First Time Express Part 12: Jacklin

It was time to walk to the next railroad car, and I had to admit, I was very nautical in its theme. On the wall were these portholes, and it looked like they looked out into the world. The walls were dressed up was if I was in the inside of a ship, specifically, a pirate ship.

The naked ladies were working their way to the next car, presumably to return after whatever I do in this railroad car. Since I was also naked, my bare feet noticed that when I got toward the center of the room, there was this pattern on the floor that was uncomfortable to walk on.

"Hey, what is this, some kind of a net?"

"It's part of the ship décor. It's very common on any type of ship."

"Maybe a fishing boat, for sure."

When I reached the dead center of the room, Hoyle told me to "Stop right there."

I obeyed right away. These ladies hadn't steered me wrong before, and they get pretty theatrical sometimes that really works.

"All right," I said, "I'm assuming that there isn't a place to sit here. Is this the time where you are going to tell me what I can and can't do?"

Hoyle waited until she got to the other side of the railroad car before she answered me. "Yes, but there's just one more thing."

It was here that I noticed a lever near the door, and when she pulled it, the mesh pattern on the floor sprung up on all four corners of the room. I realized too late what is was: a net, and I was captured in the center of it. It was like I was in a meshed bag hanging in the center of the room, a few feet above the floor.

By the time I realized what had happened, I was then on my back, but I could still see Hoyle.

"Hoyle," I said, "this is craziest one yet."

I tried pull myself up so I could see Hoyle better, but I ended up tilting forward. My legs were through the holes in the net and not touching the floor.

Hoyle came walking up to me, and she said: "In this car, you're going to give oral sex. So you'll get to put your mouth on this."

Hoyle put her hands down by her pussy for emphasis.

She turned around, and I watched her ass go to the door.

"Remember, she can't touch your dick, at least not with her mouth, or her vagina."

She then left, and closed the door. I had been in this situation to know that the next woman would soon be here. The would be the woman I would share my first time with. From what Hoyle described, it sounded like it would be oral sex, in that I would be giving it. I'm guessed at when I would receive it, most likely in the next car, the Queen car.

Then it was on to the King car...

There was nothing to do but lay back in this net and relax. I yanked my arms and legs out of the large holes in the net, and then tried to lay back, as if I was in a hammock.

The material that the net was made of was very rough rope, and it was pretty hard to get comfortable. I could feel it making indent marks on my ass cheeks.

I saw that if I wanted to, I could crawl out of the net, as there was some space in between the ceiling and the edge of the net.

However, I had been through enough railroad cars and first times to know some kind of pleasurably pleasant surprise was coming, and it might be me.

Sure enough, I heard the door open behind me, but in my attempted resting position, I wasn't able to see who came in. I cranked my head around to see who it was, but I didn't see anyone.

"Hello," I called out, "is someone there?"

I knew for certain that there was someone there, and it would probably a matter of time before they (most likely she) would scare me.

Sure enough, I felt something pinch my ass, and I leapt up in the net. I was surprised that I didn't hit my head on the ceiling.

"Aye, I do be scarin' ye, didn't I, Mr. Hanova?"

I looked around to see who was below me. I think she was deliberately staying on the opposite side that I was looking, and I could see a black blur.

I finally got a sight of her, and she had very dark skin. I guessed that she was Caribbean, and she was completely naked except for some kind of pirate attire. She wore a hat with a skull and cross bones, then a belt with a musket gun and rapier blade. Her pirate books completed the look, and her tits looked very good.

"Name be Jacklin. I do be a pirate captain, Thomas Hanova."

"Nice to meet you. Am I part of your crew?"

"Aye. Yer ass belong to me now."

To make her point, she felt my ass cheeks up, and I didn't mind her sharp fingernails.

Jacklin then did this thing where she pressed her tits on my ass, and it was a very good and familiar feeling. I remember feeling it before in Septra's car, but I don't remember feeling the nipples. Jacklin's nipples were very hard, and I liked the way they felt on my ass.

