Memories Of Sexy Times: Chapter 1 – An edging challenge in the city and a sexy train ride home – getting caught [f/m]

A little background info why I’m writing this and other stories.

This happened about ~4 years ago, when my girlfriend Ann (now wife) and I just had moved in together after 2 years of a long distance relationship. We had a lots and lots of sex back then and some very kinky experience that I would like to share on /gonewildstories.

It was in late spring or early summer, I don’t recall exactly. I only remember, that sunset was around 9pm and at ~10pm it was completely dark. This will be important for the story later. I also remember, that it was unusual warm for that time of year and region, a bit cloudy, thundery in the late afternoon and evening that it stayed warm even after sunset so that you don’t have to take a jacket with you to stay warm even without sunlight.

After a sexy Friday night with multiple sexy times, I still woke up horny with a huge boner on Saturday morning. I cuddled against Ann, knowing that she’d react and give me a nice wakeup ride or in “worst case” a wakeup handjob. She turned around, gently grabbed my dick and started stroking it slowly. I closed my eyes and enjoyed the sensation, the teasing of her fingers.

Suddenly she stopped and asked with a seductive look and voice: “Honey, how would you like a fun afternoon in the city? I need to go shopping for a few new bikinis for our vacation”.

I was all fired up for that, because a “fun” afternoon means that we would have another one of our many sexy challenges. “Oh yeah!” I said with a big grin on my face. She continued stroking my dick for a little while, but as the first drop of precum came out, she let go of it and got out of bed… knowing the challenge would be even more fun, the hornier I am.

I also got up, took a shower, ran a few errands, we had lunch and in the later afternoon we took the train to go shopping in a bigger city in our area. We both were extremely horny, looking forward to what’s gonna cum. Ann’s looks made me even hornier. Her hair was open, in contrast to the usual pony tail and she was wearing a tight fitting, blue and white one piece strapless dress, without a bra underneath. It was sexy as hell, because you could see every curve of her petite body, the shape of her nipples and the thong she was wearing underneath. Still it looked classy sexy and not sluty sexy. Besides the incredible sexiness, it was also practical for shopping, because she only had to take one piece of clothing off to get ready to try on new clothes.

As we got out of the train, she said with a devil-like sparkling in her eyes: “We’re gonna have an edging challenge now… You have to hold it until the last shop before we go home. Then you can cum wherever you want, your choice. But if you fail, that will be the last time you can cum with for the rest of this weekend.” I laughed: “I won’t fail again (I failed last time we did that), today I’m stronger!” I was eager to make it through all the shops, and then come in her mouth, make her swallow the huge load after such intense edging. She usually doesn’t really like to do that when we have “normal” sex at home. But in the context of challenges like this, she even offers to do it. So I have to use opportunities like these challenges for that kink of mine to be fulfilled.

We went into the first shop at the end of the pedestrian area. While she was browsing for Bikinis, I went looking for a few sexy negligées, lingerie and dresses that I wanted her to try on, just for the looks. We went into the changing room and closed the curtains. She tried on everything, posing very sexy in front of me. It made me more and more horny and I got an instant, rock hard boner. While she was wearing and showing off a sexy negligee, I opened my belt and zipper and took my dick out, stroked it, pushing out a few droplets of precum. Ann had the nastiest look in hear eyes, bend down, licked the droplets off, turned around, lifted the negligee up and pulled her panties aside. She presented her marvellous, clean shaven, wet shiny pussy.

She was so moist, that I barely felt any resistance sliding my cock in that tight petite pussy from behind. Still, the sensation was just incredible, sticking inside that warm, moist hole, feeling the tight “grip” of her pussy. I started thrusting, very slowly, gently, and quietly. Ann started moaning quietly, gently moving her hips, enjoying the feeling that my hard cock gave her poking her G-spot from behind. It didn’t take long until her legs started shaking as she was nearing an orgasm. Seeing and feeling that was so hot, that I felt an orgasm building up inside me too. I did the best I could fighting that sensation with kegel’s but my dick started swelling up nearing orgasm.

Ann could feel that built up inside her and it made her cum instantly, her legs just “collapsed” quietly moaning: “YOU! NOT YET, NOT YET!!!” I stopped thrusting, because I was just one or two thrust away from cumming. My Kegel’s couldn’t hold back the nearing orgasm any longer if I continued. The position we were now standing in was really exhausting.

