Latest Posts by thisismyfun123 - Page 3

You know that this is what your wife wants -- and even more so, it's what her boyfriend wants, so you know that you really have no choice in the matter, not if you want to stay married to her. And so, with considerable fear and trepidation, you begin to pull down your pants.

Reblog if this is art and not porn

As much as it pains you to know that you can never be the one who makes her pregnant, you're pleased that your wife is proud of what a good cuck you've become.

[modified version of a MsTara cap ]

@degradebetasandcuckqueans, I imagine if you were over I'd have to be in chastity and there probably would be hell to pay even if I did obey perfectly...

"I had actually been a bit worried about how the girls would react when they saw me and your boss being romantically affectionate with each other -- and with them knowing that he and I were sharing one bedroom in the hotel suite. But they seemed fine with that right from the start, and the fact that he's so nice -- and rich -- and handsome -- and fun to be with made it so that they didn't seem to think about you all week at all. And in fact, they both made me promise that if your boss and I ever get to the point that he wants me to leave you to be with him, that I'll say yes."

You were almost in tears as your wife said all this to you. "Do...do you really mean that the girls liked seeing you ... being romantic with him?"

"Yes, they really did." your wife laughingly answered. "And I think that's one reason they were so insistent on posting all the pictures -- because they thought their friends would be impressed seeing them with him and seeing me with him."

"So when I go into work tomorrow" you then said, as what this would mean for your life started to sink in "everyone there will know that you're my boss's girlfriend now?"

"Yes, of course." she laughed. "But honestly, when they see the pictures, and see the four of us together like that, my guess is that a lot of them will think that he and I are really together now and that I've left you for him already. And ... oh ... one more thing, that you might find a bit funny. Maybe.

You see -- since people we met at Disney World certainly thought he and I were married and that the four of us were a family, we realized quickly that it only made sense for the girls to refer to him as Dad. Isn't that cute!"

My wife and I are close friends still, but I haven’t fucked her in over a year. She’s more his than mine.

Repentance

HH

"You understand, don't you hun? I mean -- I really don't feel I can say no to him or ask him to use protection -- not after what happened last night. But the good news is that it IS my most fertile time, so there's a good chance he'll achieve his goal this weekend if he hasn't already. But if it turns out he isn't successful this month, then I'm sure he'll insist on trying again -- and doing it even more -- next month."

"I know you're scared and upset, but the decision has been made -- but as a special treat he agreed that I could let you play with yourself one last time before we head over to the clinic later this morning. Yes -- he'll drive us over there and be there with me while we wait for you to have them removed."

It has been years since the last time your wife had sex with you, but she still lets you shop with her when she wants something new to wear for her boyfriend -- which is her way of letting you have some small part to play in her sex life.

It didn't seem like it would be a big deal when your friend first mentioned that he needed a date for the wedding and your wife volunteered to go with him. But what you thought would be "no big deal" has turned into something that is changing your marriage dramatically.

[a MsTara cap ]

Replaced Chapter seven

Unlocking day.

I had no idea what to expect. What I did know was that there had been plenty of time for Vince to think about how to make my precious little window of sissy penis freedom interesting. I had been unlocked many times for hygiene, but each of those times I had been closely supervised, locking myself back up and giving the key back to Vince immediately. But this was different. For the first time since he moved in, Vince had finally told me I earned a true release.

The kids were playing in the neighbors’ yard and wouldn’t be back for over an hour. I couldn’t stop trembling from excitement. Vince walked ominously behind me down the stairs and instructed me to open the door to my room.

There was Kate…completely naked, lying on my maid’s room bed on her back, with her legs spread. I thought I would lose my mind at the sight. She looked impossibly tantalizing, and impossibly delicious. I could already imagine how it would feel to bury my rock hard three inches into that sweet pussy. She smiled at me and winked, and my heart fluttered.

I started to make my move.

“Not so fast maid. You’ve earned a release, but not quite that easy of one.” Vince closed the door behind him and locked it. I really really really did not like him at all at that moment.

“You do get to cum, but only if you follow the rules. Got it?”