She then reached around with both arms, and grabbed my cock. She then used her left hand to stroke me, followed my right. She took turns, and I really relaxed.

I didn't realize that Jacklin's lips were at my ear: "If I wanted to, I could summon some fine seamen."

"It would take a while."

"Wait a tick, and I'll join you up there."

Jacklin then walked around the net, and she unfastened her belt, allowing her belt to fall to the floor. She then tossed her hat away, and kicked off her boots.

It was making me harder, and I enjoyed watching her nimble body climb up to the edge of the net. She was soon in the net with me.

"Now I be the spider, and you be the fly."

Part of me wanted to complain that she should probably pick if she wanted to be a spider or a pirate, but I liked watching her limber form crawling toward me.

"Now, Mister Hanova, ye probably want me to sit on yer cock. I'll bet you even want to put in inside me lovely pussy, but ye know I ye can't have that yet."

I had actually been trying to avoid the image of her jumping up and down on my cock, but she really put the thought in my head. Just the thought of it made me harder.

"Instead, I'm gonna bring me ass down near yer dick, Mister Hanova. When it gets there, you need to be a spankin' it with that fleshy whip of yers."

She then put her lovely ass near my cock, and I sat up and started to slap that ass with my dick.

"Careful now, Mister Hanova, you betta not be pokin' anything down there."

"Gladly... it's... kind... of... uncomfortable."

"Life on the ship be hard, Mr. Hanover, and I do be the captain and I'm in charge. Now, I'm not going to sit on your dick, but on your soft stomach."

Faster than I thought, Jacklin then turned around, and she sat on my chest. Her legs and arms were supporting most of her weight, so I didn't feel crushed.

She was dominating me, and as she got into the position, the net began to bounce. Her tits bounced nicely.

"Oh, Mister Hanova, you like me big tits now, don't ye?

She then bounced on my stomach, and her tits shook before me.

"I'll bet ye be wanting them in yer face, now?"

She then just slammed them in my face. Fortunately, they were soft, and she squeezed my head in between them. She gave me exactly what I wanted.

I then grabbed the tits so I could control their placement. I sucked on the left nipple, and then the right. It was so very good.

I felt my cock get so hard that the tip of it was touching the upper part of Jacklin's ass.

"Oh hey," Jacklin said, "yer one-eyed snake is needin' some attention!"

She then shifted her position again, and put my dick in between her tits. She then stroked my shaft with those mounds of hers, and I was glad that I was not in a position to come, as she and this net would get sticky. This was assume I could come anything after all I've squirted on this train.

"Too bad I can't be suckin' this," she said, "maybe you're ready for suckin' me?"

This was the only time that I was glad titty fucking ended. After her tits dropped my cock, she climbed up to me and spread her legs right by my face. I had seen the vagina opening before this close, but not only was it this close to my eyes, but to my mouth...

"It's yer first oral sex, Mister Hanover, now use that mouth of yers to pleasure me pussy."

I then followed my instincts, and tried to bite it while retracting my teeth. I smelt her pubic hair and gave that area a big fat kiss. I kept doing that again and again.

I then worked my way down, using my tongue to lick around that clitoris and around her vagina lips.

Eventually, I turned my head to the side and kissed those vagina lips like the lips of a face. I also stuck my tongue inside, first a little, then as much as I could.

I didn't think it was much, but I could tell that Jacklin was getting into it. Her back and the rest of her body arched backwards, and it didn't look very comfortable.

She helped me move my body so it was more in the center of the net, and then she sat on my face. I continued to lick out that pussy of hers, enjoying its salty taste. I looked up and could see her tits, and loved it all.

She then did something incredible as she turned herself around, and I saw her great ass as she sat on my face, facing the other direction.

I had a lot more chance to see and taste and feel that pussy at this angle, and while I was pleasuring her, she was pleasuring me.

She leaned forward and twirled my dick with her finger, and then she started jacking me off. I couldn't help but thrust my whole body to meet her, and I was absolutely loving it. I grabbed her ass, and would occasionally reach up and grab her tits too, when I could reach them.

