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I wore his wifes clothes
Posted:Oct 26, 2021 10:14 pm
Last Updated:Oct 27, 2021 8:07 pm
2129 Views

Twice in my experiences I have done this...sort of.
The first time was about 20 years ago and I had a daytime date with an older man at his home while his wife was away at work.
Not sure if we can talk about this here but he and I shared puffs on a wacky tobacky cigarette before I dressed up.

When I was all made up, ready and dressed to thrill I walked out to him in his living room I found he was asleep on the couch. I tried to wake him but he admitted was too out of it and just wanted to sleep.

So there I was, all dolled up and nowhere to go and no one to blow. I had planned for this date for months. Took a personal day off from work and everything and this old fart couldn't handle his shit.

What did I do?

I went into his bedroom and was going to get myself off on his bed when I glanced at the closet door that was wide open. His wife's dresses, blouses, skirts and shoes were there. I went through her wardrobe and tried on the the things that caught my fancy and almost fitted. I took pictures in them too.

I rubbed myself to orgasm in two of her outfits. After like 2 hours he woke up and wanted to play. I had put her clothes exactly as I found them (or as close as possible) and I played with him for a bit then went home.

The second time was a couple of years ago and it went a little further. I was visiting a new FWB. He was house sitting for his ex-gf.

She knew his predilection for gurls like me and he told her I was going to visit him when he house sat. She was cool with it all but made a rule about us not doing it on her bed.

He told me of the rule after I came out to him dressed in a miniskirt and heels. We embraced and kissed and looked at each other in the eyes. We both knew what each other was thinking and went straight into the ex's bedroom and went onto her bed making love and fucking all night.

In the middle of the night while he slept I got up and went through her closet. There wasn't anything I found sexy. He woke up and found me going through her clothes and he got up to show me where her lingerie was. He pulled out some nighties and asked me to try them on for him which I did.

This excited him as we went and fooled around into the morning hours while I wore her nighties and babydolls.

It was fun.
0 Comments
Do other gurls feel this?
Posted:Oct 26, 2021 10:09 pm
Last Updated:Jan 13, 2022 5:43 pm
1668 Views

Call me crazy but I often fantasize about meeting up with a male and we make out then after giving him some oral sex, he lies me on my back and holds my legs apart and enters me. We go at it as he asks me who I belong to, makes me declare that I am his slut, etc.

Then he tells me he is going to seed me.

Make me pregnant.

I know its impossible but the fantasy drives me wild.

Does anyone else share this fantasy?
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un-sissy like behavior
Posted:Oct 26, 2021 10:05 pm
Last Updated:Apr 26, 2024 9:9 am
2570 Views

It happened to me. I had become cock obsessed.

This probably stems from the past few lovers I've had.
I don't know what it is but I prefer my lovers to be older gentlemen. The thought of entertaining someone younger than me weirds me out but unfortunately the mature guys of late lack in stamina and load volume. Some could romance a gurl like no one else's business but when time came perform they could not rise to the occasion. I'm not saying all older men are alike mind you, just the ones I've met.

The last time I got to play but it turned out to be the same old thing. It was so frustrating. For a New Years resolution I promised myself I'd dress more and have sex more. I put an ad in DL to see what was out there and I ended up getting replies from more younger guys than older. One guy seemed to be more different than the rest so I decided to meet with him.

He was 30 and in town on business and wanted to play in his room. He left me the key to the room and I went in early to get ready for him. When he got in we made introductions. He was nice and a perfect gentlemen. One thing lead to another and we ended up making out on his bed.

It was hot and passionate. He seemed to know and do everything I've ever wanted done. Something came over me made and I went for it.

His cock was hard as a ROCK. I sucked on it for what seemed hours but it was like 30 minutes it turned out. This was so much different than lovers before. The first time he came was when I jerked him off lying beside him making out. I couldn't believe how much jizz shot out and how high it shot out.

After more kissing he was ready to go again. In no time he was hard as a rock. This time I sucked him off more but I wanted to see it come so I pulled it out of my mouth and began stroking it fast and hard.

Something came over me as I saw the first spurt shoot out. I immediately I cupped my hand over the head as he came. I began to rub his come all over the head especially -- under the head -- as it was spurting out more and more come. He squirmed around big time and moaned loud telling me to stop.

I didn't.

It was fun seeing him lose it as he came. I rubbed all his load all over the head and shaft asking him "Do you like this?" all innocent like.

"Oh yesss!" he said.

I let up on him as he breathed hard and came to his senses. I got up to wash my hands. He asked me to return the next night but I couldn't so we made arrangements to see each other when he came back into town.

Since then all I think about is playing with a mans hard boner sucking it jerking it off making it come so I can rub his come all over his dick as he comes. It was like for a brief moment I had power over him. Crazy huh?
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Now that it is legal...
Posted:Jul 2, 2015 7:42 am
Last Updated:Mar 9, 2022 5:33 am
5043 Views

In the early 90's I was in my late 20's and a closet CD.

I had met an older gentleman whom I shared a pantyhose fetish with. I'd come to his apartment and I'd dress up for the night (or weekend if time allowed) and I would be his slutty girlfriend.

He liked that I dance around in front of him in short skirts or dresses in hose and heels until neither of us could take it anymore and I would end up on my knees giving him a blow job.

We saw each other almost 2-3 times a month.