“Yes Sir.”

I was so entranced with the sight of my naked wife that I had failed to notice the crazy contraption laying on a towel on the floor. Either Vince or Kate had taken a large ice bag and drawn a feminine cartoon face at one end, with huge exaggerated eyelashes and big fat lips. At the other end a small slit had been cut, with little curly pubic hairs drawn above it.

“Maid, meet your new girlfriend” Vince said, his voice rolling with sadistic amusement. “Don’t worry, I know you can be intimidated by beautiful women, but Icy here is right at your level. I’m sure you won’t have any trouble seducing her.”

He chuckled, giving my ass a smack. “Don’t be shy sissy…go give her a kiss.”

I blushed, getting on all fours over the ice bag and lowering my head to kiss the ridiculous lips drawn on with red marker. Kate didn’t stifle her giggles. This was quality entertainment.

“Good sissy. See, isn’t she sweet?”

“Yes Sir” I said, my lips now cold and a little sticky.

Vince took a slightly more serious tone. “You have two options maid. The first is to put your little excuse of a penis into Kate. If you choose that option, you will have one extra month in chastity for every tiny thrust in her pussy.” He paused for a second. “I know these things are hard for your little sissy mind, but just to make sure you understand, can you tell me how long you will be in chastity if you push your penis into her six times?”

“Yes Sir, six months.”

“Very good.” He directed my attention to Icy, laying on the now damp towel as her contents slowly started to melt. “Your second option is to spend your unlocked time with your new girlfriend. You two can make passionate love for the next hour if you want, exploring each other’s bodies…” he stopped, turning sternly to me. “One hard rule with both options…your penis absolutely cannot touch anything other than your girlfriend’s pussy or your wife’s pussy. I’ll be watching. You try to rub against anything else and I will lock you back up immediately and spank your balls. Got it?”

I nodded weakly, whimpering as I started to understand my predicament. “Sir may I put my penis in both of them?”

He thought for a second. “No. Pick one.”

I whimpered again. It was a cruel choice. I tried to guess how many strokes it would take to cum in Kate’s pussy…could I do it in four…six…ten? It had been so long; surely it would take almost nothing for me to spurt my load. But what if I thrust three or four times and didn’t cum? I would have to go back into chastity with no relief, and then have to wait any extra bunch of months just for another chance.

Kate wasn’t helping. She pursed her lips playfully at me, her fingers tantalizingly dancing around her pussy lips.

“Come get it big boy.” She said seductively. “You know you want it.” I regretted those years of telling her I craved for her to be a heartless mean bitch to me. She was now just giving me what I had asked for, and enjoying it as well apparently. I dreamt of being on top of her, thrusting over and over, pumping my little load as deep as I could.

I couldn’t do it. I couldn’t risk the horrible predicament of being six strokes in and unable to cum. I looked down at Icy, noticing Vince had drawn cartoonish little breasts on her. I gulped, taking one last look at my beautiful naked wife before taking my position on the floor, hovering over my new girlfriend.

Kate laughed as I made the choice, and they both laughed hysterically as I started the awkward process of trying to penetrate the ice bag.

The “vagina” slit was small, but I had no problem getting the rock hard tip of my penis through the exterior of the bag. But once I was inside, my little rod was met with crunchy cold chunks of ice cubes clinging together in obstinate clusters. I probed and poked to try to find a soft enough spot to really be able to thrust, the harsh ice incredibly cold against my skin. I whimpered and groaned as they laughed, trying desperately to find anywhere in Icy’s pussy that I could feel anything other than the sting of cold hard blocks of ice.

Finally, thank God…a little seam between rocky ice clusters. I desperately thrust deep into the ice, my hips grinding against poor Icy. My wife and her lover erupted into a new shower of laughter as I started pumping, my ass bouncing up and down as I fucked the ice bag.

“Not much of a gentleman is he?!” Vince laughed, now sitting on the bed beside Kate. “Good thing Icy gives it up on the first date!”

Kate was laughing harder than she should have. I didn’t find it that particularly funny.

