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My Feminine Side

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"Oh, yeah, bring Theresa too," Eric said. "And her little sidekick as well, if he's back in town."

"I had such a good time tonight, Eric," I said.

"Me too," replied Eric. "Hopefully we can get some alone time tomorrow if you're able to come."

"I'd love that," I replied, just as Theresa came out of the front door. "In fact, I'm sure that's all I will think about tonight."

Eric kissed me again. "Hope to see you tomorrow then, Karla."

Eric turned and kissed Theresa on the cheek, then watched as she got in the car and we drove away. When we were out on the street Theresa turned to me with a huge smile on her face.

"You look like the cat that ate the canary," I said, smiling back at her.

"I ate something," she replied and we both laughed. We were so happy for each other and we spent the drive back to her house filling each other in on all the details.

"You sucked his cock twice?" Theresa asked, after I had filled her in.

"Yes," I replied.

"Did you like the taste of his cum?"

"Loved it."

Then Theresa told me that when she and Ashley had gone into the boathouse they had spent some time making out, and then Theresa had slipped her hand under Ashley's skirt. Ashley had made an attempt to stop her from going any further, but after a few minutes Theresa was rubbing her pussy through her panties.

"She was so wet," Theresa said dreamily.

Theresa said after a while she had slipped her fingers into Ashley's panties and started fingering her pussy, and that Ashley had an orgasm while she did that, and then she had eaten Ashley's pussy and she'd had three more orgasms before she had wanted to return the favor.

Theresa said the happiest moment of her life was when Ashley's tongue first touched her wet pussy.

"Did she make you come?" I asked.

"Twice," replied Theresa. "Two really nice ones."

"I'm so happy for you, Theresa," I said, reaching over and squeezing her thigh.

"What about you," Theresa asked, "did you get to come?"

"I told Eric I needed to use the bathroom," I said, "and went in the bathroom and jacked off. I came really fast."

Theresa laughed. "Good thinking. No erection problem after that."

"Eric invited us over to go boating tomorrow," I said. "I really want to go, but I can't imagine how to pull that off."

"Leave that to me, sweetie," Theresa replied. "I think I have a couple of ideas.

When we arrived at Theresa's house I changed back into my boy clothes and removed my makeup. Theresa came out of the bathroom wearing only her panties, and I once again thought she had a perfect body.

"Nice tits," I said.

"They are, aren't they," Theresa said, smiling at me.

"I've been trying to tell ya," I said and stood up, holding out my arms to her. She stepped forward and we hugged.

"Tonight was the best night of my life, Theresa," I said. "Thank you for being a part of it."

Theresa looked at me and smiled. "Best night of my life too. Glad we got to share it."

Theresa kissed me on the lips and I headed home. My parents were both asleep so I stripped and got in to my bed, and then fantasized about Eric's huge cock while I jacked off. I fell asleep thinking Karla was going to have to spend most of the summer with her cousin Theresa.

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73 Comments
AnonymousAnonymous2 months ago
Domme One

I never thought i would become a sex slave to my girl friend.We would role play and try all types of fedish sex.I injoyed trying all kinds.She would dress me in womans clothes and use a strap on me.She started out small and over time she would a monster dildo.She would make me suck it and fuck me with it.She went as far to remove all body hair and started me on horemones and soon i had size 36d breast.She would love sucking on them.Soon she wanted me to suck on a real dick and in joy one in my ass.Why i said yes i will never know but soon i found my self sucking a hard cock and one deep in my ass.I now in joy the real thing

Russ4DRuss4D3 months ago

I could follow Karla's story forever! Would love to find that Eric had a secret attraction to Drew. If not, then some other classmate with a complicated connection. Drew and Theresa are so sweet together! Great story.

AnonymousAnonymous5 months ago

L love dressing

Wellywang70Wellywang706 months ago

Excellent story is there going to be any more to this story

AnonymousAnonymous12 months ago

Nice story. A few errors. A major one being that opposite sex siblings cannot be identical twins.

goofypgoofypabout 1 year ago

Excellent story!Totally enjoyed it. Wish there was a follow up.

jrrtolkien420jrrtolkien420over 1 year ago

Wow that was fantastic.