As I kept going, I could feel the muscles in her legs tighten. I think I could feel her pussy tense up as she had orgasm, and she didn't seem to squirt or anything.

Once she had stopped trembling and had some rest, she stopped stroking me. Even though I was nowhere near coming, I didn't want her to stop.

She then started to climb out of the net.

"Before you go, can you finish me off?"

She then jumped down to the floor, and said: "Don't ya be worryin', we will all finish you off."

Jacklin then opened the door, and yelled to those on the other side.

As the ladies started coming in, Jacklin pulled the lever, and the net descended slowly. I raised my head so I would hit it on the floor, but I was dropping so slowly, I barely noticed when I landed on my cushioned ass.

I was lying on my back on the hard floor, and then Hoyle said: "Oh, you're close, Mr. Hanover, but don't you dare lift a finger. We'll release you if you eat us all out."

With that, Ace E came in from behind my head and knelt on my face. I had fun giving her the oral sex, and I couldn't help but see Two-Lina impatiently pacing around me.

Eventually, Ace-E stood up, and Two-Lina then stooped down atop of me.

"Finally," she said as I licked her clit, "now I'm the first shaved pussy you've eaten out."

I took a break to add: "The first Asian pussy, too."

When Treyla got on, she said, "I am not certain what first oral sex I am for you, Mr. Hanover, but I'm guessing that there are nuances on all of this."

After I finished with Treyla, Fouranny did this strange thing where she laid on top of me with her ass toward my face, but she covered my cock with a towel, presumably so she wouldn't be tempted to give me oral sex.

"Remember how when we first met, I was lying down? I pretended you were licking my pussy when you were dry-humping me."

"And now I get to lick it."

I most certainly did, and I was getting very, very hard.

When Cinco knelt on me, she said: "I was dreamin' of getting' me pussy licked by you as well, Mr. Thomas Hanover. Be sure to get your tongue up there as far as ye can."

While my tongue was in Cinco, I liked how she moved her body from side to side.

Sixsa then was next, and she bent down, so much that her big tits hit me in the head, reminding me of our first time together.

"Suck my clit hard, Mr. Hanover."

I did the best I could, and Sixsa moaned with pleasure.

With Septra, she also reminded me of my first time with her. "I'm afraid the asp has bit me in the pussy this time. You'll need to suck out the poison."

I most certainly sucked her pussy hard, and it was quite good.

Octava, the titty fucking fairy knelt on my face next, and said: "I'll warn you, I'm very wet."

She was quite wet, to the point she was practically dripping.

I was not getting sick of this, but I was getting so aroused I wished I could make my dick come by will alone. In between me oral sexing the ladies, Hoyle stood over my cock, making sure no one touched it.

When Ninya climbed aboard my mouth, she said: "I just realized that I never snapped my fingers to release you."

She snapped, and I wish that made me release.

Decilynn was last on my face, saying: "It was difficult to stay in character with you, Mr. Hanover, because I wanted you to do this to me."

Since I had already done Jacklin, I looked up and saw the wonderful naked ladies encircle me on the uncomfortable floor.

I looked up at Hoyle and said: "Hoyle, I appreciate everything you've done in this car, the ones before it, and the ones afterwards as well, I'm sure. I wasn't certain about the net thing, but I figured you knew what you were doing. You can see how hard I am, and I didn't think I would be able to come after all the times I did so before, but I got to do it again. I figure you have some sort of creative way to do that, and I'm open to it, other wise..."

I held up my fist, ready to pump it in case she didn't have any ideas.

Hoyle then walked up and spread leg legs over my face. She then turned over so she was laying over her body, like Fouranny had earlier. The difference is that she didn't cover my cock with a towel, but she put her cock right in between her big tits.

So I sucked and licked her pussy while she titty-fucked me good. It took a long time, and the gals cheered me on, but I did come.

When I did, I really felt like I had nothing more in me that could even come out of me. I barely got a drop out of my dick that time, and I wondered how I was going to handle the last few cars.