Unbearable desire

adminNovember 18, 202519 min read3.2K views

Introduction.

My name is Sergey, I’m 22 years old. I grew up like all the boys: the same games of football and basketball, going to school. No different from others. But at the age of 18 I first wanted to dress up as a girl, and already at 18 I had my first experience as a woman. How it was and how I came to this will be discussed in this story.

First time: beginning.

The long-awaited call rang. The time is half past nine. I had just finished painting my lips and, straightening my skirt, went to open it. Passing by the mirror, she looked at herself: a blonde with a short haircut, with a second size breast, in a black sweater, a miniskirt, stockings and

high-heeled shoes. Feeling satisfied with myself, I went to the door and opened it. Uncle Vova, my neighbor in the stairwell below, stood on the threshold. “You don’t have a spare light bulb...” - he paused because he immediately recognized me and, judging by the expression on his face, he was simply shocked...

History of transformations.

It all started suddenly. My friend Lesha asked me to help him at work. The office he worked in was moving, and he needed to load all the office equipment into the car. I agreed to help him because it was summer holidays and I needed to keep myself busy with something. We carried chairs, some folders, bedside tables, and secretary Nina put papers into folders. In just 30 minutes the gazelle was loaded, but not everything fit. Some of the bedside tables and the table did not fit. Leshka went to the new office to unload, and Nina and I stayed to guard the remaining things.

She decided to treat me to tea, but then it turned out that there was no tea. Apologizing for his absence and her lack of foresight, Nina took her wallet and went to the store. I was left alone in a half-empty office. Out of boredom, he began to study all sorts of papers lying on the table, among which he found a questionnaire for new employees. To kill time, I decided to fill it out. I started looking for a pencil. In one of the nightstands I found a pencil case, and behind it I saw panties that clearly belonged to the secretary. It looks like they were spares. Seeing them, I immediately became excited. Just at this time Nina returned and for some reason I put them in my pocket. I immediately imagined her wearing them and almost burst with excitement.

She poured the tea and took out a chocolate bar from her bag. When she turned away, I eagerly looked at her butt. Through the light trousers one could see a white thong. They fit so well on her cute ass!

While drinking tea we talked about various topics. Basically, I had to answer standard questions related to studying at school. An hour passed unnoticed and we heard a car approaching. It was Lesha who arrived to load the remaining things.

Having loaded the rest and said goodbye to everyone, I went home. At home, the tea I drank the day before began to remind me of itself and I had to visit the “secret room”.

And there it turned out that I still had the secretary’s panties. I couldn’t put them back in front of her. I took them out to look again. I didn’t know where to put them. I imagined her in these panties again, and my reproductive organ became aroused. Then an idea came to me: I put her thong on my dick and started masturbating. The soft fabric gently slid over my boyfriend and literally after a few tens of seconds I came very profusely. We can say that that's when it all began. I was 18 years old.

I achieved great excitement by wearing women's clothes. Gradually, just girls in lingerie or without it stopped exciting me. I liked dressing myself in lingerie. I was driven crazy by the fabric gently squeezing my genital area. I envied women and I wanted to be like them. I read women's magazines, looked through forums where girls shared their impressions, including about sex.

A year has passed since the first experience with using women's underwear. Finished school and entered college. I mostly thought of myself in feminine terms. Without my parents noticing, I removed all the hair that was on my body and made sure that it was gone. The fact that anal sex gives a man as much pleasure as a woman — I was convinced myself, this is a fact with which there is no point in arguing. I liked masturbating much more and, at the same time, sticking a finger in my ass. So I deprived myself of anal “virginity.” This is much more pleasant than just masturbating while wearing lingerie. Very soon my ass tasted many different objects, which in their shape were at least somehow similar to the male genital organ.

After a while I noticed that the more I think about myself as a feminine person, the more I like having myself. Masturbation began to give me less and less pleasure. I, of course, experienced an orgasm, but fucking myself in the ass was much more pleasant. When I turned 18, the very next day I went to a sex shop and bought a simulator. I also bought a beautiful set of underwear there. Having called himself a phallus, he came up with a second name for himself - Olya and began to talk about himself exclusively in the feminine gender.

To prevent my parents from discovering my passion for dressing up, I had to make love in the middle of the night. Sometimes I even set an alarm clock for 3-4 am. She put on her underwear, lay down on the bed and spread her legs. She worked her ass with her fingers. Then I took the simulator and sucked, imagining that I was giving a blowjob to one of the teachers, whom I really liked. Then everything developed according to the standard porn film scenario - the imitator fucking herself in a variety of positions. It was on a suction cup and I attached it to a special board. To make the sensations more real, she placed two pillows one behind the other and placed this board on one of them, and then sat on top. It turned out something like a cowgirl position. So I could “jump” for about twenty or thirty minutes. Then there were other poses, too many to count.