I felt my penis starting to soften from the extreme cold of being buried deep in the ice bag. I knew I needed to cum before it was too late.

I whimpered pathetically as I managed to spurt my little load into Icy, with my wife’s amused laughter ringing cruelly in my ears. It was an orgasm at least though. I did feel some semblance of relief, even through the intense shame and humiliation.

I immediately rolled off Icy and knelt at Vince’s feet.

“Thank you Sir for letting me cum.”

“Good maid.” He said with a chuckle. “Now, be a good sissy and clean up your girlfriend’s pussy.”

I nodded, getting down on all fours again, this time burying my face into my girlfriend’s pussy, licking up globs of sticky cum from between the blocks of ice.

“Aww…so sweet. What a good sissy.” My wife said as I swallowed my own cum.

Replaced chapter six

I thought back through snapshots of memories shared with my neighbor Rick. Over our five years of living next door to each other we had watched football every week during the season, grilled burgers on Saturdays, hiked around the lake…

My mind snapped back to the present, with Kate sitting at in our neighbors dining room next to Rick’s wife Abbie and still trying to explain to her the new role Vince had in our house since moving in, as well as my new role.

They knew and liked Vince already from not only his time living in our house, but also from his previous visits. Buy they had never suspected anything of the true nature of his position in our house as Kate’s lover, and now also the strong male figure to the whole family.

“Let me get this straight” Abbie said, her hand on top of Kate’s on the table, looking her straight in the eyes. “You basically have a new husband…”

Kate turned to point at me. I set the tray with brie and crackers on the table beside them and politely backed away. Vince had me in my light blue maid dress, with white stockings and shoes. It was my most feminine outfit. I was still in a state of protest that this was happening, but my blistered ass was testament to what happened when I protested.

“Abbie, I don’t think I ever had a husband.” Kate said, dismissing me to the kitchen with a small “shoo” gesture that had become like second nature to her.

“Hang on…” Abbie said to me. “Are you comfortable with all of this?”

I froze, uncomfortable that I was disobeying Kate’s command to get lost. I stammered uncomfortably as Rick, Abbie and Kate all stared at me, waiting. I wasn’t comfortable at all. Every day brought fresh humiliation, and hours of exhausting work. I couldn’t stand the way Vince treated me, especially in front of the kids. It was utterly devastating the way they saw me now. I was just a maid to Kate already. I couldn’t believe how quickly that had happened.

I couldn’t say all that.

“It was all maid’s idea.” Kate said matter of factly. She prompted me. “Isn’t that right?”

I lowered my head in abject shame. “It was my idea.”

Rick hadn’t said anything in a long time, just sitting and processing in silence. It had to be surreal seeing your buddy in a feminine outfit weakly serving as a housemaid, acknowledging that it was all the maid’s idea to be replaced by another man.

“Why would you do that, why would you want that? It sounds terrible.” Abbie asked, very directly.

“I…I don’t know Miss Abbie, I just…I…”

“He was born to be a servant…not a man.” Kate interjected again. I nodded my head weakly. There was another pause.

Rick finally spoke up. “I want to hear it in your own words. Tell us how you want us to treat you.”

I looked at Kate, who sat back in her chair, waiting for my response along with the neighbors. What did I want? I wanted to be a man…a real man, cocky and confident, with a big cock and…yeah…that was never going to be my reality. I had a weakness that ran deeper than even I could understand.

I tried to calm myself and collect my thoughts.

“Mister Rick and Miss Abbie…I am a maid now. It would be my honor to serve you in any way you wish.”

Rick crossed his arms, whistling softly. He turned to his wife, taking a bite of the brie.

“I mean, who am I to judge what they do? If that’s what he wants…I say we let him be a maid.”

Abbie was softening a little. Fuck she was so attractive. Her long dark hair rested around her bare shoulder as she turned back towards me.

“It’s weird.” She turned to Kate. “But you’ve been just glowing the past month, and now I know why. I’m just not sure about treating this poor boy so meanly, you know?”

