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Caught By My Assistant Emily

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Emily was understanding of my situation. "That's too bad but I get it. I'm not sure how I would react if I had a husband for over 20 years and then found out he's a gay sissy faggot cocksucker. I would probably divorce him too. We will keep your secret because we don't want to ruin your normal life. If and when you are ready to tell your wife then that's up to you. We're just going to have a good time with our new sissy faggot friend."

So we decided to get together with Shelly, after Emily tells her my secret, and she said I should wear my sexy lingerie under my male clothes. We can watch some gay & CD porn at her apartment while we figure out what sexy fun to do. They will go shopping with me to buy me some sexy high heels and they will teach me how to do make-up. We would have to do this during business hours or maybe on our lunch time because I can't get away on weekends or evenings due to my wife. I was looking forward to having some fun with these 2 sexy ladies and I got a hard-on thinking about them watching me suck a cock and get fucked.

Evelyn noticed my hard-on and said "looks like you need to take care of yourself. Why don't you jerk off for me now. This can be our first play session." So I opened my computer to one of my favorite CD Pornhub videos, I pulled my pencil dick out of my favorite pink panties, and I stroked my cock to completion while Emily watched me. She had a big smile on her face, one hand down her pants rubbing her clit and her other hand rubbing the nipples of her big beautiful tits. I thought to myself that this day turned out to be better than I expected.

If readers are interested, I can tell you what happens next. Please comment and let me know.

To be continued

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42 Comments
AnonymousAnonymous21 days ago

I sucked my first cock in an adult theater when I was 21, and I have been having sex with guys in secret ever since. My wife has no idea.

AnonymousAnonymousabout 2 months ago

Please continue this story

AnonymousAnonymous3 months ago

Loved the story as I took love to worship cock while wearing my panties and bra. I cannot pass by any means but, that excites me more. I love my looks like a man wearing panties and bra while sucking cocks. Love being humiliated as a gay sissy cum slut.

AnonymousAnonymous4 months ago

Delightful story! I was hooked at the very first affirmation “I will find a cock and worship it” 💋 Thank you for sharing your creative talents. I yearn for such a culmination in my life someday!

ShortyMacShortyMac4 months ago

I loved your story. Well written and so sexy too. Back in the 1970’s when I was about 20 I figured out I was bisexual and an exhibitionist to boot. When I was in the Navy and 18 I use to hang out at a nude strip club on weekends. One Friday my chief told me to get my hair cut by Monday. A few doors from the club was a clothing store with a barber working out of the back room. His name was Pete. he was in his 50’s good looking and in good shape. I stopped in to ask him could he cut my hair. “Come back in half an hour I’m cutting a guys hair right now.” Went to get a burger and returned in 30 minutes. Pete sat me in the barber chair and said be right back. He had to lock the front door as his partner had left. He then started washing my hair. It was the first time anyone had washed my hair as my father had always cut my hair. It was very sexy to me. The past few months I’d been going to the bookstores getting blown and blowing guys. Other that that I was an anal virgin. As Pete was washing my hair as he moved around the chair his crotch brushed against my arm. I didn’t react figured it was an accident. Then it happened again I I thought to myself “Was he hard?” Then as he was cutting my hair it happened a third time and I knew he was rock hard. That got me turned on too and I got hard. My pants were tented big time. When Pete finished cutting my hair he pulled out a vibrating device that strapped on his hand. Started to rub my shoulders with it. Awesome feeling. Then he reached down and used it on my hard cock. Damn was so erotic. Then he unzipped my pants pulled them down to my knees and started to suck my 7 inch cock. I twisted around unzipped his pants pulled his 7-8 inch cock out and started to suck him. After 10 or so minutes we stopped and Pete got a bottle of lube out of a drawer. He pulled off my pants and shirt then pulled me down the chair till my ass was hanging off the edge of the chair. I told him I had never had anal sex, he told me he’d be gentle. So he lubed me up and his cock to. He took things real slow. Once he entered me he held still till he felt me relax before he pushed in me any more. After a bit he was totally in me and I loved it. He started to slowly move in and out and when I relaxed totally then he really started to pound me. He started to stroke my hard cock, but I had to stop him or I would have cum was to soon. When he got close and told me he was I grabbed my cock and started to stroke it. Then he started to cum and that really set me off. I came so hard the first shot hit my chin. After we both finished Pete got several towels and cleaned us up. When we left the store he told me to come with him. We got in his car and next thing I knew we were at his house he shared with his partner in the clothing store. I spent the weekend with Pete and many other weekend over the next few years.

AnonymousAnonymous7 months ago

Delicious!! Eager to take part 2 in my mouth and swallow also. Keep up the excellent writing sweetie 💋

MachoSissySubMachoSissySub7 months ago

I loved the story. I love wearing panties and nyons. I've sucked a couple of tgirl cocks, but never to completion. I've only eaten my own cum and the cum of other men put of women's pussies. I love eating cream pies out of freshly fucked cunts.

