Misc. Erotica Chronicles of a Promiscuous Male
#29
Post 12 - Anal-yzing Tabassaum


Hope you folks had a good Diwali.

Ummeed hai sabne Pata ke Bajaayi Honge (I hope everyone got a bang)

Here I am back again with another update about my life, my first ass-fucking sexperience.

As I had told you, that during the preperation of youth festival in my first year of graduation, I had come close to three gals, Ritu, Tabassum and Sanjana. And with the help of my cousin's friend, I started spending day or two in a week at his place when his parents was away. I managed to fuck Tabassum first and then Ritu as well.

Ritu as I told you before too, was not a good looking gal. I won't say she was ugly, but she had broad features and she was chubby, when I asked her that I have a place, where we can have fun, she asked what fun. I told her plainly, I wanted to fuck her. And it seems she was eager to be fucked. So after a couple of trips with Tabassum, one day after the zonal youth festival, I took Ritu with me to my cousin's fren's place. If my memory serves me right, Ritu was probably the least co-operative girl in bed. She started throwing tantrums the moment we entered the house, refused to suck me, but the consolation was that I was able to get her pussy. I tried 2-3 times more with Ritu at the same place, but with the same results, she started getting bossy and all and I realized it was time to say quits with her. So Ritu was pussy no. 5 for me.

(This was a Zonal Youth Festival in which the play I was the part of was adjudged the best play and we were further to perform the same play at University Level Youth Festival... The episodes are of in between these two Youth Festivals and not to be confused)

This guy also had a VCR at his place. When the winters were just setting in, I started renting of porn movies from the video library. (I guess most of you would recall the days of such libraries in all towns, because Cassettes were way too expensive) and Tabassum and I watched the same together. Most of the time it was I lying on the sofa and Tabassum sitting on her knees and sucking my dick, thereafter we tried to emulate the poses in the movies, I drilled Tabassum in almost all styles, her on top, me on top, her one leg on my shoulder, her both legs on my shoulders, her in doggie position, her torso on bed, her head hanging out of bed, she taking my dick in her mouth at various angles. However, Anal was what she always refused.

On one such day, the movie I rented had a collection of Anal Sex Scenes. If people of my generation would recall, while renting porn movies, there was too little we could choose. Each library had few titles only and new titles came after long gaps.

Our start was almost similar to the routine that we were settled in. I lay on my back on the sofa in the drawing room, where VCR and TV was kept. Tabassum sat besides me on the floor with her all concentration on my dick. Massaging my dick, raising it and first licking off the pre-cum oozing out of it. Then taking the complete shaft in her mouth. Taking almost 3-4 inches of my cock in her mouth. Whilst my hand played with her hair and boobs. As she used to sit sideways, the access to her pussy was limited. And as I had grown accustomed to, most of such times, she had to do without a good lick from my side.

Anyways, the movie had only anal collection and if I recall correctly in one scene a very slim gal was fucked in ass by a big cock.  The expressions of pain on the face of the girl was so alluring and was such a turn on that I decided to Anal-ise Tabassum with or without her consent. Now, I am also kind of vain about the size of my member, which is almost 8 inches big and over 2 inches wide and I wanted to see the expressions on my gal's face. (Call it Pride, Vanity, Fetish, Simple Turn On or whatever, I love it when the gal's eyes get moist because of pain inflicted by my member, her mouth is open, she wants to cry or she is having controlled sobs)

And so it happened that afternoon, I took her to bedroom after getting sucked for almost 20-25 minutes or whatever the amount of time that scene  of slim gal being fucked by a big cock lasted. On purpose after a brief lick of her pussy and further sucking of my cock, I choose the position of her upper body on bed face down and me standing on the edge of the bed, lifting her by holding her thighs and positioning my dick in her pussy, a position we had tried few times.

Anyways, so I was fucking Tabassum in the position which I have depicted above. I spread her legs wide so that her asshole was visible and stretched. Small hole which refused to stretch when I pulled her legs apart. However, I spat on it.

I moved ahead and placed her pussy on the bed and took out my condom covered dick from her pussy. It was completely wet. Immediately, without waiting for her consent, I pressed her ass-cheeks apart and tried to insert my condom covered dick in her tiny asshole. She jumped at the sensation of the cock on her asshole. I held her by her waist and tried to angle my cock in her ass. Which refused to go in and most of the time it missed its target and was hitting elsewhere on her bums/ crack of her ass.

For the first time ever, Tabassum was making a lot of noise and was trying to wriggle out, initially for a minute or so, her efforts were mild, as she thought I am scaring her (This she told me later), however soon it became furious and she wriggled out of my grip. She almost shouted "kya kar rahe ho" (What are you trying to do?) My initial attempt to calm her down was wasted, I had to wrestle her on her back in the bed. Under me, she calmed down a bit, I told her, that I am attampting as ass-fucking session, I assured her that if she feels too much pain, I would withdraw and so on and so forth.