From time to time he would talk about gurls who had SRS. The subject fascinated him he told me. It wasn't something for me I told him.

Then on the night that was our 6 month anniversary he stunned me.

As I came out of his bedroom all dressed up ready to begin our night of fun ,I found that he had his living room filled with lit candles and he had a bouquet of roses in his hand.

He came up to me got on one knee, handed me the roses and then pulled out a ring and asked me to marry him. It took me by total surprise.

He said he'd pay for the whole transitioning/SRS and after I had the surgery we'd get married. His only request/demand/stipulation was that we had to have sex 5 times a day. I thought that was odd. Why not 4 times? Why not 6?

There was just one hitch. I had 2 small at home. My sex life and my home life were two entirely separate things and I was going to keep it that way.

I was flattered but I had to tell him no.He said he understood but asked that I wear the ring for our tryst that day which I did.

For the next year I would wear the ring whenever we got together. About 2 months after he proposed and every time we got together from then on he'd bring it up the subject of SRS again and I would have to tell him no and why I chose to say no.

He even offered to adopt my which was kind of weird to put them through I thought.

Finally I had to stop seeing him.It was too much for me to handle.
1 comment
My first time
Posted:May 11, 2013 1:25 pm
Last Updated:May 11, 2020 2:20 am
5443 Views

I had been dressing in secret on and off for years. By the late 90's I had tired of dressing alone,so turned on by what I saw in the mirror I always ended up various ways of self gratification.
I wanted to take this further.I wanted to act out the fantasies that happened behind closed doors.So I ended up putting a personal ad in the local free rag.
7 guys replied in hopes of meeting me.5 left pager numbers.2 left actual .
When I called one,it probably wasn't a good time for him to talk as he whispered "Call back later" and hung up.
The other had plenty of time to talk.I explained that this was my first time blah blah blah and he still seemed interested.We talked many times over the next week.His name was "Rick"(not his real name).
He invited me over to the bar he owned so we could check each other out.He said to come on Friday night 8pm so it wasn't too obvious just in case his wife was working there too.All this was on the side.Sounded good enough to me.
Friday night 8pm came.The place was packed ,so I settled in at the bar and waited to introduce myself to Rick.He was swamped running the place but we did get to talk.
The wife wasn't there it turned out and he invited me back later when he closed up.He had a little office in the back he said where I could change clothes and we can play.

I returned after closing and knocked on the back door of the place.He let me in real secret like.His mood had changed.He was all anxious and agitated.Is this what it's like before meeting ol' one eye?

Turns out wifey called after I left and gave him grief for working the bar on a Friday night.

He said she was likely to come over to check up on him but we probably had a couple of hours to play.The clock was running.
I dressed up in my best outfit:a black teddy with black sheer pantyhose and black high heel pumps.This was the fastest dress up time ever for me.

When I was all done,make up and all, I walked out to the bar where he was working.
"Oh yeah Baby" was all he said as he came over to take my hand and led me to the bar where I sat on the stool and he stood next to me and stared at my legs.I guessed he liked what he saw because I braved the first move and went to touch the bulge inside his pants.

He was ready I could tell and he told me to go back to the office and he would lock up and then we could play proper.I nervously made my way back to that office and waited for him.

He returned and locked the office door.He dropped his pants and told me to come on over and see what he had.Smooth huh?

I walked up to him,condom in hand,and knelt down in front of him(traditional gal that I am). I reached for it and pulled it out of his underwear.It was hard and very warm.It looked like some pre-cum been around because the head glistened a bit.Each touch or stroke I gave it seemed to make Rick squirm and say more "Oh yeah Baby"'s.

I figured no harm kissing it so I kissed it on the side of the shaft.It was very warm through the lip gloss and lipstick I wore and receptive to touch of my lips.The boner actually seemed to throb more as I kissed it.

As I opened the condom wrap,I wanted to see what it was like at least one time to have it in my mouth so I quickly(and nervously)moved my mouth over it.Rick didn't seem to mind.

My mind raced.It was hot and kind of doughy I thought.Different than what I had imagined.Maybe 4 or 5 seconds went by when BAM! A door slammed out front in the bar.

I took the boner out of my mouth with my hand like a lollipop.It was getting soft.
"RIIIIICK?!" went a woman's voice.It was his wife.

She showed up earlier than he thought.Rick had a terrified look on his face as he fumbled to get dressed.I stood up and tried to remain calm.My first time and I was being busted by the Guys wife no less!What was gonna happen?What was she gonna think?...

"Hey man you need to go now",Rick said,"hide and let yourself out in the back."

"Was I dressed sexy enough for you?" was all I could muster to say.(True trannie huh?)

He seemed bothered that I asked.(rightly so I guess...his marriage was moments away from ruin)

"Darling you looked GREAT,now dress down now!" and he left the office to confront wifey.

As I hurredly changed back into drab I heard a ferocious but telling argument out in that bar.Seems the bar was owned by HER family but HE worked the place for them and he was spending too much time running the place.She then accused him of fooling around with the waitress.Don't want to think what would happen if she had arrived minutes earlier.

I crept out the back exit a little wiser and bit more experienced.I never heard from Rick again.
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Post Poster Post Date
Now that it is legal... (3)EWGuy
Jul 2, 2015 8:21 am
My first time (1)luver4u502
May 12, 2013 3:47 am