First Time Express Part 15: The End

At some point during the morning, Hoyle woke me up and took me to the next railroad car, which was full of beds. There was one in each corner, and those ones were a triple bunk bed, four in all. Then there were three regular beds in the center of the room, which were slightly wider, but you could easily walk in between them.

While I thought I had missed the whole sex party last night, I found out it pretty much ended after I had gone to sleep. Of course, I wished I could have found the energy to do a lot more with multiple partners, but I really done a lot to all of them, and they had done a lot to me.

I had these weird memories if me jumping in the middle of many of them and touching all their good parts, but I couldn't figure out if that was real or dream. I wish I knew for sure, but it would be wrong of me to ask that of them now.

Whatever the case, Hoyle woke me up at the same time all the other ladies were waking up, and it looked like they were preparing for their day by brushing their teeth, combing their hair, and putting on make-up. They said hello as they went by, and most of them were either naked, wearing only underwear, in a towel, or in a robe.

"Good morning, Thomas," Hoyle said as she came by, with a robe for me.

"Ms. Hoyle," I said, "the train has stopped."

"It's stopped for a while, actually."

"How long have I been asleep?"

"Truth be told, only a few hours, not a full eight."

"Oh. I feel better rested than ever. I really need to use the bathroom really bad."

Hoyle pointed me to the proper place, and made certain that I threw on a nearby robe. I had got so used to walking around the train naked, that it actually felt weird to wear any clothes.

Once I got back from the bathroom, Hoyle had made my bed, and changed the sheets. She then asked me to sit down.

"Well, Mr. Hanover, since our time is done, we still have a little over two hours before you need to leave. Is there anything that you would like to say that we could have done better?"

I couldn't believe she was asking me that. "You've got to be kidding... I mean, sorry, Ms. Hoyle. What you gals did to me I will never forget."

"I'm glad we could give you that satisfaction, Mr. Hanover. It is the reason why we do what we do. However, would you like us to do any more?"

I thought about it as some of the girls were going by, and even though they had no problem changing in front of me, it didn't feel right to watch anymore.

"Actually," I said, "there is one thing."

"Really," said Hoyle, "please make your request."

For some reason, I couldn't say it, but I whispered it in Hoyle's ear.

Hoyle smiled and nodded. "I see. Since that wasn't part of the deal, Mr. Hanover, I cannot grant that request at this time. If you want that, you are going to have to see it out there."

Hoyle then pointed toward what I assumed was the exit door.

"That's fine. I don't want to request too much from those who have already given me so much already, and I don't want to outstay my welcome."

"Well, we'd like to give you a proper good-bye."

"Yes, I would like to say good-bye to each of them."

"Very good. Do you think you are capable of getting your penis hard again?"

I suddenly realized what kind of good-bye they were thinking of. "Actually, it kind of hard a few minutes ago, but I guess I thought I was done. If you are suggesting there is more to do, I would love that."

"All right. Like in the other cars, there are some rules. I will call each woman up here, and you may penetrate her for five frictions."

"Frictions?"

"A friction being the up/down or sideways movement of your penis within the vagina."

"That sounds good. That's thirteen ladies. What if I come before the last one?"

"You can try to get hard again and keep going. I suggest holding it in as long as you can, and then releasing it into me. Yes, I will be last, but I will call the women up in the order that you met them."

Hoyle let me over to the bed on the left side of the room, and then she found Ace E. She was in her bra and underwear, but she took them off. The rest of the ladies were still getting ready, but some were watching, possibly awaiting their turn.

"Ace E," said Hoyle, "since he has only experienced the missionary position, I would like you to be the first one on top."

Just when I thought this couldn't get better, it did. Hoyle motioned for me to open my robe, and my cock jutted out and up, excited at this new prospect.

Ace E straddled me and slowly put her cock up her pussy. She went slowly down on me, and up again. That was apparently a friction, and Hoyle counted it as such.

She had some medium sized tits, but they did bounce nicely for the four other frictions before Hoyle asked her to dismount.

Ace E then came up to me and said: "I know you saw a lot of naked ladies on this train, but now, every time you will see one, remember I was the first woman who you saw willingly get naked in front of you! You were a gentleman, Mr. Hanover!"

She gave me a passionate kiss, and I noticed that Hoyle gave her a playing card as she left. Ace E put the card back in the deck.

"What was that?" I asked Hoyle.

"Ace E is not always Ace E. After every trip, I shuffle the deck and ask the women to choose a card at random. So she could be someone's different first time on the next guest."

