She moved her finger down the 9″ cucumber about a third of the way. I shook my head again, and tentatively reached my hand out to her delicate hand. Her skin felt so soft, and moved her finger down to almost half of the vegetable around 4.5-5″. She said “oh.” aloud, and I heard snikering from the gym rat.
Just then the boy returned with the price, she finished ringing me up with a “have a fun day.” and a smile and my humiliation was over… or so I thought.
Wow, what a rush! My heart was beating at an elevated rate as I got into my car in the Target parking lot. Ding!
TOM&JAIMESBULL: How did you like that?
TOMFRIDAYGUY: Screw you. It was as embarrassing as fuck!
TOM&JAIMESBULL: Yeah, but how did you like it?
TOMFRIDAYGUY: What do you think? Nobody likes being embarassed.
TOM&JAIMESBULL: Nobody? Are you hard? Open your jeans and take a picture of your cock right now.
Even before I looked down, I knew he was right. Why the fuck was I hard. It had to be the hot cashier stroking the cucumber.
TOMFRIDAYGUY: Whatever, the cashier was hot. And being suggestive with the cucumber.
TOM&JAIMESBULL: That’s not a picture.
TOMFRIDAYGUY: Come on man. I said you were right.
I didn’t see the need to take a picture to prove a point that I was already conceding. I waited for a response. Nothing. Why hasn’t he responded? Surely he agreed with me. What should I do? Should I go home? Back to work? Was he done with me? Ding!
His reply was worse than I could have expected. It was a picture message of the sign in front of my wife’s work. “Murphy and O’Shea Law Offices.” Fuck! I ripped open my pants and took a picture and sent it and waited.
TOM&JAIMESBULL: That’s not hard.
Fuck. He scared the shit out of me with that picture and I lost my hard on. I started stroking my dick, but the panic was keeping it soft. I tried pinching my nipples. I tried cupping my balls. Nothing. I looked over at my bag. The panties. The bright pink lace. I took them out of the bag and felt them. I ran my finger through them. This was working. I rubbed them against my cock. Oh yeah. I stretched the fabric over my cock. My now hard cock. I grabbed my phone and took the picture and sent it.
TOM&JAIMESBULL: Your premature ejaculation isn’t your only problem man. You like those panties, huh? Put them on.
I should have taken them out of the picture before I snapped it. What can I fucking do? I can’t have him telling my wife. I’ll go back into Target and put them on under my jeans in a stall. No. Shit. I can’t see that cashier again. I decided to crawl into the back seat and put them on there. Ding!
TOM&JAIMESBULL: And the bra. And take a pic wearing nothing but the pair.
Ok. I should have seen that coming. I took my work boots off. Then working as fast as I could, I took my jeans and underwear off. I slid the panties up my legs until the thong rested in my crack. Oh, now my dick has no trouble getting hard. Ok now for the bra. Reaching back into the front seat, I took the bra out of the bag and brought it into the back with me, taking it off the plastic hanger. Seeing my wife do this a thousand times, I fastened the clasp at my stomach and then turned it arround. I took my shirt off to slide it up my chest when I heard the most obnoxious laugh ever.
Looking up fearing the worst, I saw two women in their mid forties walking. Thankful that they weren’t looking down on me, but nervous that their trajectory was sending them directly towards my car, I shimmied the bra up my torso, while sliding my arms into the straps and securing them over my shoulders. Not knowing what to do, I laid on the back seat. Hopefully, the windows were tinted enough for her to not notice me as layed perfectly still I heard them idly chat between our cars. Ding! What the fuck now!
TOM&JAIMESBULL: Take the pic now! I’m sure that those two moms would love to see your pretty panties.
Holy shit. This guy isn’t just gonna embarrass me, he’s gonna get me arrested. Lying on my stomach in the back of my SUV in a pink bra in panties, I layed with my eyes closed trying to think of a way to take this picture, while hoping that one of these ladies don’t peek in my window and see my ass framed by a pink thong. I could turn around and take a pic while still lying on this seat. As carefully as possible, I turned around so I was laying on my back. I raised my phone and centered my lingerie covered body and snapped the pic. Sending it to my tormentor, I reached for my shirt. As I started to slip it through my arms, I looked up to see one of the ladies staring at me with a disgusted look before exiting the frame of my window.