Thursday Ch. 01

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Crossdresser's first time.
1.5k words
4.14
52.4k
4

Part 2 of the 4 part series

Updated 10/20/2022
Created 11/05/2009
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I have this thing for Indian men. The plumbing work that I do has me in a lot of low rent motels fixing water heaters, broken pipes and other things that wear out as time goes by.

Well, about six months ago I was working in this one place that I have done quite a bit of work in over the past couple of years; where this one particular Indian man was employed for basic house-keeping duties. Although he is a dark and oily looking guy and not really very good looking, I have been hot for him. Don't ask me to explain it, I think it's the humiliation that I crave, Anyway as I was doing my work he was in and out of the laundry room several times and as is my routine when I don't think they don't speak or understand English, I would ask them if they wanted a blow job or some such thing. Benji, as I later came to know his name, didn't understand what I was saying until I asked him if I could suck his dick. Then he got this big smile on his face and said "Oh yes, I would very much like to you to suck my dick."

"Oh shit, I thought, "I've stepped in it now. He understood that!"

Well I was over in a corner putting a new valve on a water heater and the water heater blocked the view in from the door to the walkway outside. Benji walked over to where I was kneeling and stood right in front of me and said "Suck dick, very much, now."

His crotch was right at eye level to me at this point and not eighteen inches from my face. I thought to myself "Ok, this is it. Are you just one of those chicken shit fantasy players, or are you serious about being a sissy cocksucker?"

Slowly I reached up for his zipper fully expecting him to pull away laughing at me. But as my hand got closer to him, he thrust his pelvis forward into my hand and said "Yes, please."

I got hold of his zipper and slowly pulled it down still thinking that one of us is going to back out of this. As the zipper reached bottom I looked up at Benji and there was a big shit eating grin plastered on his face.

"Hell," I thought "He really wants this."

"Ok, let's see where this goes."

As I started to reach my hand into his fly, Benji impatiently shoved my hand aside and reached into his pants and quickly pulled his dick out. It was not fully hard but it was well on its way.

It was a lot darker than mine, which was the only dick with which I have had any experience, and it was uncut. The head was just starting to peek out and as I watched, Benji started to stroke it which caused the head to become exposed.

There I was on my knees with a guy waving a hard dick in front of my face. I still don't think I would have gone through with it but with Benji reached out and put his left hand on my right shoulder and taking a half step forward guided his semi hard cock right up to my lips which then opened like they had been doing this for years.

Benji just stood there for about three or four seconds with his rapidly hardening cock about two inches into my mouth. Then he slowly started to pull back, and as he did a whimper arose out of my throat as my mouth quickly followed his backward motion. He stopped and my head started a back and forth motion on his now hard cock.

I'm thinking "Holy shit, I'm doing it! I'm sucking a dick. I'm a sissy cocksucker."

This went on for a couple of minutes and I am just lost in the experience. I didn't do any tricks or anything like that, but after a couple of minutes I became aware that Benji's left hand had been joined by his right hand on my left shoulder and that he was gently thrusting his cock back and forth in my mouth in time with my head movements. I stopped moving my head and he kept thrusting back and forth. I also noticed that he now had about four inches or so of his cock in my mouth. Not enough to gag me but I still had a mouth that was very full of cock.

I was staring at his pants as they moved back and forth from my face and I heard Benji say something in Indian (or whatever language they speak). I looked up at him and he repeated it. I guess I must have looked puzzled because he opened his mouth and wagged his tongue at me. He wanted me to use my tongue on his cock. So I started lapping at the head of his dick as it moved back and forth in my mouth. Having no experience as a cocksucker, I tried to do what I thought would feel good to me. It must have worked because after about a minute of this action Benji's hands tightened on my shoulders, his dick seemed to tense up, and with a grunt and a long drawn out groan, he unleashed a load of hot cum into my mouth. The first shot hit me in the back of my throat, and the rest of it just filled in the space left in my mouth. I don't really know how many shots of cum he let out but I was quickly forced to make a decision. Swallow or choke. So I did what any good sissy cocksucker is supposed to do; I let his dick slip out of my mouth and I swallowed. It took two gulps to get it all down. Meanwhile his dick is just an inch or so from my mouth, so I just took it back into my mouth and made sure I got every bit of cum out of it. As it slowly deflated, I nursed on it till Benji slowly backed up and his dick slid from my hungry mouth.

I was still hot and horny. Benji just said something I didn't understand, put his dick back in his pants, smiled, shook his head and turned and started gathering up the supplies he had come in for. He soon walked out of the room leaving me kneeling there in the corner by the water heater with the taste of cum in my mouth.