I knew that Ace E wasn't her real name, and I knew these women gave themselves to many guests before me, and they would after me as well.

Ace E pulled up panties in front of me, and I saw her sweet ass one more time before she left.

Two-Lina then stepped up, and she was already naked. I was not surprised.

"You know, I wanted to be the first one on top! My titties might not bounce much, but I think Thomas would have liked it."

Hoyle rolled her eyes. "You may also be on top, but sit facing the other direction."

Two-Lina smiled and crawled on top of me. "That's good too. He's going to get a great view of my ass! He's probably going to come based on that!"

I did see a great view of Two-Lina's petite ass as she jumped up and down on my cock five times. Part of me wanted to grab her and keep her on until I did come inside. She did not try to put any filter on her moans of pleasure, and I wondered if she was overdoing it on purpose.

Two-Lina then climbed off of me, and whispered in my ear. "Next time you need to jack off, think about me. I was the first woman you got to watch jacking off, after all! If we ever meet again, we'll both do it together!"

Two-Lina took her card and blew me a kiss. I wondered if she was always this insatiably horny.

Treyla then came up, and I remembered calling her Dr. Treyla in the past, but she was probably not a doctor of anything. She was topless with her huge tits, and she pulled down her panties while Hoyle gave her the position.

"Go ahead and get on your hands and knees for Mr. Hanover. He will penetrate you from the back."

Treyla motioned me to stand up, and she got on all fours on the bed. I decided to take off my robe, and I got behind her. She guided my cock into her pussy, and I gave her the five frictions while I felt her large and shapely ass.

I hated having to pull out, and Treyla got up and faced me, and then made certain my hands were on her tits.

"Remember I was the first one who watched you jack off. Go ahead and kiss my tits good-bye, Mr. Hanover, but you can imagine coming on them again when you jack off in the future."

I kissed the hard nipples, and I wanted to stay there, and suck on them for a while. I knew that I better not.

Treyla took her card as she put her panties on, and left. Fouranny then showed up, completely naked, and I think she was actually there watching even before Ace E started.

"Ms. Hoyle," Fouranny begged, "can I lie down on the bed, tits down, while he does me from the back? I've been wanting that for a while."

Hoyle conceded, and Fouranny was lying on the bed, just like she was when I had first met her. This time, there was no thong, and I didn't have to bend any rule to touch her crack, as I could touch all of it. I put my dick in, and she loved it as I gave her the five frictions, and it sounded very genuine.

She kissed me several times, putting her tongue in my mouth, and my hands on her tits. Hoyle had to practically peel her off me.

"You got to do it, Thomas! You finally got to fuck me down there. Remember that this ass was the first you felt!"

Fouranny turned around and spanked herself for emphasis. I liked watching that ass quake. She took her card and she was out of there once she got her clothes on.

Cinco then stepped up, and as I sat down, Cinco stopped me.

"Mr. Hanover, I am thinkin' I want you to be standin' for what comes next, if Ms. Hoyle is approvin'."

Hoyle nodded, and I could not figure out what she wanted. Unlike the others, Cinco was almost fully dressed, except for her top. She pulled both her underwear and skirt down and walked toward me.

"You're gonna put it in me standin' up, Mr. Hanover, and I know you are not me height, but I'll help ye out."

Cinco then put her arms around my ass, and lifted me up, and I had to guide my cock into her pussy. I was on my tip toes as she counted off the five frictions. I grabbed her tits while that was going on, and she kissed me in between each friction.

"Remember I was the one who felt your arse first."

That was all she said as she walked away, miraculously putting on her skirt and undies in the process. She took her card and I guessed she would be best if she served where she did on my stay, but I could be wrong.

Sixsa then stepped up, and she was in her underwear.

"Mr. Hanover, do Sixsa like you did Cinco. But this time, she faces away from you."

Sixsa then walked toward the wall, and removed her bra. She beckoned me to join her, and helped me as she guided my cock between her buttocks. Once she made certain my tits were in my hands, she counted off the five frictions.

Before she pulled out, she said: "These were the first titties you touched. If I didn't have that mermaid tail on when we first met, we would have done it just like that!"

I was incredibly stimulated when she pulled out, and I really wanted to just stroke it and squirt it all out.

Septra then stepped in front of me.

"Mr. Hanover, Septra here played a queen, so I would like you to kneel before her."

I didn't hesitate, and Septra removed her panties and then lay down before me.

"Don't worry, Thomas," Septra said, "I will do the work."