Naturally, I came several times during the process. There were two options with this: either I smeared the sperm all over my body, or I came in a glass and then drank its contents. This went on for about four months. And of course I wanted a real dick.

Soon thoughts about a real partner kept coming out of my head. This was my dream: to give myself to an experienced man.

In October, my parents suggested that I go to visit friends in another city. But I, referring to my studies at the institute, said that I would stay. They ended up leaving for a few days without me. I understood that I could realize my dream only now, at this moment, because in the near future there would be no other chance. But the question arose: where to find a man? I was scared to go out on the street as a woman and look for random partners. But I really wanted to try to give myself to the man. Therefore, I used the simplest and most reliable method. I found an advertisement on the Internet that a young man could brighten up the evening. She called and said that I was a “surprise girl.” He agreed anyway and we agreed to meet (it’s worth saying that in addition to studying, I worked and had the money to pay for such services).

That day passed in anticipation of the evening. I spent a long time choosing what to wear. I didn’t want to immediately appear in front of him in my underwear. I wanted romance. I decided to use my mother's wardrobe. That’s when I realized why women take so long to get dressed. What to wear is a really big problem. For about forty minutes I tried on skirts, pants, blouses, sweaters and other things. In the end, I put on a miniskirt and a sweater. I had a wig, panties and a bra. But on this day I wanted to be even more feminine. Condoms with water are not interesting and not something I want at all. I had to go to a sex shop. I bought size 2 breast simulators and stockings with a belt. I dressed everything at home. I really liked myself in this outfit. So I planned to appear before the “boy”, whose meeting was scheduled for ten in the evening.

I started getting ready at nine o’clock. I prepared condoms, lubricant, and washed my ass several times. I started putting on makeup. At half past nine the doorbell rang. “It’s a little early,” flashed through my head, but I couldn’t even think that there would be anyone other than the “boy,” and so

immediately opened the door. Uncle Vova was on the threshold.

First time: continued.

... silence lasted for several seconds. My heart was flying out of my chest, thoughts of exposure filled my head. Without finishing the sentence he started, he looked at me and all that he could say next was: “so, so, so.” I thought what would happen if he told his parents... it’s scary to imagine. Moreover, he won’t stop there and, as a result, half the district will know about my disguises. On the first floor, the steps of a lady were heard. My heart began to beat even faster. It was necessary to act, it was necessary to do at least something. Don’t show yourself in women’s attire to the rest of the residents of our building.

- Shall we come in? — I said in a trembling voice.

- Why?

- Let's talk...

- About what? I see everything anyway.

- And you’ll tell everyone everything?

- I may or may not tell you. - He began to smile. It was clear that he figured out what was what and thought about how to take advantage of my situation. To be fair, he was a man who could keep secrets, but only when it suited him.

- You fuck whores when you go on a flight. For twenty minutes of pleasure you pay money from your salary. Why do this when there is a girl nearby who wants to be fucked in the ass and cum in her mouth? And for this...

- What kind of girl are you, with a dick between your legs? - At the same time he chuckled.

- I see you are behind the times. Girls like me are now much more popular than ordinary girls. Come into the apartment and we'll talk.

He ​​came in. I closed the door and looked at him. He looked at me with an appraising gaze and it was impossible to tell from his face what he was thinking.

- Why are you dressed up like that?

- Because I want to feel like a woman.

- And what are you doing for this? You walk around the apartment in a miniskirt and stockings, get excited and, in the end. jerk off on the toilet? Or do you cum right in your panties? They are also, I suppose, female... - here he giggled again.

- Schoolchildren jerk off on the toilet or cum in their panties before reaching it, and I, for your information, lost my anal virginity a long time ago and have been fucking myself with an imitator for a year now, and then swallowing my sperm. Its taste is as familiar to me as the taste of beer is to you. And I’m dressed like this because in half an hour a guy will come and fuck me until the morning.

My words made an impression on him. He was clearly confused and didn't know what to say.

- Will someone like you come?

- No. He's on call.

- Wow! Are you calling a man to fuck you?! Well, give it to me!

- Well, you know, finding a partner for such non-standard sex is not so easy. People wear women's clothes on the streets looking for a partner, but I took a simpler route. Vovka, you know as well as I do what sexual dissatisfaction is. How many times a day do you jerk off? Or have you already bought a rubber woman?

From such words, he simply fell into a stupor. Taking advantage of this moment, I came close to him and ran my hand along his fly.

- Uh-uh... what are you doing? — he said dumbfounded and took a few steps back.