Now, a word about Benji. He is a dark swarthy looking guy with oily looking medium length black hair. He looks to be in his late 30's to early 40's, about 5'8" tall and a slim 135-145lbs. I'm not good at such estimations so just say an oily looking, dark, skinny little Indian guy.

I figured out later though that he has a big dick for such a skinny guy. I mean I had only some of it in my mouth and I have no real experience from which to judge but as things worked out later I got a real appreciation for the size of Benji's dick. I don't mean to imply that he had some monster dick between his legs; just for a smallish guy he was well hung. I'm 6'2" and 200 lbs with six and a half inches in length and about an inch and a half in diameter and Benji has me beat by at least an inch in length and a good half inch in diameter.

After our first get together we made it a point to repeat it every time I had a call there. On the fourth time we got together we went down to his unit where he lived on property. I surprised him by stripping down to my red lace panties which I think he liked judging by the look on his face. Benji was on a little couch like affair with his pants down around his ankles and I had his cock in my mouth working on my cocksucking technique. I thought heard a noise and out of the corner of my eye in the mirror I saw his wife come into the room.

I thought "Oh no, the shit is fixing to hit the fan." and started to pull away but Benji just grabbed my shoulder with one hand and the back of my head with the other and held me in place. Then he said something I didn't understand to me and just patted me on the shoulder and leaned back on the couch.

"Well this is strange." I thought, "So let's see where this goes."

The wife milled around in the room for abut a minute, opening drawers and such. I couldn't really see what she was doing, and after two or three minutes she left without saying a word. After about another five minutes I brought Benji off and got dressed and left. I mean it's not like we have any long conversations or any thing due to the difference in our languages. He likes getting his dick sucked and I like sucking it; what else do we need?

Driving to my next call I thought about how weird that deal was. Benji had obviously told his wife about me and she didn't have a problem with it. Me, hell I didn't even know he had a wife.

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AnonymousAnonymousabout 9 years ago

My first just happened to be an indian guy. At 42 i had started late, i dressed at home when my wife left. Today was a first, i was going out, hoping to be picked up. It was dark, i think i was just passable, black wig, black top, shortish black dress and pantyhose, because i am tall, flat shoes. At a coffee shop, i sat outside, watching the world go by, a tall indian guy came and asked could he sit with me. I said yes, i was so nervous. He was probably my age, maybe older, well dressed. We talked a bit, i thought nothing happening here, i got up to leave and he said i have a car if you would like to come back to my place. i gulped, i would like that, he stood, held my hand and went to a white Mercedes, he opened the door, i got in, we drove off. His hand went to my leg, i opened them a bit, my cock was getting hard, i had to tell him. Before we go further i have to tell you that i am a crossdresser, a man in womans clothes. He smiled, i know,thats why i sat with you, it is my preference. i have had experience with indian of the same but not a white woman. Will you take my cock, i was shocked by his frankness, i said i will try, it will be my first. I swear the car went faster, pulled into a large driveway outside a very nice looking home. We walked in, the bathroom is there, the bedroom adjoins. I went in, i took my shoes and top off, left my hose and skirt on. He walked in, dimmed the lights, undressed, He held me, running his hands over my hosed bottom, my cock was hard, take them off, leave the skirt on. i did, he held me again, lightly fingering my prepared hole. He pushed my head down, he was hard, long and thin, i did my best but i gagged a couple of times, he eased back when i did. He pulled me up,laying me back on the bed, getting between my legs, moving them back and positioning his cock. I relaxed, he looked at me and a sharp push and he was in. It hurt, but not that much, he eased back a little then forward, in me further until he was deep in me,he felt big, then he moved over me and began fucking me. I put my arms around him, oh yes, feels good and it did, so good that as he went a little faster i couldn't help it, i came as he was fucking me. He said that's it,going faster, i heard myself groaning, pulling him to me but he moved back, lifting my legs back further and i swear he went deeper, i was so open and then i felt it, one final thrust and he was pulsing inside me, his sperm warm, his cock hard, my insides around him, receiving his cum just like a women. I didn't want him to stop so he rolled me over, removing his cock, then when i was on my stomach, pushed back into me, i pushed back when i realized what he was doing. I squeezed his cock, until i felt it shrink. i felt satisfied, relaxed . we talked a little as i stroked his cock, He told me his wife was an airline hostess, i stopped, don't worry, she gets plenty of cock, and he asked would i like to be his mistress when his wife was away. You can stay here, the Mercedes is available for you, it was very pleasant so i said yes and i moved down to his cock, placing my mouth over him. He lay back, i kept sucking, he was hard, i stroked his dark balls and moved my finger, rimming his hole, ohh that's it, that's it and sperm dribbled into my mouth. 4 years later we still have the same arrangement.

AnonymousAnonymousabout 14 years ago
Liked this!

Nothing like being a slut for a domineering Indian man.

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