BaileyJayFanBaileyJayFanover 1 year ago

I really want more of these Four...I can see them becoming partners on every way and sure hope Theresa and Karla finally actually admit they are Bi and start having sex of all sorts Theresa enjoyed that blowjob wayyy too much.. Eric and Ashley would be amazing for them to hook up with and Eric has to be Bi as well...with all FOUR of them bisexual the adventures would be never ending...

AnonymousAnonymousover 1 year ago

Wonderfully told story. Somehow I would have liked them to overcome their difficulties, fall in love and end up together.

Patricia169Patricia169over 1 year ago

Echt leuk geschreven ! Wil echt graag het vervolg lezen en zoek wel een Theresa voor me die me zou kunnen helpen :) Top !

AnonymousAnonymousover 1 year ago

great story .. just what I was looking for

a suitable continuation would find Eric turning bi

TysBiGuyTysBiGuyalmost 2 years ago

Wonderful story, so teasing and erotic and sexy

AnonymousAnonymousalmost 2 years ago

We need more story like this one

AnonymousAnonymousalmost 2 years ago

Great story, well written, I'll read it again. I needed such a friend in HS/college, it might have been easier for me giving a bj. In my 50's, divorced, still in good shape, but now have that friend, Meg, my confidante. She introduced me to the first man I ever had sex with, it was unbelievable finally sucking and getting fucked by him.

CharletteCharletteabout 2 years ago

I have read several stories lately that had long term friendships.

I have enjoyed every one.

This story was no exception.

I have known a fair number of lesbians, had a few hit on me but i never allowed a deep friendship to evolve.

This story was so touching with the loving friendship the two main characters developed.

Fun story !

Looking forward to a continuation.

AnonymousAnonymousabout 2 years ago

Very captivating story,never got bored .as someone else mentioned i thought maybe Theresa might consider Karla a sort ot girl friend and they might end up together. Hope you continue the story.thanks

AnonymousAnonymousabout 2 years ago

Great story, I loved it! It would be great if there was second part where Karla fucked Theresa and Theresa fucked Karla with strapon.

AnonymousAnonymousover 2 years ago

What a great story, finally a girl helping to cross dress a friend with no pain, humiliation or blackmail. I loved it.

DiaperboyMiDiaperboyMiover 2 years ago

What a Fantastic story!!!!!! Very well written and engaging. Can we get a follow please???? AWESOME!!!!!!

SciGuySciGuyover 2 years ago

Great story! I wish I had a friend like Theresa.

AnonymousAnonymousover 2 years ago

I like the love story with the transformation, net let him fall in love with her and let him have anal sex together. And down the road his rich parents pay for the surgery

dovbear88dovbear88almost 3 years ago

This is one of the best I’ve read so far, including professional: it’s well paced, the dialogue believable, and the character development robust; and the story was enjoyable! What’s next?

AnonymousAnonymousalmost 3 years ago

Such a happy story! I really enjoyed it!!

You are a really good writer. I especially liked the humorous zingers yiu out in there! They really were fun!!

Like you and others, I enjoyed the parts about the first experiences dressing and voting to stores. You’ve captured them well — even those pesky hardons! As an older runner, I can picture your body and experiences there.

You really led up to quite a fun time at the party! Your descriptions of everything were really good, and made me swoon , lol! Thanks!! Sara Elise

Pat2610Pat2610about 3 years ago

My mother wanted a girl so she dressed me as a female. I didn’t know how I came to love silk on my body. We bathed together and when she shaved her body she made me hairless. My hair was short so I could comb like a girl or boy in school and I alwUs wore panties. As I grew older my mom took me to a specialist and she put me on estrogen. I asked mom to stop as I wanted to make love. I became her daughter and son and we slept together, my father had left us and mom and other friends and she taught me how to please woman and men. I was always dressed as a female at home. I continued the pills and eventually had surgery. Now I am no longer a cd and I’m my moms lesbian lover.