- Does it really matter to you who sucks you? The tongue and lips are the same. Try it with me, it’s much better than using the toilet. - At these words, I already unzipped my fly and took Uncle Vova’s growing penis in my hand and began to jerk it. - I can give you a blowjob right now, and then tomorrow and the day after tomorrow, and for free.

While I was telling him, his penis finally got stronger. Although Uncle Vova was a little not the one with whom I would like to make love, I had no choice. It was the only way to keep him silent. He won’t talk about the fact that his neighbor, who dressed as a girl, gave him a blowjob. Without waiting for an answer, I squatted down and felt what I really wanted to put in my mouth. And she took it. My tongue, my lips had a lot of practice on the simulator. There wasn't much difference in size. I easily took the full length. The only thing that was different was the taste. There was a real dick in my mouth, with a real smell, with real lubrication, with a real taste. I was excited, the thong was having a hard time holding my baby. Swallowing the full length of the penis. within two minutes I felt that Vova was cumming. I wanted to swallow the sperm and lick the penis, but Vova ruined my plans.

A few moments before the sperm poured out, he grabbed my head, made several sharp movements with his pelvis, so that the head of his penis rested against my throat, and then took his penis out of my mouth. All of his seed immediately flew towards me in small portions. He came on my face, a small part of the sperm ended up in my mouth, so I can say that it was a little bitter compared to mine.

I licked Vovik’s organ and stood up, straightening my wig. Vovchik was breathing heavily and contentedly.

¬ — You suck like crazy! - he exclaimed. - No bitch has ever sucked like you do now.

- Well, you see, you fool, but you didn’t want to.

- Sorry for dirtying my clothes... the guy will probably be jealous.

And then I noticed that some of the sperm from my face had flowed off and landed on my sweater and skirt. Of course, I couldn’t appear in front of the “boy” like that. “Well, I’ll change my clothes,” I decided, what can I do?

-Can you show me your panties?

- Why? — I asked in surprise.

- It’s interesting to see how much you look like a woman.

I unzipped my skirt and it gently slipped off me. Then she took off her sweater. In the mirror stood a blonde in stockings with a belt, with breasts of the second size and in a thong from under which a small mound protruded.

- Show me how you jerk off.

- What??? — this was already something clearly unusual.

— How you fuck yourself and drink sperm.

— What a pervert he is!” - I thought.

- I’ll show you if... - here I paused.

- What if?

- If you keep your mouth shut. Not a single living soul should know everything that you witnessed - after these words I looked at him very seriously. After all, it depends on whether I will be revealed or not.

- Well, okay, I persuaded you. - Vovik smiled.

It was thirty-five past nine on the clock. I took him to my room. And then, as usual, she lowered her thong, lay on her back and began to caress her ass with her fingers. Then she inserted one finger, then the second. Vovik came up to me. I was ready for him to fuck me, and all my efforts with the “call boy” would be in vain. But it seems that he was not a strong lover and could not immediately have a second sexual intercourse. But Vovik stuck two fingers into me and began to fuck me with them. I was crazy. I have never experienced such a feeling. Someone else's fingers inside me... It was wonderful. Vovka caressed my ass, and I freed my friend and began to masturbate. Due to the enormous excitement, she came immediately and very copiously. I only managed to place my palm under the splashes of my own sperm. Seeing that I was “ready,” the neighbor took his fingers out of my ass.

- Well, look how it’s done. — I said and began to swallow my seed. Then she collected the remains from her tummy and swallowed them too. -Are you satisfied now?

- Yes...

And only now I was able to calmly send the uninvited guest out, knowing that he would not tell anyone anything. Why he needed to watch me masturbate and cum is not clear. In any case, it was not difficult for me to do it, moreover, it was pleasant. At first it was a little awkward because someone was watching, but on the other hand, a few minutes ago I was giving him a blowjob like a real whore. And besides, she said that she was ready to suck every day. And only now I realized that with these words I secured myself a permanent partner. And you don’t have to go anywhere or invent anything, just choose the moment.

He ​​left. I stood at the door for a while, digesting everything that had happened. I never expected such a turn of events. She glanced at her watch. The time is ten minutes to ten. I ran to the room to change clothes. I had to put on a dress and a new thong.

At exactly ten the bell rang. This time I asked who was behind the door. They said they were on call.

His name was Andrey. He was exactly like in the photograph: tall, athletic build. I went into the hall, and he went into the bathroom to change clothes. When he came in, he was only wearing pants. A lump was visible in the groin area. I went out to meet him. He hugged me and gently kissed my neck. His hands immediately went down to my ass. His hands were so gentle!

