Wife discovers husbands sissy secret

by SecretsissyJ

10 May 2023 8160 readers Score 8.7 (49 votes) PDF Mobi ePub Txt


Hi my name's Jeremy and I've been married to my wife Cindy for 20 years. Cindy had always been the dominant one in the relationship as she started pegging me and making me suck it early in our marriage and always told me what a good cock sucker I was. Well over the years I began watching sissy/crossdressing porn and actually started crossdressing my self. I had a G string, a thong, a skirt, stockings and a couple thrusting butt plugs hidden in our room.

Well one day my longtime friends Dennis and Channing called and asked if I wanted to go to a fishing resort for the weekend with them. Well I love fishing so I told them I'd definitely go. I told Cindy and she told me it sounded fun and that I deserved a weekend getaway. That night I was laying in bed and she came out of the bathroom with only her 7 inch strap-on on. She layed next to me and told me so stroke her cock. I started stroking the cock as she forced my head down and told me to "suck it like a good little sissy slutt". My heart dropped I couldn't believe what I'd just heard her say but it got me very excited and I sucked it with passion until she ordered me to bend over and  forced the big cock In my lubed up ass and once I took every inch she began ruffly pounding my tight ass until we both came. Then it was good night.

When I woke up in the morning Cindy said my bag was packed and not to open it till I was at the resort because she'd put in a surprise for me. Channing called me and said they were on their way to get me. I grabbed my bag, gave Cindy a kiss and left for what I thought would be a relaxing weekend.....boy was I wrong.

We got to the resort and headed to the front desk to grab our room key. We went to our room and decided on who was stuck sharing a bed since there were only 2. It was decided me and Dennis would share a bed wich I didn't mind. I threw my bag on the bed and went to the bathroom. When I came out my friends both had huge smiles on their faces. After a bit I decided to jump in the shower so I grabbed my bag and walked into the bathroom. I stripped naked and got in. After my relaxing shower I got out and dried off then opened my bag to get dressed....my heart dropped.

My wife had filled the bag with my secret collection of girl clothes and butt plug she had apparently found. I went into panic mode and went to put on the clothes I had taken off but they had disappeared. Now I didn't know what to do. 

Suddenly my wife texted me and it read " I found your girly clothes and your butt plugs and decided to put a video camera in our room hidden I now have video footage as proof of what you really are so you better to do it as instructed. Now put on the girl clothes and put in the bug plug and go play with your friends....if you don't you'll be very sorry.

Oh they already know everything I sent camera footage to their phones."Feeling like I had no choice, and turned on, I inserted the butt plug and dressed up in my sissy clothes. I was all ready to reveal myself but couldn't get myself to leave the bathroom.

My phone rang it was my wife on video chat. I answered and Cindy asked me to point the camera to the mirror so she could see me. I did as instructed and saw the huge evil smile on her face as she said "you look so sexy now get out of the bathroom and share yourself with your friends. Don't put the phone down till instructed I want a POV of what's happening."

I took a deep breath and exited the bathroom. My friends had been swigging tequila while I was in the bathroom and we're already pretty buzzed as Dennis said " I always knew you were a little sissy bitch. Hi Cindy" then Cindy smiles again and says"hi Dennis doesn't your friend look hot? Show her a good time guys I'll be watching."

Suddenly Channing walks up and tells me to turn around. I did as instructed and he lifted my skirt with 1 hand as his other hand smacks my ass. I was now more turned on then ever before. He took my phone and  walked over to the bed and layed down and ordered me to do a strip dance for them. I was so turned on at this point that I didn't hesitate and began my sissy tease show....

I began slowly running my hands all over my body, smacking my own ass, spreading my ass cheeks, rubbing my little titts and playfully smacking my cock area. I looked dead at them, smiling, as they had taken there clothes off and were stroking their rock hard cocks. Channing had a thick 7 inches or so and Dennis had a huge thick 9 inch cock.

Suddenly I heard Cindy in speaker telling Channing to put the phone to where she could watch. She then orders me to sit between them and please them with my mouth. I did as ordered and put a hand on both cocks and began stroking." I said with your mouth bitch right fucking now" said Cindy.

I lowered my head and began licking Denise's cock before inserting it into my wanting mouth and sucking like a pro from all the dildo practice at home. I went back and forth sucking both their dicks. "That's a good girl gotta get them nice and hard. Is my little sissy ready to get fucked? Grab the lube from your bag then get back in bed."

I did as told and got back in bed. "Now I want you to tease them even more by lubeing up that hairless little hole of yours. Turn around and show them what they get the pleasure of fucking. "  I got on all fours and lifted my skirt up exposing my already inserted butt plug. I slowly pulled it out and lubed it up. I put it back in it's place and began slowly fucking my tight ass. "Now turn around and lube up Channing.

I want you to sit on his cock and ride it while sucking Denise's cock." I filled my hands with lube and grabbed both their thick cocks and began to lube them up. I then got onto Channings lap, move my thing to the side and sat down on his dick, slowly taking every inch as Dennis stood up and slapped my face with his massive cock.

I began sucking off Dennis while bouncing on Channings cock as he held tight on my hips. I was in sissy heaven and loving every second. "Now get off his dick and get on all fours you sissy slutt" I did as told as Dennis positioned himself behind me and gave my ass a slap. I instinctively wiggled my ass as he gave it a couple more slaps. " Oh my got Dennis has a huge cock I hope your ready to take it all.

Now BEG Dennis to pound that tight lil ass with his massive cock"'. And beg I did, wiggle my ass I said" please fuck me with your huge cock Daddy" Dennis grabbed my hips and slowly began inserting his dick inch by inch. It was a little painful at first but once every inch was inside me I felt pure pleasure as he began to speed up the pace of his cock driving hard in and out of me as I began moaning loudly"yes daddy yes oh my God yes" Channing sat I'm front of me and I began sucking while taking the pounding of a life time.

Suddenly I felt Channings cock explode in my mouth I tried to take his cock from my mouth but he held my head down saying " N ot till you swallow every drop....so I did. I'd never tasted cum before but I loved it. I could suddenly feel myself getting close to cumming myself without even touching my pathetic little clit.

Then Dennis grabbed my hips even tighter as I felt him warm cum squirting inside me I then began to quiver myself and scream and pleasure has come started spitting from my little clitty.  

We all laid down from exhaustion after I grabbed my phone with Cindy still watching.  " That was the hottest thing I've ever seen I came 3 times watching you guys.  Have a good night guys and feel free to use Jeremy.... better yet Jamie all weekend have fun. I put the phone down and we all passed out with smiles on our faces.