Ironically, I don't like regular men, so Id like to meet some attractive CDs to play with. I could suck a regular guy or get fucked by one only if one or more women were watching. The two girls in your story make it especially interesting to me. Thanks.

CuckyJimmyCuckyJimmy11 months ago

Oh, I can so relate…although never caught. Off to part 2.

AnonymousAnonymous12 months ago

Similar home situation, same cravings. I would love to be cdCindy1

AnonymousAnonymousabout 1 year ago

I have the same fantasy about my wife. I would love to suck her lovers dick hard then guide it into her pussy and lick her clit till he would cum. Then I would eat his cream pie while he fucks me in the ass. When he is ready to cum again he would pull out of my ass and I would finish him with my mouth

AnonymousAnonymousabout 1 year ago

Oh Cindy, I love you

4yourpleasuriam

LarryAmoreLarryAmoreover 1 year ago

I think I love you.

I would love to be your top. I could make love to you daily. I could orally love your rosebud and cock and then spend myself in your ass!

Wish you were near me in Florida. We could be lovers!

AnonymousAnonymousover 1 year ago

I am in a very similiar situation. I have no sex at home. I want to dress and even had a man who wanted to help me and share a room after my transformation. I chickened out. I like pink panties too and am very submissive to dominant men.

AnonymousAnonymousover 1 year ago

please continue its a turn on thank you

1reddawg121reddawg12about 2 years ago

Please Continue with Chapter 2..I'd Like to see Him let his wife know And she be onboard 110%..

SissyTaraSissyTaraover 2 years ago

Decent start. I’m definitely looking forward to Chapter two.💕

cdCindy1cdCindy1over 2 years agoAuthor

Chapter 2 just submitted -- I finally got it done. I hope all the readers enjoy it when it gets published.

cdCindy1cdCindy1over 2 years agoAuthor

Sorry everyone. I've been really busy with work but I'm almost ready to submit chapter 2. Hopefully by the end of this week.

Anallicker01Anallicker01over 2 years ago

I just got done reading both posts from October. It has been almost 4 months with no further writings! I hope you are not ill! (Covid) Your readers want more "stroke" material & so do I!

Sissyboy48178Sissyboy48178over 2 years ago

I loved it, this was a great beginning.

watchdwagwatchdwagover 2 years ago

Good start CD - keep it cumming!

Slaveslutpatty69Slaveslutpatty69over 2 years ago

It's my story except my assistant is a male. He made me suck his cock the first time. The second time, after sucking him hard, he bent me over my desk and fucked my boicunt after demanding his slave beg to be fucked

AnonymousAnonymousover 2 years ago

I like your storie

cdCindy1cdCindy1almost 3 years agoAuthor

Chapter 2 coming in the next week or two. I'm also working on Chapter 3 because I've had some interesting adventures with Emily and Shelly which I want to tell everyone about. Just need to find the time to get it all down in writing.

Hugs & kisses,

cdCindy1

AnonymousAnonymousalmost 3 years ago

I wish I was there instead in my pink panties

AnonymousAnonymousalmost 3 years ago

love this store, keep it going.

AnonymousAnonymousalmost 3 years ago

It was a bit jarring to see Emily turn into Evelyn in the last paragraph. Please correct it.

Otherwise it is a great story, all the better because it is true. Please don't turn this story line into fiction. Keep it real life no matter how the reality turns out.

ChloecrossedChloecrossedalmost 3 years ago

I ❤️ The affirmations and plan to adopt them for myself! Xxx

ProfQ1955ProfQ1955almost 3 years ago

So hot the escapades the three of them could have would be a fun read

SissyCrissy6245SissyCrissy6245almost 3 years ago

Ohhh. Mercy Me..must have some more of this amazing thread. I will be in Christine's frilly, feminine LINGERIE ....engorged clittycock at the ready.......for some sweet gooey YUM-YUMZZZ........ xoxoxo ;-)

AnonymousAnonymousalmost 3 years ago

there must be more...? part two?

AnonymousAnonymousalmost 3 years ago

Please continue. You have me in suspense.

SBMichySBMichyalmost 3 years ago

Love it cant wait to see how story unfolds

AnonymousAnonymousalmost 3 years ago

Please continue!

robin581000robin581000almost 3 years ago

I loved it and being a sissy CD myself I have often fantasized about being caught by one of my associates at work. Can't wait to see where this goes.

jfh55jfh55almost 3 years ago

Need to hear more of this story soon please. Email me when you have more can't wait to hear from you

sp9983sp9983almost 3 years ago

Since he can't tell his wife, he can be Emily's and Shelly's cuckold sissy.

AnonymousAnonymousalmost 3 years ago

I am an oral Sissy and luv to suck cock in panties too, I can't get enough !

Tell us what happens next !

Sissyjackie2008Sissyjackie2008almost 3 years ago

love this story. I too am a married sissy faggot crossdresser.

HeatherMaureenHeatherMaureenalmost 3 years ago

A good begining! I experienced it from the other side ... I was the office asistant ... caught when I was supposed to be alone in the ofice for two weeks and got brave enough to dress as a secretary should at the office when the boss came home early!

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