CDsuzie69CDsuzie69about 3 years ago

Oh my, oh my what a beautifully sexy read. Honestly one of my favourites. I wish I was with you when I made myself cum dressed feminine. X

Pat2610Pat2610over 3 years ago

My husband is a sissy and makes a wonderful woman

AnonymousAnonymousover 3 years ago
Loved it

Very good I enjoyed it, took me back to my first time with crossdressing, of course I had no idea that “ crossdressing “ was what it was called at that time but l really liked wearing panties and many other girls clothes. Little did l know it was to become a lifelong thing, with me actually going out in public fully dressed along with many other scenarios. Many of them ended with me on my knees!

AnonymousAnonymousalmost 4 years ago
New Life

I did not think i was feminine i any way i was all male.But growing up in a house with a sister i got used to seeing her dressing.What caught me eye was the girdles and different kinds of the shape wear and stockings she would wear.When she would go out and no one else was home i would look in her things.I would hold up a girdle and hold next to my see how i would look in it.When she went off to collage she left behind most of her things.So when mom a dad went out for the day that met i was free to try her girdle panties and stockings on.Once dressed i had a monster hard on.I never shot a load like that before.I started wearing them under my clothes all the time.Once i got a place of my own i started dressing more and more.But always a girdle and stockings.Once fully dressed my handy men caught me and that started me down a new road sex while dressed as a women.He took me to his basement work shop.Bent me over a bench tied my hands behind my back and ankles together.He did not care i was crying and asking him to let me go.When i looked up he was naked and his dick was in my face.He said he was going to make me his girlfriend now.He forced his dick in to my mouth and told me to suck it.He pulled out and i though he was done but as i would out he went behind me put his hard dick in my butt.That was just the start that and for days and weeks to come for me.

AnonymousAnonymousabout 4 years ago
Perfect

These two are made for each other and don’t need anyone else mmm....

simon_bakersimon_bakerabout 4 years ago

I loved the way Theresa took charge. Karla is lucky to have such a good friend to look after her.

wylderoswylderosabout 4 years ago
What a perfect story, and so well-written.

Loved these two.

Sissies are so hot! Wish I knew one as nice as Karla!

cdCindy1cdCindy1over 4 years ago
please continue

This story is wonderful and very well written. Being a gay CD myself, it would be wonderful to have a female friend to share my secret and to help me dress and do make-up. Please continue this story. It's a great 1st chapter and a lot of readers are waiting to read what happens next. Will Eric find out that Karla has a cock? Will all their friends and classmates find out that Theresa and Ashley are lesbian lovers? Will Karla come out to her friends and announce her love for Eric?

robin48robin48over 4 years ago
liked it all

more stuff with eric and let theresa get laid too

AnonymousAnonymousover 4 years ago
Shame

Would have been 5/5 except for the MonM gay sex. Yuck.

AnonymousAnonymousabout 6 years ago
Wonderful story

I agree with the previous comments - an incredibly well-written, erotic and enjoyable story. I hope there's a part two. One tiny little suggestion - you are an excellent writer and your grammar and sentence structure are perfect. But you need to check on the uses of "to" and "too." :-) You are far 'too' good 'to' not strive for perfection... Keep up the wonderful work xoxoxoxo

AnonymousAnonymousover 6 years ago
Beautiful

I loved this story so much. It was tender and nice without sacrificing an ounce of red hot sexiness. Will come again.

AnonymousAnonymousover 6 years ago
Thank you

Really enjoyed your wonderful effort, so inspiring!

AnonymousAnonymousover 6 years ago
A Story to Continue?

Loved the story! I was particularly impressed with the tenderness and subtle attraction and bi-play in the relationship between Theresa and Karla. Prom night might really be interesting for them.

AnonymousAnonymousover 6 years ago

great story, i couldnt stop reading or rubbing my hard cock, please . keep them cumming

AnonymousAnonymousover 6 years ago
This one needs expanding

Great story, but we all need to know about the prom!

