The Arrangement Pt. 02

I'll admit, the arrangement I made with my stepbrother is certainly unorthodox. Some would probably even call it taboo. But it's not like there's any genuine sexual attraction or anything. That was one of the conditions of our arrangement; that if either of us ever felt like he was developing a legit attraction for me, we would call it off. It certainly wasn't an issue for me, I wasn't even into guys anyway. There were three conditions total: that he resisted ANY potential attraction to me, that there would be strictly zero sex (no insertion of any kind, not even a blowjob), and no one ever knew about it. All that to satisfy Eric's intense fetish with leather clothing and cumming on it. Why humor him? You might ask. Well, for one, he was stealing my leather clothing out of my closet and returning it with cum stains, cuz I guess he doesn't know how to properly clean up. Two, if I'm gonna get cum on my clothes, than I would at least like to be wearing them. Three, I figure, to him, grinding is cock on an actual woman would probably be nicer that humping that sick blowup sex doll I found under his bed.

Generally speaking, once or twice a week, I permit him to enter my bedroom, chose something from my leather collection he'd like me to wear, and then let him do his way with me. That reminds me, there's a fourth condition of our arrangement: he has to send me pictures of handy work for me to admire at my leisure. This had been going on for a few weeks now. For the most part, it was pretty vanilla. He would pick out something, usually my leather leggings, hump me from behind, and paint my ass with his cum. Although, lately it seemed that he was starting to look for a little bit more, and quite frankly, so was I.

The first hint that he was getting a bit bored with the arrangement was when he asked me if I would buy him something for me to wear if he gave me the money. I figured why not, and he sent me a shopping link to a pair of shiny vinyl leggings. I kinda liked them myself, so I ordered them. He knew when they had arrived, and was absolutely giddy with excitement knowing that he would finally get his way with them. Unfortunately for him, he had to wait until I got home from work. And even then, I made him wait longer just for fun. When I finally let him in my room, I hardly had any time to think. Before I knew it, his pants were off and he was straddling my ass. Truth be told, thus far, I think it was the quickest I had ever seen him cum. Looking back at the picture he sent me of his load, it was a fairly large one too. As he finished his initial picture, he asked me to stand up and model the leggings for him. He took a quick video of me modeling in the leggings, and I really admired how the globs of his thick, white cum slid down my ass and the back of my leg. Even better was the ease of cleanup. Unlike my leather, the vinyl was completely smooth, and void of any texture that his seed could get stuck in as I wiped it off.

A few days later, Eric decided on something new again. He asked me to put on my leather dress, but instead of laying on my stomach on the bed as I normally did, he had me lay on my back. He got up on my torso and begin grinding on me from the front. It was both interesting and, dare I say, hot to actually see him working himself up with my own eyes for a change. Not to mention how sexy it looked and felt when he grabbed my tits and buried the tip of his cock in the leather that covered them. And his member remained there until he pulled back on last, quick time and released his load all over my leather-clad breasts. Of course, he took a picture for good measure, as per our agreement, but he probably didn't need to. For the first time, but certainly not the last, I got to see first hand, and from a good angle, what his load looks like coming out.

By the next week, he had is mind on yet another idea. At his request, I put on my leather pants, and sat down at the ottoman in the living room (after our parents had left for work for the night, of course). His new position of choice this time was humping my thigh. It seemed to take him a lot longer to get to where he wanted to be this time around, probably because his balls seemed like they were getting slightly more squished with each thrust he made in this particular position. I didn't mind, of course, especially after I got to see his cum spray across my thigh and right into the crotch of the pants; and it's just a hunch, but I don't thing a majority of his cum landing there was an accident. Unfortunately, this one also left him with a bit of a cleanup job as well, as he managed to get cum on the living room carpet as well as on the upholstery of the ottoman. Needless to say, that particular position hasn't come back yet. Of course, at the same time, it was only after the living room incident that things started taking a real turn.

