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Milked On The Train

"A young man is touched and seduced while traveling to school."

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1.8k words 1.8k words

Author's Notes

"Another in the jennypout (sissy) series."

I was still a virgin, at my advanced age (17), but aroused a lot, loved reading sex scenes in books, imagining it, touching myself. I traveled every day on a crowded train, on the way to my classes. One day I was standing, as usual, holding on to the pole while the train rocked and slowly made its way.

An older man, maybe forties, was holding on to the pole across from me. He was taller, holding on lower on the pole, and as the train rocked at one point my groin hit the back of his hand. I didn't think anything of it but I was so incredibly arousable in those days that just by that quick unintended touch, I could feel my cock starting to erect.

I figured he'd move his hand away. But the next time the rocking moved my groin that way, his hand was still there. This time, I stayed there, which wasn't difficult considering the crowd pressing into me from behind, wanting the contact. I was wearing a long coat, unbuttoned. Then he moved one of his fingers so that he was pressing it against me.

I was looking down, so didn't see him, really. I pressed myself against his hand, just a little, but it was enough for him to know the contact was desired by me. He turned his hand so that his fingers were around my cock, which he could easily feel through my thin dress pants. He began squeezing and moving a little so that he was jerking my cock.

I was embarrassed and afraid, but so excited. I didn't move away, just stayed there like that. I started making little motions back and forth, in his hand, helping him touch me. It only took a minute for me to reach the point of coming, spurting my juices into my undies, pressing myself against him until I was finished. He took his hand away, moving it up the pole. After a while, we reached a stop and he moved away. I never got a real look at him. Later, at school, in the restroom, I dried off as best I could, stored the scene in memory for delicious review later, then went about my day. I never thought it would happen again.

But the next day, it did. Again, I didn't look at him but I was sure it was the same guy. This time I made it easier for him. I moved my coat apart to give him freer access. He took advantage by unzipping my fly so that his fingers touched the outside of my undies - the white jockey shorts I was wearing. When I came, the juices squeezed out through the thin cotton and some of my come got on his fingers. This time, when he moved his hand away from and to a position higher up on the pole, I could see my come glistening on his fingers. His hand was near my head. When the train rocked again, I used the motion to lean forward so that my lips touched his wet fingers. I was afraid someone would see, but I couldn't resist. No one reacted, so I assumed no one saw. 

When the train came to a stop he handed me a small bag before he left. I took it. Later, in the school restroom, I opened the bag. Inside the bag was a pair of silky white panties - and a note. The note said, "wear these tomorrow!" When I got home, I eagerly took out the panties, stripped off all of my clothes and put them on. I was immediately hard and softly teased myself against the silky fabric. For some reason, I was careful not to come into them, 'saving myself' for tomorrow. I did sleep in them, though, waking in the morning with my usual erection, but even harder. Then I dressed with them on, under my pants, and headed for the train.

This time, I had halfway seen enough of him to recognize him when I got on the train. Across from each other as usual, on the pole, this time he spoke to me!

"Are you wearing them?" he asked.

I was afraid to speak aloud, so I just nodded. He smiled. 

"Follow me today," he said.

So when he got off at the next stop, I did so as well. I didn't know where we were going but I was too excited to do anything else. I followed him up to the street, and then a few blocks further to an apartment building. It was a nice building but didn't have a doorman. Once in the elevator he turned to me, put his hand down to my crotch and unzipped my pants. He touched my hard cock in the panties, then leaned in and kissed me on the lips. I had never done anything like that before, with anyone, but I somehow knew enough to respond, pressing back against him as he touched me and kissed me. I liked the way it felt.

Out of the elevator, I followed him down the hall to an apartment I assumed was his. Just inside, closing the door, he turned to me again, kissing me, undoing my pants, feeling my cock through the panties. I pressed back against him, wanting his hands and lips on me. This time, I put my own hands down to his crotch and felt his hard cock as well. I looked up at him for the first time. He was a nice-looking man, though a lot older than me, wearing a business suit, complete with trenchcoat and hat. 

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"Let's get you out of these boy clothes," he said. He set about undressing me, taking everything off until I was naked in front of him except for the panties. I let him do whatever he wanted, my body on fire with arousal and my mind filled with expectations - and desire. I was breathing with my mouth open, almost gasping. He put both hands on my chest, cupping my breasts then softly touching my nipples with his fingers. I had never felt my nipples tingle and harden before, but they did now. Those sensations hardened my erection even more. I moaned.

He took one of my hands in his and led me further into the apartment. There was a big armchair in the living room and he led me to it then had me sit. The leather felt cold on my butt but the chair was actually puffy and soft. I sank into it. He reached down and pulled off my panties. He held my ankles and guided me into a position - my feet up and my legs spread. Then, still fully clothed, he got down on his knees between my legs, held my thighs apart with his hands and leaned in to lick my balls, and finally take my cock into his mouth. 

I was overcome with passion, closing my eyes, thrusting my hips up to have more of my cock in his warm mouth, my hands on his head, wanting him against me. It only took moments for me to be over the edge and I came in his mouth. I was gasping and moaning continuously now. He kept me in his mouth until I was done. Then he moved up to put his hands on my breasts again, then kissed me, swirling my own come from his mouth into mine. The taste was familiar - I had taken my come on my fingers when I masturbated and licked it off of my fingers.

After a minute he stood up and took off his clothes. I got up from the chair and moved close to him, wanting my own naked body against his, leaning into his arms as he held me. His hands were around me and on my butt, holding my cheeks, pressing me against him. I felt safe, warm, still excited. His penis was larger than mine, especially now, fully erect. I loved feeling his cock on my body, against me. I had never done this before but I somehow knew what to do.

I sank down onto my knees, my hands on his thighs, my mouth at his groin. I licked up the length of his cock and took the big tip of it between my lips, then more of him onto my tongue, further in. He began making fucking motions in my mouth. I kept my mouth open as wide as I could, keeping my teeth away from him. I thought he would come in my mouth as I had in his but after a minute he moved me away. I nuzzled his cock against my cheeks and looked up at him. He was smiling down at me.

"Not in your mouth," he said. He reached down and guided me around so I was still kneeling but facing away from him. "Stay like that," he said, and I did.

 He walked away for a minute, then came back and then leaned down over me from behind. I felt his hands at my cheeks, spreading them, then his fingers at my hole. He smoothed a lotion of some kind between my cheeks and at and into me there. It felt a bit cold, and also an odd sensation to have his finger probe into there. But I took what he said - 'stay like that' - as a command, and I wanted to obey him. I loved feeling passive with him, for him to use me. I felt him then kneeling behind me, his body against mine, then his erection between my cheeks, and then the tip of his penis where his finger had been. Then, slowly, he entered me, little by little, his hard cock into me, slowly pushing into the resistance. I was uncomfortable, especially at first, but I could tolerate it. I wanted to because I realized what was happening - and I wanted that very much. I was being fucked!

It felt as if he was fully inside of me and he was moving forward and back, leaning on me a bit, his arms around me and again at my breasts, his bigger body moving me with him, up and back. At times he slowed down, even stopped, and I could feel his cock at those times as if it was expanding and contracting inside of me, then he was moving again, up and back. I stopped feeling discomfort and instead just felt full. I was also becoming erect again also, not fully but starting to, not only from the sensations of him fucking me but from the idea of it. I had worn panties! I was being fucked! It was as if I was his girl! I knew that was what excited me so much. 

 

 

 

 

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Written by jennypout
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