Angus74Angus74almost 7 years ago
Wow 2

You have a huge gift. I loved it

Angus74Angus74almost 7 years ago
Wow

Amazing story. You have a huge. Please continue to share it

AnonymousAnonymousalmost 8 years ago
Five plus stars

Just a really sweet story.

AnonymousAnonymousalmost 8 years ago
If I'm smiling...

at the end of a story, it gets a five. I'm grinning, too bad there's no six.

AnonymousAnonymousover 8 years ago
nice story

Well told and in a very literate manner.

AnonymousAnonymousover 8 years ago
nice story

well one day a lady friend of mind ask if she could dress me up as a girl i ask her why she told me see want to see what a man look like in drag i told her to go for it then i lie to her i always want to wear women things she then said look if i can make you look like a girl will you wear them for a day i told her one better if you can i week them for a month but i have to really loo like a girl but you can not i have small breasts she told me when i did with you your breasts will be a little bigger now she need to be learn that she not always right i knew she had a dido cock i told her if i do look like a girl i will suck your dido cock and do not fore get it will be a whole month well after three hours i was made into a lovey girl with fake breasts when i look in the mirror i did look like a girl i turn around and told her i am all your now miss she then open her robe well girly there some thing you have to do i knew what to do on my knees and she shove her cock in my mouth as i suck her she told me i think i like this you will be my house maid well after a week went by i was doing more women work i now wash her panties and bras by hand and even draw her bath then one day i saw her take some pills i ask her what they were for she lie to me there V.D that all here you can take them to well it just a week left and i ask her to remove my fake breasts they were hurting me she said yes she remove them and wash them off as she did i told her that feel nice then she pinch my nipples yes i said she told me i see my girly like her nipples pinch that when she put her lips around my tit and suck yes that feel good just then i told her please make me your girly she ask are you sure yes i told here then you do as told yes miss i will then you show me your your pussy ass hole i did as told that when she shove her dido cock up my pussy ass hole and after a year i became her house girly boy

AnonymousAnonymousover 8 years ago
loved this story

always nice to see sissies in a really positive light.

thongpantythongpantyover 8 years ago

Im sorry, I am late to the party. Loved the story.

Please put me down as 139 on the fav 's list.

P.S. more PLEASE!

AnonymousAnonymousover 8 years ago

What a great story, I would love to have a

Friend like Theresa. xxkirstyxx

AnonymousAnonymousover 8 years ago
SO CUTE

Love they way the story showed the friendship between Karla and Theresa, and still managed to be so erotic! Great story, I hope you keep writing :)

dacoach44dacoach44almost 9 years ago
Good for them

Nice story; good to see two pals figgering things out.

AnonymousAnonymousabout 9 years ago
Too close to home!

Lovely story - well written and not hurried.

I came very close to this a few years ago. My girlfriend and I were making love in my office when she began lightly stroking my body with her slip. Then she stroked my legs with her nylon stockings. She asked me if I liked it, then rolled her nylons and drew them up my legs, followed by her panties. Needless to say, I have enjoyed wearing womens'4fp clothing ever since.

Shortly thereafter we went to a Halloween party as 'sisters'. When I became concerned about being approached by a man she said to just act naturally and to follow up if romanced - in fact she suggested that she would very much enjoy it if I were to do with him what she did to give me so much pleasure. I objected to the seed she planted, but was secretly excited by the idea.

Although the alcohol flowed freely and I was asked to dance, I was too scared to follow up on the opportunity - I have regretted my loss ever since.

By the way, the name we chose for her 'sister' was......Karla.

AnonymousAnonymousover 9 years ago
Great Story

Great Story wish it was me!

AnonymousAnonymousover 9 years ago
Theresa and Karla

A wonderful story. You had me from the start. I wish I was a size two.

SparkyMark1961SparkyMark1961over 9 years ago
Loved it

That has got to be one of the best stories that I have read on Lit. Normally I do not read stories this long but you had me hooked and I couldn't stop. Great Job.

AnonymousAnonymousover 9 years ago
loved it

I loved the story from the start to the end

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