I often fly from Chicago to Dallas for work related seminars. On this occasion, I decided to change it up and take the train. I had not been on one since I was a kid, but my memories of the experience were pleasant. I could use the down time that the nearly 22 hours of travel would take and brought several books that I had been wanting to read. The conference started on Friday night and ended Saturday afternoon, so I scheduled my return ride for Sunday afternoon, giving me an additional full day to use as I pleased.
I boarded the train at 6 pm and selected a seat at the back of the car. The seats were arranged in groups of four on each side of the isle two seats facing forward and two back so that families, I assume, can sit facing each other. The seats I selected had no one else in that section, but the train was still filling, so I wasn’t expecting to be alone.
Sure enough, a college age guy selected a seat across from me and as the train continued to fill, a young boy of age around 10 sat next to me. His mom was directly across the aisle. Finally, a mature woman took the last of the seats in my section of four. She was casually dressed and smiled warmly as she greeted all of us. The college guy put on headphones and fell asleep, the woman and I both pulled out a book to read, and the boy next to me played a game on his mom’s cell phone.
After a couple of hours, the train began to empty. Each time, more would get off than would board, so there was increased elbow room. The college student and the mom with her child exited the train at a stop about three hours into the trip around 9 pm.
I was able to spread out a bit more now and enjoyed talking with the woman left sitting across from me diagonally. She was also headed to Dallas, but to a different conference. She worked for a large bank and I for an engineering firm. She was attractive with graying hair and green eyes. Black leggings covered her short but curvaceous legs, and a green hoodie made her eyes stand out even more.
My 6 ft 3 in slender frame would likely stand a full foot taller than her.
She placed her carry-on bag on the floor in the entrance to our little section of seats and smiled, “Perhaps this will discourage others from sitting here.”
I smiled back, “Great idea.”
“You don’t mind if I stretch out, do you?” she asked as she kicked off her shoes and propped her feet on the seat next to me.
“As you wish” I replied quoting a line from the Princess Bride.
“Mmmm…as I wish, huh? I like the sound of that” she joked back. “If that’s the way it is, you can just give me a foot massage” she said while moving her feet back and forth.
Smiling and a bit unsure if she was serious, “Heck yea, I’ll massage your feet” I replied, also in a playful tone.
She pulled a small blanket out of her bag and spread it out over her feet. “Now you can rub my feet more discretely. We don’t want to draw any undo attention.”
She was serious and I know I must have looked a bit surprised. “Don’t offer something unless you plan to follow through” she winked.
I reached under the blanket and grabbed one of her sock clad feet. They were small and warm and the thin black socks felt soft and wonderful. She immediately started to moan softy. It was a bit awkward trying to give a proper foot massage with her feet beside me and she noticed.
“Let me help you out” she said softly as she lifted her feet up and over, onto my lap. She repositioned the blanket over her feet …and my lap. I now had a much better position to rub her feet and she could immediately feel the difference in pressure. She closed her eyes and almost seemed to start purring.
I spent time on each part of her foot, from arches to toes to heel to ankles. Sometimes I used soft long strokes, sometimes great pressure with my thumbs.
“Mmmm…I didn’t realize how good you would be at this” she said softly. “I am going to need to repay you.” She slipped her free foot off my leg and casually placed it on the seat between my legs, resting on the crotch of my kaki pants.
“I wonder how I might show my appreciation to you?” she said as she looked into my eyes. “I’d really like this massage to last a long time. You are …so… good… at it.” As she emphasized “so” and “good” her foot pressed against me more firmly.
My cheeks immediately flushed, and my eyes grew wide. She was having the effect she intended.
“Perhaps as long as you keep that massage up, I’ll keep something else up? That sounds like a fair deal, don’t you think?” she smiled slyly.
I blew out a long breath I did not say anything, but I did continue to massage her foot.
“Mmmm…it’s a deal then.” She slid down a bit further in her seat allowing her legs and feet to reach me more easily.
She lightly started to move her foot back and forth and my erection grew quickly. She pressed more firmly against me and rubbed up and down. It felt incredible. I couldn’t believe this was happening. She quickly had me close to the edge and I froze, stopping my massage and holding my breath.
“Mmmmm…” she moaned softy. And she immediately pulled her foot back. “You might want to keep breathing” she mocked.
“That’s easier said than done when….”
“When what?” she pressed.
“…than when you are keeping your end of the deal” I managed to get out, followed by another long exhale.