I knelt down and unzipped his pants. A member of 19*4.5 cm was in front of me. Andrey sat down in a chair and beckoned to me, saying, start, baby. I took it in my mouth. ABOUT! It was amazing!!! I took it as deep as I could. The first minutes flew by instantly. It was clear that he was tougher than Uncle Vova. Вкус немного отличался, хотя был похож.

Скоро Андрюшка стал двигать тазом, вонзая член мне всё глубже и глубже в рот. Прошло минут десять. Андрей встал. Снял с меня платье. Я легла на кровать и раздвинула ноги. Он отодвинул полоску стринг и, смазав свой палец смазкой, вставил его мне в анус. Потом второй.

Затем Андрюша надел презерватив, поднял меня, снял трусики, и на-гнул раком. Я уперлась руками в шкаф, выставив попу. Очень нежно и медленно «мальчик» насадил меня. Через минуту он засаживал так, что я чувствовала, как его мошонка бьется о мои ляжки. Я была в восторге!!! Его руки сжимали мою талию, возбуждая меня еще сильнее. Я кричала от удовольствия. Потом мы сменили позу. Он сел на диван, а я спиной к нему. Так он имел меня минут пять. Снова смена позы. Теперь «наездница». Пока я насаживалась на него, не заметила, что кончила ему на грудь. Не останавливаясь, принялась слизывать сперму.

Я уже не помню, сколько поз в ту ночь мы испробовали. И на столе, и на полу, и на боку. Закончили мы где-то в начале четвертого. Запомнилось мне то, что Андрей кончал дважды и содержимое презерватива выдавливал (если это так можно назвать) в стаканчик. После чего, совершенно спокойно одевал новый презерватив, и начинал иметь меня снова. После того, как он два раза кончил, в стаканчике было спермы на три больших глотка. Когда Андрей был готов кончить в третий раз, он снял презерватив и накончал мне в рот, а то, что было в стакане, вылил мне на тело.

На этом наш секс закончился. Получив деньги, он ушел.

Я же пошла мыться. В ванной посмотрела на себя: блондинка в чулках, в лифчике (который я и не снимала), облитая спермой. По всему телу были ее остатки. Я повернулась спиной к зеркалу, и раздвинула ягодицы: анус был растрахан настолько, что три пальца могли поместиться совершенно свободно.

Я помылась и пошла спать… Мысли о пережитом не укладывались в голове.

Rate this story
4.6
11 votes

Similar stories

AnalAnal sexBiClassic+1
Hungry_Raccoon76 min read

When a friend suddenly turned out to be...

*** We were sitting in our apartment, drinking... Me, my husband Dima and his friend Igor. We told our jokes, a movie was playing on the computer... Igor, as usual, was on a chair in front of the...

12.5K viewsRating 3.7
Read moreOpen story
AnalAnal sexGroup sexCheating+2
admin15 min read

Group pranks at the cottage

My wife and I were invited to a wedding by friends! They had already celebrated with their family in the banquet hall and gathered their friends in the large cottage. The guests gathered by 6 pm. My...

12.5K viewsRating 4.8
Read moreOpen story
AnalAnal sexCheatingBlowjob+1
admin8 min read

In the sauna with my brother's wife.

I was walking down the street in the rain, but didn't notice I was soaked to the bone. After all, I failed the exam, which means no scholarship for me. Suddenly, someone called out to me from a car...

11.9K viewsRating 4.3
Read moreOpen story
AnalAnal sexGroup sexCheating+2
admin13 min read

Our first MMF in the sauna. Corporate party.

My husband and I love each other very much. We've been together for a long time, enjoying life, we're both 27, and we were thinking of starting a family in a year or two. We have our own apartment,...

10.9K viewsRating 4.4
Read moreOpen story
AnalAnal sexGroup sexBlowjob+2
admin4 min read

So, I finally made it to the seaside…

This happened back when I was a student at one of Moscow's institutes. I had successfully passed my sixth exam session, as had my friend, and we, joyful and free, decided to spend part of the summer...

9.7K viewsRating 3.3
Read moreOpen story
AnalAnal sexIncestBlowjob+2
admin21 min read

Alina and the Rigid Holidays with Relatives

активный половой зверь, любитель всяческих извращений, периодически заводил себе любовниц. Жена закрывала на это глаза, воспитывая трех сыновей от него. И вот он сидел и тайно пожирал глазами Алину…...

9.5K viewsRating 3.6
Read moreOpen story

Comments

0 total

No comments yet

Be the first to leave a reaction.

Next

When a friend suddenly turned out to be...

We were sitting in our apartment, having a few drinks... me, my husband Dima, and his friend Igor. We were sharing funny stories, a movie was playing on the computer... Igor, as usual, was in the chair in front of the computer, and my husband and I were cuddled up on the couch.

Read more