Saturday, February 2, 2013

Mr. Lane's Sissy

Last month, I told Mr. Lane, the counselor at my school, that sometimes I like dressing up in girl's clothing.  I thought that maybe I was crazy and that he would be able to help me.

Mr. Lane was really nice.  He said I wasn't crazy at all and that there was nothing wrong with having "girlish feelings."  He asked me a lot of embarrassing and personal questions. He asked me things like if wearing satin panties made me excited and if I ever thought about kissing boys.  I guess I answered the questions well because he was smiling a lot and kept saying, "That's good, very good."

He said that he would help me but that for my own good it would have to be "our little secret."  He told me that I should meet him at his house every day after school.

The first time I visited his house, he showed me a whole closet full of girl's clothing and shoes and wigs and stuff.  He said that it was important for me to "embrace my feminine feelings" and "explore and experience girlish things."  He showed me how to do my make-up and stuff.  He let me wear a dress and took some photos of me before I had to change back into my boy clothes and go home.

It's been four weeks since that first visit.  Everyday I rush to Mr. Lane's house as soon as school is out.  I do my make-up and put on girl's undies and whatever dress Mr. Lane left out for me to wear.  I hurry so that I can be all ready and look very pretty by the time Mr. Lane gets home.

Mr. Lane said that today would be very special.  I put on the pretty flowered dress and matching hair bow that he had left out for me.  I met him at the door when he got home and he handed me a big bouquet of flowers.  Then he hugged me and gave me a big kiss.  I didn't really like that but he said it was part of the process of understanding my girlish feelings.  Then he told me how beautiful I looked and that made me feel happy.

We then moved to the couch where he told me to sit on his lap.  I had never done that before and it made me sort of nervous but I did it anyway.  Then he started kissing me some more and running his hands all over my body.  I could feel that he was getting an erection.

"Today, I'm going to teach you to be a real girl," he said as he unzipped his pants.  "Now get on your knees."


  1. i must confess this was very much a school fantasy I had putting on the clothes left to me, having my most intimate secrets revealed as if he were really caressing me mentally.And that would lead to be on his lap being fondled before being commanded to be on me knees with his erect cock at the ready, to be taken, like the sissy i am, for his pleasure.

  2. Excellent story Linda! What sissy wouldn't fantasize about being in that situation?!


  3. I started dressing and wanting to make the body match long before I was being dropped at my uncles, for something similar to this.

    I should be the last one to comment on this, as the reality wasn't like the fantasy. But, in all essences , I think the happiest thing I remembered as a child, was the day, that sex change was possible.

    Wasn't long after that at age 19, I was on a few purple pills a day(Premarin-2.5mg) / doctor was Richard Murray and he wanted to make me his last surgery, as they were getting ready to take his license. Woulda, coulda, shoulda. Didn't let him, as his history for surgery and statistics were so bad, that often the girls would squat to pee and the stream was headed skywards. With countless corrective surgeries, to correct his. Even though I went thru a medical board of I believe it was either 11-13 doctors and lived full time for a year prior.
    He had a heart of gold, as well as a wonderful human being and quite compassionate indeed.

    I look back on that day and kick the crap out of myself, for not letting it happen, even knowing there would be 4-5 surgeries to correct, by other doctors. It would have stopped the process of male, as Premarin isn't like the newer spiro and estradiol. Wonder drugs of today. And the surgery is so much better. Young and dumb, as I called myself looking back.
    I now lean towards facial feminization surgery and wait, but have B-cup and flowing into C's. I'd of stopped other things as well as would be nice to be happy with me first, before helping other's out.
    Sometimes I often find myself doing it just to feel better. Don't get me wrong, I love doing things for other's. but, just as I'd love to find a partner in life, someone, for whom truly knows me, as other's would I'm guessing.

    Better stop there, as I'm going in a different direction here. Lol. I so love people, for whom make an effort in life, as well as take the time to show their beauty to the world. Hugs to you, as well as your blog.
    Sincerely; staci

  4. so wish this happened to me.. great story xx

  5. I'm not sure this is a good thing, but reading your post made my sissy clitty hard. I was sissified years ago by my christian girlfriend who took good intentions of celibacy, i.e., no fucking her, but did in my weakness, enjoy jacking me off with a reach around. The way it would start was the same the first year. She would come over, I would wear really tight nylon swim trunks with a layer of material holding your dick, and the outer layer, thin nylon, for looks, I guess. I would pull my cock out of the first layer, and have it rock hard sandwiched between the nylon, and on top of the mesh cock pouch. This I did for easy access so my dick would 'accidentally' become exposed as this hot 25 y/o innocent(HA!) fucking evil bitch was rubbing my thighs as I lay back. Both of us watching tv, not looking at each other, and with each squeeze, she would slowly, we're talking centimeters here, slowly move her hands closer to the edge of my tight shorts. I would sneak looks at her when she did look at my cock outlined in black nylon. This dance played out until she would just pull my rock hard cock out and begin jacking me off, or I couldn't stand it, and I would look directly at her, catching her eyes, her mean, powerful, dirty looks, so hot, and I would stick my tongue out, lick my lips, and then, very aggressive compared to the hour before, I would start flicking my tongue at her like a snake. I thought I was blowing her mind, but in reality, she probably sent her demons into my mind, body and soul, and she had them get me to act like perfect who has a tongue set on fire, by Hell. I saw Heather Hunter, porn queen of the 1980's, always flicking her tongue at her prey, man or woman, and then it was on. I just did what Heather did to me, a chump, to Janice, and she rewarded me by taking to my fully erect cock, and start whacking it until I was summing all over her hands and my stomach, and those tight, short black shorts. This type of, accidentally, showing Janice my hard cock began to get my totally overt and shameless, rather than passively setting up a trap. Janice had a chiseled face with cute dimples, jet black long curly hair, sexy as fuck blue eyes which were so sweet at church, work, gatherings, but alone, she brought out the mean, powerful eyes that controlled my cockinstantly the first time she threw me one of her hard dirty demonic inspired looks. I had no control, no resistance, no warning, so sudden, surprising, shocking was the look this hot bitch stunned me with...yet she had one more surprise that would change my destiny from the stud, young womanizer who fucked a lot of girls, hot girls, to a sissified, cocksucker, acting like a girl and becoming a sissy cocksucker feminized by her spell, and exploited my secrets of cocksucking when I was 11 by jacking me off, and when I would start summing, she would say things like "Not bad, for a cocksucker", and "you are a faggot, I know you are a cocksucker, and it only takes one time of wrapping your boy lips around a cock to become forever a cocksucker, and no longer a man that should be allowed to fuck girls....because girls don't fuck fags. Janice's secret weapon that got me willingly to bring out my desire to be a girl, and act like a girl while she jacked me off with a reach around for years was her god-damn perfect fucking ass. Janice has a perfect bubble butt, apple bottom ass that she hid wearing her conservative baggy clothing...until one night at the singles bible study, she walked in, and that was it.. Her ass was so perfectly silhouetted and framed by these demonic tight sexy fucking jeans that left little for the imagination.