I had to hold Ann’s whole weight up with all my force, pressed against the changing room mirror when her legs gave up. We remained like that for maybe a minute. She regained her leg strength, and I pulled my dick out. I had successfully edged myself to the last seconds before “exploding”.

Ann turned around, all blushed in her face from the orgasm: “I’m proud of you!” and gave me a kiss on my cheek. She took the negligée off, her own dress on, and we left the cabin. No one had noticed.

We did the exact same thing over and over in every shop we visited. I don’t remember the exact number, but it was at least 10 times. We visited every shop that had bikinis and lingerie. In some shops we edged even twice, once in the bikini department, and once in the lingerie department when these were on different levels of the building.

As it continued, it got more and more difficult for me to control myself. I lost more and more strength controlling my Kegel’s to fight my orgasm built-ups. After the 4th shop, I was edging orgasm so quickly, that I didn’t manage to make Ann orgasm before it was too late for me to hold it back. But she didn’t mind because it was still a huge turn-on for her to feel my dick swell up seconds before I had to stop.

The whole thing in-between browsing for clothes took hours. It was late in the evening, about 8pm when we were in the planned last shop, where I would finally be “allowed” to blow my load. Sadly, we were too late, the shop was closing and they kicked us out… That left me with severe blue-balls-pain and so horny there are no words to describe it!

While being kicked out, we met another couple we knew, and decided to go to a bar together and have a drink and dinner. I was so horny, I couldn’t really follow the conversation… We stayed there until short before 10pm, when we had to run to catch the last train to our town… the next one would be the night train at 1am.

We arrived at the station just in time as the doors began beeping before closing. We hopped inside the last carriage and seated down just left of the door on the rearmost seats, right in front of the rear facing drivers cabin. The train has a drivers cabin on each end of the train… and the train was going in the other direction.

There weren’t many people in our carriage. As far as I remember a single mother with a baby stroller and a couple of single people. They were all seated sideways a little further down towards the front. We were seated in a group of 4 seats, two of them facing each other.

Most people got out soon, in the suburbs of the city. Then the train left the suburbs and headed into the dark countryside. Inside the train there was bright light and we couldn’t see anything through the windows except our own reflections on the glass (Picture for reference, not my picture). Two stations before home, the mother with the stroller left the train.

We were alone in our carriage now… It was one of the older trains with no security cameras … We knew the train would need about 10 minutes to the next stop. Behind the seats, that were facing us, there was the exit/entrance door and in-between a glass panel for view/wind protection….! We were kind of shielded off from the view through the door to the next carriage too easily on our seats!

I looked at Ann, she looked back with a big grin, obviously having the same thought. As soon as the train started moving again, she got up and started to take off her panties under her dress in a seductive way. Before she could even finish taking her panties off, I had an erection, opened my belt, zipper and lowered my pants. Suddenly she threw her panties at me. I couldn’t react fast enough and they hit me in the face. I could feel with my cheeks, nose and mouth how moist they were. And that distinct scent of sweaty, freshly fucked pussy after an afternoon in the city! It was mind blowing!

“Ride me!” I commanded her. I laid back on two seats and she got on top of me, kneeling on the seat, one leg/knee on each side of me. With help of my Kegel’s muscles my dick was pointing steeply upwards. With no help of any hands, she positioned her clit on my penis glans, put pressure on it, moved her hips so that my penis just slipped through the gap that her labia was forming towards her pussy and when it was in the right position, she pushed her hips down. My dick penetrated her deeply. We both moaned of pleasure.

She started moving, pressing her pussy/clit very hard against my pubic bone and started rubbing, my cock once again poking her g-spot. As soon as she sensed my orgasm built up, she stopped moving and grinned cheekily. She edged me over and over, seconds apart from each other… keeping me on the edge for an extended period of time. I did the best fighting with Kegel’s I could do with my remaining strength. I was experience that intense sensation that you have right as an orgasm starts for just too long and I just couldn’t take it anymore now. Outside there were the first city lights approaching! The train was gonna stop soon!

“Relieve me now, please!” I begged her. “Don’t you wanna wait until after the next stop?” She asked with an even cheekier grin. “NOOO DO IT NOW!!!”

Ann repositioned herself on the seat, from kneeling to squatting on her feet and started riding me insanely hard with a clapping sound. The orgasm built-up started instantly, with the first thrust and after maybe 2 more thrusts I was finally cumming!

