having sex on a train was definitely one of my dream fantasies. but i figured i would do it one day with a boyfriend in a sleeper car, not a 23-year-old in a changing room.
i first saw him in the lounge car, playing cards. i noticed he was tall. i like that. i also noticed he was super cute. i invited myself to play gin rummy with him and started flirting almost right away. i helpfully mentioned i had never had sex with anyone in their 20s (i'm 38) and that he was totally my type. i'm sure he thought i was joking, but i wasn't.
i was hoping he noticed the sage green thrift store dress i had put on early that morning, the one that accentuated my tits. you know who for sure noticed it? the guy who glommed on to me the minute i sat down on the train at 5:30 a.m. he was a nice guy and it was fine talking to him. but he had been separated from his wife for a year (she cheated on him) and was alternating between asking me why his wife didn't love him and half-joking about asking an old couple if they could spare their sleeper for an hour.
so when i saw billy, i wanted to make sure he knew my train buddy wasn't my boyfriend. i didn't want anything to ruin my chances with him.
after an hour or so of playing rummy, talking and flirting, i decided to just go for it. i had gone back to my seat, but i walked back into the lounge car, leaned over to billy and whispered, "brian totally wants to make out with me, but i want to make out with you." he immediately said yeah, and that i looked sexy in my dress. a jolt of excitement bolted through my body. i didn't know exactly what was in store, but i was looking forward to it.
brian had made dinner reservations for us earlier that day and by the time the time came around, i was so over it. all i wanted to do was make out with billy. i had already scoped out where we were going to do it, one of the changing rooms downstairs.
i had to walk through the lounge car a couple of times on my way to and from the dining car, so i made sure to tell billy where to meet me, and about when.
on our way down to the changing room, i could feel myself starting to get wet just thinking about what this boy was going to do to me. we went into the bigger dressing room, the one without a lock (i'm sure amtrak does it on purpose, to stop horndogs like us from doing what we did) and we just started going at it. he was a great kisser - soft and sensual, with just enough tongue to keep it super sexy. he smelled like a real man, a combination of muskiness, stale cigarettes and booze. i don't even know if he had been drinking. but the scent was intoxicating to me, and i inhaled it deeply. i wanted to breathe in all of him enough that it would stay with me after he was gone.
it was so exciting being with someone new. it hadn't happened in a couple of years. and the fact he seemed totally into it was making me even more hot.
by then, i knew i wanted to move into the changing room that had the lock, because i wanted to do more. we were about to make our move, but billy noticed one of the conductors standing right outside and the guy had just kicked off a friend we had made because the guy had been swearing, so we figured it was best not to mess with him. we alternated between scoping the hallway and tonguing each other. it was hot and dangerous and sexy and exciting and i loved every minute of it.
by the time the conductor finally left, someone had locked themselves in the changing room we wanted to go into. we waited outside in the hallway, pretending that we were just hanging out, but i couldn't pretend for too long. i wanted this boy all over my naked body, so i suggested moving to another car.
when we were finally alone, behind a locked door, i couldn't help myself. i lunged at billy with even more fervor, running my fingers through his short hair, caressing his chest, letting him cup my ass and reach under my skirt. his fingers made their way to my pussy in no time and it felt amazing. i let out soft moans every time his finger plunged into me and skimmed across my clit. i knew it wouldn't be long before i had what i really wanted inside me - his cock.
after a bit more making out, i took off my dress. i wanted his mouth on more of my body. billy treated my tits a bit roughly at first.
"gently," i whispered to him.
"sorry," he said, and he was a good boy who took good direction. he licked my nipples softly and stuffed my tits into his hungry, waiting mouth. he was sitting down on the little seat in the changing room but i was still standing, looking down on him while i nursed him. the sight was incredibly hot.
after a few minutes, i wanted to suck his cock. i got down on my knees and started unbuttoning his pants. the moments leading up to seeing a new man's cock are exciting. and i was not disappointed. it was big and long and i knew it was going to be a challenge to stuff it all into my mouth. i went to work, sucking billy's cock while the train lulled from side to side, me on my knees on the dirty dressing room floor, absolutely ravenous with lust for this man i met a few hours earlier. i couldn't quite believe what i was doing, but i loved it and i wanted more.
and i got it.
"i want to taste you," billy said lustily to me.
"i don't think that's such a good idea," i said, noting his height (6'6") and the small angles we had to work in within the confines of the dressing room.
billy was not persuaded otherwise. i absolutely love a man who loves to eat pussy. it's usually the only way i cum. so i sat down on the seat and spread my legs open as billy got down on his knees and gently started tonguing my clit. it felt so good and again, i loved watching billy as he was working me over.
i wasn't positioned in the right way for me to orgasm, but it didn't matter, because i wanted to get fucked by that point. hard. my only concern was i didn't pack protection on my train trip. i couldn't believe my good luck when billy said he had a condom on him. while he put it on, i thought about how i wanted it. i turned around and offered up my ass so billy could take me doggy style. that's just about my favorite way to do it.
the second billy's cock was inside me, i was pounding my ass back on his thighs, taking a moment to savor what was happening - i was getting fucked hard by a hot guy 15 years younger than me, on a train that was rocking through the southwest. i was so turned on, i just fucked him harder.
when it finally came time for billy to bust a nut, i had turned back around because i wanted to see. he was fisting his rock hard cock, which i love to watch men do. he still had the condom on, but i begged him to take it off so he would cum all over me. i don't remember if billy moaned or anything when he let loose, i was too mesmerized by watching jet after jet of his hot cum splash onto my thigh. i cupped and fingered his balls a little bit, wanting to squeeze out every last drop.
he said he'd be good to go again in a minute (THIS is why i had wanted to fuck a man in his 20s!) but we both agreed it was probably a good idea to leave the dressing room, so as not to raise suspicion with other passengers or god forbid, that dictator conductor.
but the party wasn't over yet. we went to one of the train cars in the back, found two empty seats and put my jacket over our laps so billy could finger me under my dress. i think fingering a girl is hard to be good at, but billy was pretty damn good. we kissed each other some more and whispered dirty things in each other's ears while he stroked my clit. i could feel myself on the verge of cumming a few times, but his hand felt so good on my pussy, i held back. finally, i couldn't contain myself anymore.
"i'm going to cum," i breathlessly whispered into billy's ear.
"just don't be loud," he warned me.
my orgasm was powerful. it washed over me in waves, and i held on to billy's neck as my body convulsed. i have never been silent having sex but this time, i had no problem. there were other people sitting around us, but nobody seemed to know the pleasure i was experiencing, how wet my pussy was with excitement. and that's what made it even more exciting.
billy had to get off the train soon thereafter, but we exchanged numbers and i hope i get to see him again, and soon. i want to show him what i can do with unlimited time and space!
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