I was in an award position as I was stooped down yet standing on my feet, but she guided my cock inside of her. She then wrapped her legs around my ass, and drew me in and out five times. If she had kept going, I'm not even certain I could come in that position.

As she rose to her feet, she put a hand on my shoulder and put her nipple in my mouth.

"I'd say I was the first titty you ever sucked, but I think I'm the second, after your mother breastfed you. Have fun with the rest of them."

As Septra left, Octava was there, and she was really playing with her big tits.

"Please, Hoyle," she pleaded.

"If you use your breasts on his penis," Hoyle scolded, "that counts as the five frictions. Go ahead and assume a position with back up against the wall, with legs spread as far as possible."

"All right."

Octava did as asked, and I was surprised at how wide she could spread her legs. I put my cock inside of her, and she grabbed my ass with both hands and counted to five.

When I pulled out, she brought her tits together on my cock, and it was definitely counted as a friction.

Hoyle didn't see this, or didn't acknowledge it if she did. Octava winked at me.

"Don't worry," Octava said, "you'll be visited by other titty-fucking fairies."

"I know," I said, "I won't forget you were the first."

She kissed me for such a long time, that Hoyle had to threaten to pry us apart. Octava then stepped away, taking her card.

Ninya then stepped up, and I was surprised that she didn't have anything to say. It was like she was still playing that Librarian persona when we first me.

Hoyle gave her the order as if she was the one hypnotized. "Go ahead and face the wall and spread legs as far as possible.

When Ninya did that, I was again amazed at how far her legs could spread. I began to wonder what kind of feats these ladies had to do in order to qualify to be work on the First Time Train.

She guided my cock into her, and she was able to lift her weight on her spread legs to do the five frictions, all while I held her tits in my hands.

When she was done, she turned around, and said: "My pussy was the first you touched, while your mind was under my control. I can't remember if I ever did snap my fingers to set you free before, Mr. Hanover, but in case I didn't..."

She snapped her fingers and left, as she gave me a very quick kiss before getting her card.

Decilyn was next, and said: "I wish every creator was as sensitive as you were to me, your creation."

It was a very odd thing to say, and Hoyle was the one giving the commands.

"Go ahead and bed over the bed, and Mr. Hanover will penetrate you from behind. Do not help him find the proper place, let him find it on his own."

Decilyn did as ordered, and I looked at her pussy and tried to remember where to stick my cock. Fortunately, I had already done a few women from behind, so I kind of knew where to go. Once I found the place, I went in deep.

Hoyle counted off my frictions as I went in and out. When I pulled out of her, she turned around, and she began to stroke my cock.

"Ahem," Hoyle said.

Decilyn gave me a kiss, and said: "I was the first to touch you there."

She left, and was given her card.

Jacklin then stepped up, and Hoyle gave her the orders.

"Lay down with your back on the bed, lift your legs straight up, and Mr. Hanover will enter you."

"Oh, I will be quite glad to be doin' that!"

As she was on her back, I had to stoop a little so I could enter her. I held on to her shapely legs and used them as leverage to do my five frictions.

When I was done, Jacklin said: "Can he give me pussy one more lickin', just as a reminder who was his first, Hoyle?"

Hoyle sighed. "It's up to him."

When Jacklin stood up, I knelt before Jacklin and was reminded of the first time I had given oral sex to a woman.

"You can stop now," said Hoyle, after I did several licks.

"I'll see you 'round, Seaman Hanova!"

Jacklin took her card, and Queen was there.

"Go ahead and bend over completely, and Mr. Hanover will enter you."

Queen turned around and did that, and I had to admit it took me a while before I found where to stick my dick.

While I was awkwardly fumbling, Queen said: "Too bad I'm still not in the chains, huh, Thomas?"

I found that the five frictions were simple, but I was getting dangerously close to coming.

Queen saw it to. "I know I was the first to put my mouth on that. I'm sure if I did it now, you'd come all over me, the bed, and maybe even Hoyle over here."

Queen took her card and she was off.

The only one left was the one I had already penetrated, Kingme.

"Do I..." I cut myself off before I finished what I realized was a dumb question. Yes, I had already penetrated her, but if all the other girls got a turn, in a different position, it made sense for her.

"Do you what," Hoyle asked.

"Nothing. Just wondering what position we'll be doing."

"She will lay down on the bed, on her side, you are to put yourself inside her, from behind."

I liked seeing KingMe on the bed, and it reminded me that she was my first real sex. She didn't seem to mind that I poked a little to find that opening.

After the frictions were done, I pulled out very carefully. I felt so ready to come that I wondered what was going to set it off.