My dick was twitching like crazy after all that edging for hours, pumping a huuge load of cum in Ann’s pussy while she was synchronizing her trusts with my cum squirts. She kept thrusting that at one point, I had to grab and hold her tight, because the sensation was just too intense that it started hurting. I was gasping for breath and Ann was laughing.

Suddenly, the sound of the train changed, the driver cut off throttle, the train was rolling out while it was approaching the next station.

There wasn’t even a minute left!

“Hurry, give me a tissue or we’re gonna leave a mess here” Ann shouted. I reached down for the pockets on my pants somewhere down at my knees, pulled out a tissue hectically. (I always have a lot of them with me because I have an dust allergy that makes me sneeze a lot). She positioned the tissue around my dick under her pussy, moved up and pulled it out. As long as my dick was inside, her pussy was “sealed”. But now a huuuuge stream of cum came out, she caught it with the tissue, cleaned herself up a bit and asked for another wipe. I gave it to her.

The train started breaking!

She jumped of me in a hurry, squatted down on the train floor, and tried pushing the rest of the cum out of her pussy with loud “pussy farting” sounds… We both started laughing. The train was entering the train station, passing people standing on the platform! At the very moment the train came to a standstill, she got up from squatting, adjusted her dress and got seated next to me (I used that time to take my pants on again) and threw the wipes full of cum in the garbage bin next to our seats.

A couple of seconds passed… then the door opened and a single woman came in. She took a look around, but decided to walk forward to the next carriage where more people were. We were alone again and started laughing. As the doors closed and the train started moving again, I said: “You know what Ann… I want you to ride me again now. We have one stop left until we’re home”. She got instant sparkling in her eyes again… I knew she’d do it again, that wasn’t a joke! And I was so horny and full of hormones from the edging all day, I could come a couple of times in a row now without any problem.

BUT ALL OF A SUDDEN!!!!!!!!!!!!!!!!!!

The door of the driver cabin opened, and out came a fairly unattractive, sweaty, maybe end 30’s, early 40’s FUCKING TRAIN CONDUCTOR!!! No joke!

The drivers cabin had a glass door and glass panels, completely dark tinted with additional semitransparent blinds. From our side of the cabin it was impossible to see that anybody was in there in the dark! But from the other side, looking into the lighted passenger cabin, he must have seen everything!!! (Pic for refrence, not my pic, put is was a train like this)

He grinned weirdly, and looked at Ann with a total "WOWW I'm so envious" look in his face but said with a calm voice:* “Tickets please!”* We frowned, were completely shocked, stunned. We have been caught a couple of times before during sexy times. But never “after” somebody has watched us in person (only on security cameras…. But that is a different story). And in all the other times it was somehow risky, that we were aware of the danger that it could/would happen. But this was the first time, we were completely caught by surprise.

We showed him our tickets. He looked at them, stamped them, gave them back. “No shoes on the seats please he said, and pointed to a sticker on the garbage bin. Enjoy the rest of your night” he said with a shy grin, and walked a few steps to the front, stopped next to the doos, looked down on himself, adjusted his uniform, moved towards the door to the next carriage, turned around and said: “I’m coming back soon after my round!” and disappeared into the next carriage.

I was still out of words, looking alternating at the conductor and at that “Don’t put your shoes on the seats cushions sign” when I noticed that Ann’s panties were on lying on the floor just in front of that garbage bin.

Ann said: “Have you seen how messy this guys uniform was looking?! His shirt was hanging! I think he was masturbating watching us!!!” We calmed down and started laughing almost hysterically.

The train conductor didn’t come back before we reached the next station. And we didn't do anything sexy for the remainder of the trip.

Before we got up at our station, I picked Ann’s panties of the floor and gave them to her. She looked at them, and they were really dirty… We must have stepped on them while redressing. It was a cheap Tschibo thong worth ~3€ so she decided to leave it as a souvenir for the train conductor and hang it on the door handle/lock of the rear driver’s cabin just before we got out of the train…

We spent the rest of the night talking about that story, and fucking and fucking again and again… 2nd highlight of the night: I asked Ann to swallow my second load of cum as I intended in the beginning. She obliged. After all I had mastered my challenge this time :-)

Source: reddit.com/r/gonewildstories/comments/3t2w3f/memories_of_sexy_times_chapter_1_an_edging