About a week passed since the living room incident before we had our next secret session. He requested my favorite leather leggings again as his apparel choice. As it happens, I found myself mildly turned on by seeing his original cum stain on those leggings, so I kinda got into the habit of not actually cleaning them off after each use; there was something about it that I just found incredible hot, and I'm pretty sure Eric did too. Having said that by that point, the leggings were incredibly hazy from a grand total of probably eight different dried up loads of cum.

I had decided ahead of time that I was finally starting to get a little bored with this arrangement, and I figured that if we were doing all this for his pleasure, why shouldn't I get a little pleasure too? I opened the drawer of my nightstand and reached way in the back until I found my vibrator. "What's that for?" He asked. I told him that I, too, was feeling horny, and that I wanted to pleasure myself while he pleasured himself. And that's exactly what we did. He got himself on top of me and I told him to wait a few minutes until my vibrator was getting me a bit closer to the edge; I wanted to cum when he came, you know?

The time came for him to start grinding my cum stained ass. As he did, my hips gyrated with the pleasures of my vibrator. My body tensed up real hard as I finally achieved my orgasm, and it felt good to know I could finally breathe as I release my moans of pleasure; unfortunately, rarely being home alone, I had to learn to keep my orgasms as silent as possible so as not to advertise my activities to the rest of the house, but since it was just me and Eric that night, there was no need to hide my pleasure from him. After that little session, he asked if he could try the vibrator next time. Apparently, when I turned it up high enough, he could feel some of the vibrations as well, and it helped him empty his balls even quicker. Which is kinda interesting considering this kid already really only needed a few good strokes against the leather to get him off. The next day after learning that, I went to a local sex shop to see if I could find something more suited to his shape.

A few days before our next session, Eric tells me that he was doing a little experimenting of his own, and that he had started taking a special supplement designed to, in his words, "double the size of my load." Yep, that's right, he was taking a cum enhancer. As if his loads weren't big and messy enough, they were about to get bigger and messier. Given that I had the new vibrator I bought just for him, I decided to initiate our next session. We mostly did our stuff when he wanted to, but it was my turn to start something.

I put on my leather dress and called him into my room. As soon as he saw me, he knew what was about to transpire; or did he? I said I had a surprise for him, and revealed the new toy: It was a special massage wand with a special attachment for his parts. Extending from the head of the vibrator was a textured silicon tube that slid around his erect member. The idea was that it dispersed the vibrations around his whole cock and would make him weak with pleasure; at least that was the description on the box. I stretched the special tube around his cock and pulled him close to me as I sat on the bed. I connected his wrapped up cock to the vibrator and turned it on. As soon as the wand was working its magic, I knew I had all the control.

At first, I kept it low, letting him enjoy the sensations without pushing him to the edge. He stood in front of me, completely helpless as his dick throbbed in the silicone tube. Only when I had him absolutely begging for release did I turn the device up higher. His breathing got really heavy really quickly. His legs turned visibly rubbery, and he had to brace himself on my shoulders as he had the most powerful orgasm I had seen from him this far. His first jet of cum hit my chest with such force that not only did I hear the impact over the sound of the vibrator, I felt it all the way through the thick leather of the dress. Several more jets of hot, white cum followed. Apparently that supplement he had been taking was working every bit as well as he claimed it was supposed to, because by the time he finished, My dress was completely painted with his mess. I shut off the wand and gently pulled it off his dick as it went flaccid. I couldn't help but smile as I watched the thick spatters of cum slide down my torso and form a while pool in the skirt of my black dress.

And now we finally arrive at last night's extra special session of my stepbrother cumming on my special, sexy clothes. After pondering his obsession for these few weeks since this all started, I got an idea for something that would definitely drive him nuts; in a good way, of course. I took a little drive into town the other night to visit the sex shop, yet again. Between Eric, and my current dating life, it seems like I had been making some fairly frequent stops there, and I guess the I wasn't the only person who noticed.

"Back again?" The girl at the counter asked.

"I am, indeed," I answered.

"Anything special I can help you find this time?" She asked.

"Uh, latex," I said, "I've been kinda interested in the idea of trying it out. And I think my man at home would also be interested."