After another moment, I started lightly rubbing her foot again. She also started lightly pressing on my length again with just subtle movements. As I increased the pressure of my strokes on her feet, she increased the pressure likewise. If my stroking rate increased, so would hers. We watched each other’s faces as the minutes progressed. Soon I was growing close to the edge again and my legs started tensing. Her eyes seemed to see into me as my eyes grew wider and more desperate. Again, I slowed my strokes and had lighter caresses on her feet. She smiled knowingly and followed suit.
“Mmmmm…I really am enjoying this foot massage” she said relishing the effect she was having on me.
“Ohhhh…yea….me too” I whispered while shaking my head.
Again and again, the cycle continued, taking me right to the brink and then backing down a bit. Over and over. After a few more times taking me to the edge, she slid her foot down and then forward under me and moved the other foot against me. She lifted up on her bottom foot, applying pressure to me from beneath, while stroking with the one I had been massaging. My hands just slid up her leg to her calf. Quickly I was squirming again…breathing shallow…pulse racing…that unmistakable sensation rising to higher and higher levels of intensity….my eyes closing.
“Look at me”, she directed. And I opened my eyes. Her eyes held me spellbound as her strokes worked their magic.
“Ooooo…” my body beginning to writhe, legs moving, my hands squeezing her leg, wanting her to stop and, not wanting her to stop. She continued for two more firm strokes and then froze. I just knew she had finally taken me over the edge.
I held my breath, and my body started the act of orgasm, I could feel the pressure starting to rise. This time, rather than removing her foot, she pressed hard against the lower part of my rock-hard swollen length, which was held captive by the garments surrounding it. Her foot remained absolutely still while pressing hard against me. I was wild with urgency, desperate for release. The wave slowly rose, higher and higher, and seemed to freeze at the peak. Time seemed to stand still. I was still holding my breath; the sensation of an orgasm was as strong as I have ever felt, but it did not give me release, but held me there. Her knowing eyes peering into mine with an understanding yet passionate look that I will never forget. The crest of the wave seemed to go on and on, but then, slowly, very slowly, started to diminish. I was lightheaded from not breathing. We stayed in that motionless state for a while. I know if she had moved at all, I would have erupted.
I was speechless. I finally loosened my grasp on her leg and started to breathe again. The precum had moistened my pants and my clothing clung tightly around me. The night was completely dark now and the train car was darkened as well with just a couple of overhead lights illuminating books for a few late-night readers forward toward the middle of the car. But there was enough light to see her eyes, which never left mine.
She smiled a wide smile as I started lightly caressing her leg.
“I was afraid I had lost you on that last one…” she admitted, “but you behaved beautifully.”
Again, she started lightly pressing into me and stroking with long slow strokes up and down my length. I think I must have been hypnotized by her eyes. I did not know how much more I could take. Soon I was nearing the edge again and the familiar intensity of great pleasure started welling up once again.
“Mmmmm….yes,” she hummed softly. “Let it come. Let it overwhelm you. Relax and feel and don’t forget to breath. I breathed slowly with her, in and out, in and out, as she stroked with steady firm pressure, lifting up on me again from below with the foot that I almost forgot about. The urgency returned stronger than ever. I needed release. Higher and higher she took me and again my hands froze, squeezing her calf just below her knee, letting her know I was at my limit.
She stroked firmly two more times as before, again freezing and pressing hard into me.
“Oh God…Ooooo…” The wave rose higher and higher. My heart was pounding, eyes wide, every muscle in my body tense. As I reached the orgasmic peak, again it seemed to get frozen, leaving my body vibrating with waves of ecstasy. But before the amplitude could start coming back down again, this time, she did not stay still. She stroked with firm fast strokes, her small foot sliding perfectly up down over the moist clothe, causing the intensity to never subside but rising yet higher, past any point of control I might have still had. The eruption came fast and strong. I slid forward, leaning into her strokes as pulse after pulse of hot fluid gushed into my pants, her foot never stopping until all pulsing stopped. Even then she left her foot on me, lightly pressing in.
Our eyes continued to stay locked for long moments, while I slowly recovered.
Finally, she removed her feet from my lap. “Thanks so much for the wonderful foot massage” said with a wink.
“Believe me, the pleasure was mine” I said emphatically. “And I think there needs to be some arrangement for payback.”
“Mmmmm…” she moaned softly. “We can talk about that in the morning. Here are some tissues if you think you might need them” she said, holding out a package of them.
Source: reddit.com/r/eroticliterature/comments/12dhcba/a_long_train_ride_mf_40s50s_edging
Part 2 please