As Kingme left, she said: "Remember this body, Mr. Hanover, and remember this was the first pussy your dick filled."

Kingme took her card and left.

At that point, was completely naked with another incredible stiff boner, and Ms. Hoyle.

She removed her robe, and I saw her lovely naked body.

"Mr. Hanover, I don't want you to come until I do. So I'd like you to hold it in, please!"

As she walked over to me, she was fingering herself.

"Before we go any further, there is something that I have to tell you."

"Okay, what is it?"

"Mr. Hanover, I wanted you to know that we pleased you because we were given money. In fact, your family gave us quite a bit more money to make certain you were pleased."

When she got over to me, she sat down on the bed and leaned up against the wall, and stuck her finger into her cunt.

"Oh, so is what I received not usually what is given?"

"Yes, and no. Your oldest brother didn't even make it past the first car. He immediately wanted to have sex with the woman playing Ace E that night."

"I always thought Roger was too temperamental. Did you put him on lockdown?"

"By the third car, yes." By this time, Hoyle was slowly massaging her clit.

"So he never actually... okay, I'm probably not supposed to talk about it. Why are you telling me this?"

"Your next brother made it to the fourth car, but he got fresh with whoever was playing Fouranny that night. Unlike you, he stayed far out of bounds, and I didn't give him any warning. The Cinco of that night locked him down."

"Oh. So he didn't make it to this car either?"

Hoyle shook her head, and she stopped touching herself and stood up. "Even though you behaved yourself, you realize that you didn't do anything to deserve it other than have money and a little more restraint. Now that you have lost your virginity, you are probably still going to act like your brothers, going out and finding a job at your family's very wealthy company, where you will live a life of comfort with only minor elements of hard work."

Once again, the First Time Train has killed my hard-on. I didn't feel like fucking now. I had to admit, she wasn't really telling me anything that I didn't already know, but they were things that I didn't really want to think about.

Hoyle then continued. "Mr. Hanover, I still intend to have sex with you, so perhaps you should make yourself hard again, I just have more things to say."

"All right." I started jacking off in front of her, which was very easy with her tits in sight. She then turned around and I saw that great ass of hers.

"Put your hands on my rear, Mr. Hanover. I want you to feel it, as I can't remember if you have or not."

I did as instructed.

"I like what you're doing, Mr. Hanover. I've always liked the pleasurable part of this job. It keeps me doing it."

She then stood up, and then motioned me to turn around. I did that, and she felt up my ass.

"I wish every one we had on board was like you, polite and courteous."

"Thank you," I said, really loving her hands on my backside.

She then got to the other side of me, and placed my hands on her tits.

"See? We usually don't get thanked for what we do."

I luxuriated in those wonderful mounds, and the hardened nipples.

"I think I saw that from the very start, Thomas, which is why I let you touch the top of my tits from the get-go. I probably shouldn't have done that. I'm glad to let you do more."

She then pushed my face into her tits, and I sucked and licked her nipples, and enjoyed the warmth of those fleshy mounds.

"It's okay," I said in between sucking, "I probably shouldn't have come on Treyla's tits or felt underneath Fouranny's crack."

She then knelt down and took her tits and put my dick between them.

"Well, I'm sure we have already said this, but we both bent the rules tonight. Thank you for not breaking them."

As she titty fucked me, I wanted her not to quit, so I could come in between those big wonderful boobies.

"Hold it in, Mr. Hanover!"

Hoyle stood up again, and she grabbed my hands and put them on her pussy. I teased it and stuck my fingers in, and teased her clit.

Without warning, she suddenly pulled my hands off of her, and said: "You've had your turn, and now it's mine!"

She then started to stroke my cock, and she know exactly how to make it come as quickly as possible, and I don't think she was holding back.

"Keep holding it in, Mr. Hanover. I haven't come with you inside me yet!"

I suddenly realized what Hoyle was doing. She was doing what all the women in the other cars had done to me, in that order.

I decided to take the initiative and dropped to my knees.

"Now it is my turn."

I nibbled at her pussy, which was very wet by this time. I thought I could get her to come by just licking her clit alone.

"Now who's having trouble holding it in?" I asked.

She then dropped to her knees, and I lost my balance when she put my dick in her mouth. She was pleasuring me so much as I fell backwards. I was lying down as she sucked and blew me, and I wondered if I couldn't take it.

I didn't want to blow my wad too early, so I begged: "Just do me. Any way you want."