The girl smirked and began leading me to our destination. "Oh, he'll be interested alright," she said, "and even if he says he's not, that will change as soon as you put it on." In the back of the store, around somewhat of a corner, was a couple racks of varying forms and styles of rubber garments. "Well, this is our selection. I personally recommend a catsuit, nothing feels quite like it."

"Thanks," I said, "I'm not sure I'm quite ready for that yet." Which was kinda true, I had never worn latex thus far, so that was about to be a bit much. "I think I'll probably start with some leggings, though, if you have those.

"Absolutely. Are you looking for any specific colors?"

"I think black looks pretty good."

"Perfect." She perused through the selection and pulled down a pair for me. "I think these will fit your figure perfectly."

When she handed them to me, I was surprised a bit by how they actually felt. They were very smooth, and mildly sticky. But what surprised me more was the fact that the entire piece was just rubber, inside and out.

"They feel very interesting, I thought there would be a lining of some kind in it," I said.

"They do make latex clothes that have a lining, but we don't have any here," the sales girl said, "this is what you want anyway. The smooth latex on the bare skin is a feeling like no other."

"Is that so?" I asked.

"You wanna try them on and see?" The girl asked.

"I mean, I might as well." I decided.

The sales girl took me over to the fitting rooms and rummaged in a small cabinet for a moment. Out of the cabinet was a container of lube. "You're going to want to spread some of this on your skin, otherwise the latex is going to be a pain to put on."

"I'll keep that in mind, thanks."

"Also," the girl added, "officially I'm supposed to tell you to leave all undergarments on when you try on the clothes, but you're really not going to get a feel for how the latex really fits unless you do. We'll keep it our little secret if you wanna remove those undies." I gave her a thumbs up and began shutting the fitting room door. She, of course, had one last thing to say behind the closed door. "If you need any help at all, just come find me. My name is Lexa."

"Yes, ma'am," I said. Once I was alone, as far as I could tell, at least, I removed my shoe, socks and jeans. I took a few extra seconds to consider that Lexa girl's words about truly knowing the fit and feel of the leggings, and decided to shed my panties as well. True to my typical preferences, I was not about to let an ugly panty line show through a pair of extra shiny leggings, even just to try them on. I opened the bottle of lube and spread a conservative amount along my legs and on my ass. I could tell just by the way it looked that it would likely be sticky to put on without it, but it didn't seem like I would really need a whole lot.

It was time for the moment of truth. I put one foot into the leggings and immediately understood why the lube was necessary. It completely slipped my mind to put lube on my feet too, and after a minute or so of struggling just to get my toes into one leg of the latex, I gave in and put some on my feet as well. They definitely slid on better after that, but as I pulled them up my legs, I could feel every spot I missed with the lube. Thankfully, it wasn't too difficult to work with at that point, though.

Once I got them all the way up, Lexa's comments about the feeling of the rubber on the skin started making sense. These leggings were SNUG. Every time I took a step, the latex pulled my leg back straight like a spring. Like I was wearing a rubber band. And it felt surprisingly comfortable. I could see where some people probably wouldn't be into it, it is quite a pain to put on for a few hours or less of wearing it, but I could also see how some people could really be into it. With the lube on my body, the material glided over my skin as I moved with a particular tingle, and as I checked myself out in the mirror, I couldn't help but feel myself up. As my hands slid across the smooth, glossy rubber, I knew immediately that this would turn Eric on more than anything I had ever worn before. And then I made a huge mistake. As I was rubbing my hands up, down, and around my legs, my fingers brushed up between my legs.

Up to that point, I had rubbed off all the residual lube that was on my hands, and my fingers were almost completely dry. The friction caught them, and as they brushed between my legs, they squeaked and shuttered in a way that I could feel on my clit. I did the same thing again, this time on purpose. Perhaps this is what got people into the stuff. I rubbed again, and felt a familiar tingle as my finger bounced around with the friction. It was weird, but in a good way. The leggings clung to me like a second skin, but the rubber was so thin, it was like I was touching myself directly... kind of. I rubbed down there one more time; the last time. That familiar tingle was itching to travel all the way though my body, but I just couldn't let it. The last thing I wanted to do was get carried away and do certain things in the store that were better saved for home. Not to mention that I haven't even purchased the leggings yet. All I knew was that I couldn't wait to put them on again at home and see what they felt like with a vibrator between my legs. I peeled the rubber off my legs and folded the leggings up the best I could. Once I had all my clothes back on, I went up to the front counter to check out.