In the mean time, hardness of my cock also lessened in all this exercise of 10 off minutes, and, Tabassum had to suck me again. She did not like the smell of rubber on the cock while sucking and thus I had to go to the washroom and wash my lock with soap.

While she was sucking me, I gave her the news, that we are out of condoms, which was true.  RISK PREGNANCY OR GET FUCKED IN ASS I gave her the choice, she counter offered to eat my sperms. Slowly she agreed to the idea of trying anal sex, with an assurance, if she felt pain, I would withdraw my cock.

I made her lie down on her back and spread her legs, I also devilishly placed my knees between her thighs, so she could not close her legs. I placed my wet cock on her asshole and gave a push. The asshole  refused to take it in. She had squeezed her buttocks at that time. I dunno whether I was peeved at her this behavior or what, I pressed both her buttock cheeks apart and placed my dick at the hole and rammed ahead. The glans (head/ bulb) of my dick was inside and seemingly stuck, the dick was not moving at all and these was a wail coming from under me.....

""""OOOOOOuuuuuuuuuuuuuuuuiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiiii,................. Bahar nikalo............ bahar nikaaaaaalo..............., marr gayeeeeeeee............, ouiiiiiiiiiiiiiii................................... ooooooooooooooooooooooooooooooooooooo aaaaaaaaaaaaaaaaaa """

The girl was trying to jump, my one hand by reflex was pressing her neck down, with legs stretched she was immoblized for most part of her body but her buttocks were rising and my second hand was trying to control that movement of buttocks.

"Chala gaya, chala gaya, chup baas ghus gaya hai...." I also shouted back (It is inside, it is inside, be quiet was my response)

I guess, it was her reflex squeeze of the anal muscles that my dick was stuck at the level of head of the dick inside and rest of the length outside and it was so tight that my dick started paining, I tried withdrawing it, but in vain, I gave another deep thrust and some more dick went inside, easing the pressure at the base of the head.

Siiiiiiiiiiiiiiiiii was the voice which came from down. She turned her head and I saw a big  teardrop rolling over her nose and as if in slow motion getting deposited in the bed below.

I massaged her back and said.... "Ab nikalna to bewakoofi hai" (It would be stupid to take it out now), I pressed ahead and more dick went in, with great effort, I was moving my dick forward and backward, when Tabassum pressed her face in her hands and started crying, "bahut dard ho raha hai, please chor do"  (It is paining too much, please leave me....)

My dick was anyways so pressed and the friction was too high that another 6-7-10 strokes and my dick spurted some cum in her ass. And it was the first time in my life, that I felt pain while releasing my sperms.... but the broad smile on my face was unmistakable...... later Tabassum told me..... meri phat rahi thi aur tum hans rahe the (My ass was being torn, and you were laughing)

The cum seemed to have lubricating effect and with the release of cum the stroking got tad easier and I took out my dick.

It took me around an hour to assuage Tabassum by cuddling and kissing her.

Next time onwards, I used a good amount of Vaseline on her ass to make it comfortable. Next more than two years, I regularly got her ass, though each time it required a great deal of persuasion.

Hope you liked this episode.

Peeping forward, I brought a room on rent and fucked Sanjana and six other women during next two and half years in college.
Interested females/ cuckolds ping me in confidence.

Or reach out to me HangOut/ Google Chat ID - punjabi.mard

My thread https://xossipy.com/thread-49683-post-49...pid4953065
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Messages In This Thread
Chronicles of a Promiscuous Male - by punjabimard - 14-09-2022, 12:11 PM
Post 1 - Early Experiences - by punjabimard - 14-09-2022, 12:52 PM
Post 4 - Nervous Moments - by punjabimard - 27-09-2022, 01:44 PM
Post 5 - Early Life Learnings - by punjabimard - 28-09-2022, 02:54 PM
Post 8 - Saksh-aatkar - by punjabimard - 03-10-2022, 07:04 PM
Post 9 - Saksh-aatkar Continued - by punjabimard - 08-10-2022, 01:15 PM
Post 9 - Saksh-aatkar Continued - by punjabimard - 08-10-2022, 01:19 PM
Post 12 - Anal-yzing Tabassaum - by punjabimard - 26-10-2022, 11:49 AM
Post 22 - Deflowering Kannu - by punjabimard - 06-12-2022, 05:11 PM
Post 26 - Misadventures - by punjabimard - 03-01-2023, 04:18 PM
Post 32 - Sanjana - Revenge Sex - by punjabimard - 21-02-2023, 11:31 AM
New Developments - by punjabimard - 06-02-2024, 10:59 AM
RE: Chronicles of a Promiscuous Male - by sri7869 - 06-02-2024, 01:21 PM
RE: Chronicles of a Promiscuous Male - by sri7869 - 16-02-2024, 04:21 PM



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