She then stopped, and wiped her mouth. I don't know if she wanted to do this position, but she mounted me like Ace E did earlier.

She bounced on top of me, and all I could do is hold it in until she came. She kept fingering herself in the front, and also kept talking.

"I wish we didn't have to live in a world where women are the default prostitutes, Mr. Hanover, where whore doesn't imply woman. Where we don't have to do this to survive, where men treated women like ladies and not things to squirt their cocks in. I want to see a world where women are on top."

I suddenly realized that she did want this position, and she began to come. I could feel her pussy throb on my cock.

"I wouldn't mind a world like that," I said, "I want to help make this world for you, Ms. Hoyle."

"Thomas, you can call me Francesca. And you can come now."

It actually took me a while to come, but when I did, I could feel a lot of liquid leave me. I guess I built it up during the night while sleeping.

I was very out of breath, and Ms. Hoyle, or Francesca, got herself cleaned up and put on her robe.

"Please remember what I said to you, about helping women."

"Actually, I was thinking about doing that. I've considered getting into politics." I put on the robe that had been on the floor.

"I'm not certain if politics is the answer, Mr. Hanover. In my experience, they tend to be the problem and not solve it. However, Mr. Hanover, I wouldn't be surprised if you're the exception to that rule. You did do things very differently."

"I guess this is it?"

"Not quite yet. I did promise that you would be returned to your clothes afterwards. We got one more car to go to before you leave. Right this way."

Hoyle opened the exit door, and I looked around and saw that it was not quite evening, but at least an hour or so until sunset. I had almost been on the First Time Train for twenty-four hours.

I had got so used to stepping between the cars when the train was in motion, that it was actually harder to do it when the train was standing still.

We then went into the caboose, and when we got there, there was a woman there who was holding my clothes before me. They were folded very neatly on a hanger.

"Oh, hello," I said, not certain what to think.

"Hello, Mr. Hanover."

The woman who I hadn't met before handed the clothes to me. These clothes were blocking the ones that she was wearing, and I noticed that she was wearing the overalls that I saw Hoyle wear when I first met her. She also had some big tits, even larger than Francesca.

"Hey," I said to Hoyle, "she's wearing those overalls."

"Of course she is," said Hoyle, "do you think the train was driving itself? Like I said before, we shuffle duties with every trip. This young woman drew the card of Joker."

"Okay," I said, "you really stick to that deck of cards theme, don't you?"

"Yes," said Francesca, "by the way, we have a card on here, and all the ladies signed it."

She gave me the card, and I opened it to see the names, and they were all first names, with no last names. I didn't recognize any of them.

"Did they sign with their real names?"

Francesca nodded, and she signed her real first name as well. There was a nearby table and she left the pen and card there.

"She will sign the card too, if you like." Francesca then took off her robe.

It felt wrong for me to stare, so I looked away, but I saw that the other woman was pulling down her overalls and getting as naked as her supervisor.

This woman threw her overalls at Francesca, and as she put them on, she said: "Thomas, you are welcome to have that one request granted by Jenny, if you like."

"What request? You guys have... oh."

When she had asked me if I wanted, I had whispered the words: "Can I have anal sex?"

Francesca had told me that I would have to get that out there, but she was actually gesturing to the caboose.

"That's right," said Jenny, "you get to do me in the caboose in this caboose."

"You have one hour," said Francesca, "please do not be on the train when the whistle blows. Farewell, Mr. Hanover."

As she left, I said: "Wait!"

I ran to her, and tried to put what I wanted to say into words. "I thank you for this. But after what you said, about giving women power, should I even do this..?"

"You do not have to, Mr. Hanover. But you want to, and Jenny wants to as well."

I turned to Jenny, and I could feel myself get hard again as I looked at her nude body. She then got up on a nearby bench, and she bent over and wiggled her ass.

"You bet, Thomas. I love getting fucked in the ass! The good kind."

"I guess it's all settled then."

Francesca left, and I was alone with Jenny. She looked down and laughed, and I realized that my hard dick was sticking out of the folds of my robe.

At first, I wanted to tie my robe tighter, but then I decided to just rip it off.

I then walked up to Jenny and rubbed my cock on her ass, without using my hands. She then brought her hand around, and put something on my dick that felt very slippery. I got more harder as she rubbed it on.

As I poked at her asshole, I could slowly feel the tip go slowly inside. It was a lot like a pussy, but much, much more tight.

"Just to let you know," I said, "this is my first time. Please let me know if this hurts in any way. I don't want to hurt you. In fact, I hope to bring you as much pleasure as you are bringing me."