“I know, I felt the same way Abbie” Kate said, taking her neighbor’s hand again. “But just wait. You’ll see how well it works. Here’s what I want…I want to go on a double date with you and Rick on Friday after work. You’ll get to know Vince even better, and maid will watch the kids and clean your house while we’re gone. What do you say?”

The neighbors turned to each other. Rick nodded. Abbie looked at me. “Okay, that does actually sound pretty good.”

“Slumber paaaarty!!!”

All four kids ran around in circles like crazed monsters as the neighbors and my wife and Vince pulled out of the driveway. The neighbors’ house was well suited to watching kids. I managed to corral them into the playroom and close the door. They would create a whirlwind of destruction, but I would leave that mess for last. I got to work, trying to think of which chores would provide the best evidence to impress Abbie. I decided to start a load of laundry after putting pizza in the oven to feed the kids in thirty minutes. I would fold it all neatly and try and find the correct drawers and closets to organize them in.

I paused, listening to the chaos happening in the kids room. Everyone seemed alive and happy, so I got to work on the laundry.

While waiting between loads for laundry to wash and dry, I scrubbed toilets and showers, mopped the floors, got the kids fed, washed the dishes, and got a good start on dusting the shelves and baseboards.

I convinced the kids finally to quiet down and lay in sleeping bags in the bedroom by offering a movie. Darcy, the neighbors’ oldest, sneered at me as I fiddled with the remote to get the movie started.

“Maddie says Vince makes you go to timeout in the corner when they watch movies.” She had just turned six, and always had a mean edge. These new revelations about me, as well as the fact I was wearing a dress, made that little abrasive nature far worse towards me.

“Well, miss Darcy…that is usually not what happens. There was just one time, when.…when…” I paused, the images of that night coming back in my mind…the embarrassment, the shame…the unbelievable sting as I was treated like a naughty child in front of my own kids.

My daughter Maddie piped up “It was like, such a long time…we watched the whole movie! And the maid just stood there and waited until Vince said she could move.”

I was never going to get used to my daughter calling me “maid” and “she”.

“Go stand in the corner maid!” Darcy proclaimed, with the zealous ridiculousness only a six year old can deliver. Her little evil side was enjoying itself a little too much.

“I’m afraid I can’t do that.”

“Why not, why not?” The kids chimed together. It was turning into a game. This was insane. I wasn’t going to let the inmates run the prison.

“Mister Vince said I am supposed to do the laundry and…” oh god this sounded pathetic. I trailed off, realizing where this was leading.

“Call Vince. Call Vince!”

A new rallying cry was formed. I hushed them, or tried to. They wouldn’t stop, and I had no bargaining chips.

“Okay, okay, okay…” my relenting calmed them down. I was not going to call Vince though, not for something as trivial as this.

“Okay, I’ll stand in the corner. I’ll stand in the corner.” They were calming down a little.

“How long do I have to stand there?”

The kids looked at each other. They hadn’t thought this far ahead.

“Whole movie! Just like when Vince put you in timeout!” My oldest daughter decided.

“I’m afraid I can’t do that…”

Maddie crossed her arms. “Fine…but I’m putting three X’s on your chart when we get home.”

I jumped to the corner. “No, no please. Here. No problem. I’m in the corner.”

I’ve never heard kids erupt in louder laughter. I blushed and weakly took my place.

“No more talking for you the rest of the night.” Maddie added victoriously, taking another cue from my previous punishments from Vince. There was nothing to say. I did a little bob curtsey thing in the corner without turning around, so she would know I had heard her.

Fortunately I heard snores less than an hour into the movie. I very cautiously turned, making sure every eye was closed. Relieved, I switched the TV over to a random Disney channel show and lowered the volume a little. If one of them woke up I could just tell them the movie had ended, but there was still the noise coming from the TV so hopefully no one would notice when the adults got back from their date.

I looked at the kitchen clock. Almost 10. They had been gone now for four hours! I was doing a scan of housework left to do when I heard the front door unlatch.

I wanted to hush them as they came in laughing and talking way too loudly, but I didn’t dare. I scurried to meet them, dusting off my dress and apron.