"Well, what do you think?" Lexa asked.

"I like them. And I definitely can't wait for the fun that will be had with them too."

"Didn't have too much fun with them here, did you?" Such an odd question. It's like she knew I was kinda sorta experimenting. Or she just assumed everyone does what I did when trying the latex on; I wouldn't be surprised.

"I figured I'd save it for the bedroom," I answered. She rang up my purchase and I gave her my credit card. Once everything was taken care of, I went to my car and headed home.

---

It was nearly time. It was 9:30, and my parents were getting ready to go to work for the night. I was giddy. I couldn't wait to get those latex leggings on again; not just for Eric's entertainment, but mine as well, especially since some particular ideas had crossed my mind on the drive home from the store. It was a long and grueling waiting game; our parents took their sweet time leaving for the night. They took their turns in the shower, then put together their respective lunches, then sat in the living room watching the end of the late night news segment; why couldn't they just leave so I - we - could have some fun.

As soon as I saw their cars turn out the driveway, it was time. I pulled the bag with the leggings out of the closed and removed my pants, socks, and underwear. I located the complimentary bottle of lube the sales girl put in the bag and began rubbing it on my legs, feet, and around my waist, this time, a little more liberally than I did at the store. The difference was apparent this time around when I put them on, they slid on a whole lot easier, without the sticking from any spots I missed previously, and they felt so much better. Maybe it's because I was now in the comfort of home rather than a public fitting room, but the latex just felt tighter, slipperier, and sexier than before. I opened my nightstand drawer and dug in the back for my vibrator. My heart was already racing with anticipation. I couldn't wait to see Eric's face when I called him in for our little session. I laid down on the bed on my side. I couldn't help but already have my fingers between my legs, gently rubbing myself. The way the latex glided across my pussy with the help of the lube I applied was already making me shudder... and making me a little wet.

"Hey, Eric," I called out, "Get in here. I have a surprise."

It was only a few seconds before he slipped through open door and closed it behind him. His jaw hit the floor when he turned around.

"Is that... rubber?" He asked.

"Yeah, I just got them today," I said. "You like?"

"Absolutely."

"Then why don't you get over here and feel them up?" It was more a demand than a question, "I know you want to."

Without a moment's hesitation, he hopped up on the bed and placed is hands on my ass, then my thighs. As he rubbed all up and down my lower half, the friction of his fingers radiated through the latex and made me even more tingly. I reached over for my vibrator, and he began unbuttoning his pants.

"No," I said, "Not yet."

"Why?"

"Because I want you to watch while I have fun this time. And if you're a really good boy, I'll let you have some fun, cuz I have some plans for you."

As soon as I said that, I could tell he was getting harder. I might have to look a bit more into the whole dominatrix thing at some point; I'm pretty sure that tends to go hand in hand with the latex aesthetic. I picked my vibrator up from the table and turned it on. I teased my tits with it a bit as he situated himself on the bed, and then I moved to place it between my legs. My god it felt amazing. The way the latex glided across my skin as I moved my legs around, and the way the vibration radiated through me was a feeling like no other. Of course, Eric continued to feel me up, not that I had a problem with that. He was rubbing my ass and my thighs, and then he decided that he was going to help. He placed his hands between my legs, right up next to the wand, and began rubbing and pressing in his own little pattern; and the bouncing friction from his fingers on the latex created a sort of secondary vibration that only increased the pleasure I was feeling. We kept it up for about five, maybe seven minutes before I reached the climax of what I could get from this little arrangement. I think I even squirted a little, but between the lube and the sweat, it was hard to tell. I slowed everything down, and knocked Eric's hand away so I could come down from my high. I told Eric to sit and wait for me like a good boy, and then took my shiny vinyl leggings with me to the bathroom to changed out of the latex.