“Oh my gosh it looks amazing in here!” Abbie exclaimed sincerely. I was proud. Tired, but proud. The house really did look good.

She turned to Rick. “Maybe I need to get myself a Vince and turn you into a maid too!”

He playfully grabbed her and gave her thigh a little smack. “Afraid you’re out of luck there hon.”

I realized they must have been drinking at our house and walked down. Rick wasn’t usually that frisky in front of other people.

“Are the kids all asleep?” Kate asked. I nodded, a little proud of that fact as well.

“See Abbie, pretty good right? I get free babysitting, cleaning, all that boring stuff…and I get this guy for everything else.” Kate play punched at Vince’s chest. He smiled and grabbed her wrist, spinning her around and pinning her small frame against himself. I groaned under my breath.

I could smell the scotch on Rick’s breath as he walked up to me, giving my shoulder a squeeze.

“Listen man, err…maid I guess. Just know I think it’s maybe a little weird and all, but gotta say you’ve sure made Kate happy. And listen I’m really sorry you’ve gotta, you know…I mean Vince told us about your little locked up situation. It’s gotta be tough.”

I blushed so red. “Umm…yes Sir…it can be…umm frustrating.”

“I can’t even imagine. Honestly, don’t really even understand how it’s possible!”

Vince was rubbing Kate’s shoulders as he spoke up. “Show them, maid.”

I cringed. “Yes Sir.”

I first reached under my dress to lower my panties, and then lifted my dress for them. I held it up high, spreading my legs slightly so they could examine how the ball entrapment worked if they were curious.

“Oh my god, you poor thing. That’s gotta be the fucking worst.” Rick sounded genuinely sorry for me.

But Abbie sounded genuinely sorry for Kate. “You had to fuck with that tiny thing all those years? Geez.” She whistled. “Could you even feel it? Looks like a tampon basically.”

It stung. Abbie was gorgeous. I had dreamt of ever getting to see her naked, or even in a swimsuit. Instead she was crouched in front of me, mocking my tiny locked manhood.

“It’s okay, Vince is helping me make up for it.” Kate said with a satisfied smile.

I was so humiliated, and ashamed now of how that humiliation was turning me on. My small penis started swelling in it’s cage.

“Oh Rick, look. It’s trying to get hard. Aww…that looks like it really hurts.” Abbie looked over at Vince. “What do you think…the maid has been so good tonight. Can we let it free?”

Vince shook his head. “Yeah, sorry…it has…hmm…I think about three more weeks?” He looked to Kate who had no idea and clearly didn’t care.

“Well, it’s a while. But…you might be able to still help it out. Maid often has something it needs before bedtime, even when it’s been good. I think you’ll be surprised to hear what it is.”

Abbie looked at me, waiting to hear what the surprise need was. I didn’t resist. It was the same feeling I felt so many nights, when pent up sexual energy had nowhere to go, and I needed a resolution to my night.

“Miss Abbie…please if you wouldn’t mind, could I be given a quick spanking before I go to my bed?”

It took a while for the laughter to die down. Abbie looked so genuinely amused and happy as tears of laughter rolled down her cheeks. She composed herself finally. “Okay…okay…you’re serious…”

I nodded, going to the kitchen to get a wooden spoon.

I handed it to her and bent over.

“Please Miss, if you could honor me with fifty hard smacks.”

She did her best, starting ridiculously light and harmless, and eventually causing minor discomfort. I thanked her, standing and taking the spoon back.

“Wait, wait…that was a good effort, Abbie..” Vince said with a tone that made it clear he was patronizing her. “But I know maid would appreciate a slightly more robust set of fifty.”

He pointed to Rick. “Give him the spoon, maid.”

I blushed and walked up to Rick. It felt so so awkward and bizarre. I gave him the spoon. He took it and smacked his own palm with it a couple times.

“You want a hard spanking?”

“Yes Sir.” I said softly.

And so my neighbor obliged me, bending me over and smacking the ass of his former equal over and over.

Couldn't Help It

Frank