Roommate Rules Ch. 04

The party was winding down and it was now or never to attend it as Terri. Brie’s new friend, Suki, selected a lingerie set for me to wear with a mini skirt. It took a few minutes to get up the nerve, but I did it. I walked all the way across my house dressed in sexy lingerie. There weren’t to many people left, but a few noticed. They noticed a new girl at the party all dressed in white.

It’s not really fair of me to say that I attended the party dressed this way. It was a walk through with two quick stops to strike a pose. And then it was off to Jacob’s Bedroom for cover. I was happy that I made the walk, but received a little shock when I entered Jacob’s Bedroom.

I found Jacob, on all fours, wearing pantyhose and a bra. I also found Billy staring at me like I was the first half naked girl he ever seen.

“Jacob, the hell are you doing? And, really, pantyhose? They’re like vice grips.”

“I know, but Frank likes to rip them off me before he bangs me. I’m sorry you had to see this. You look amazing, by the way. Billy, stop staring at Terry like that.”

I looked a little further to the left and there was Frank. He was opening a box of condoms.

I did a belly flop on Jacob’s bed and let out a sigh. I needed to catch my breath and let my nerves settled down before I figure out who is going to tell this unexpected story. I made a mental note to confront Jacob later on why he didn’t tell me about this when we had our house rules talk last week. I confided to him that he might catch me dressed from time to time, but I don’t remember him telling me that I might him on all fours ready to take a cock. I’ll let that go for now.

“Who’s going to tell me the story? Jacob, maybe you should tell me all about it.”

Jacob turned his head towards me started talking. I picked my head up, looked around and noticed that not only was Billy still staring at me but I seemed to have caught Frank’s attention too. I put my head back down and listened to Jacob’s story. Here we go, the story of Jacob.

“About five months ago we were all hanging out as usual. We ended talking about how we never had girlfriends and how we were never going to have girlfriends until we learned a few things. We have all dated from time to time, but nothing ever went anywhere in terms of a relationship. Then Frank said we needed a pretend girlfriend to practice with.”

“A pretend girlfriend? What the hell is that and who was that going to be? Are they available on LastPage.com or what?”

“We didn’t decide that, at that time. We actually didn’t say anything else about it. But I happened to know that my Mom kept old clothes in the basement. I invited them back the next day and surprised them.”

“You? You dressed up? Jacob in a dress? Where the hell was I? Who took pictures?”

“I did. I’m sure I looked like hell. I found an old wig, a decent dress, a bra and some high heels. There was nothing sexy about my appearance. I mean, it’s me in a dress and we all know I don’t have a body like yours. I entered the room, took 2 twirls and closed my eyes tight. I was expecting a backlash of comments. No one took any pictures that I know of.”

“And then what happened Jacob? Did you turn around and walk back out of the room?”

“Absolutely nothing for 10 or 15 minutes. I stood in the middle of the room feeling like a complete idiot. If there was ever a moment when you wish you could back time, this was it. But then, I felt someone touching me and then another pair of hands and so on. Then I was groped for the next 15 minutes or so. Now I know how girls feel in crowded club.”

“And that was the end of it? Did these guys feel you up and quit or was there more? And you guys, shame on you for taking advantage of Jacob like that.”

“I don’t think it’s fair to call foul on them. It was me who stood there and allowed their hands to explore me in drag. Not to mention that I put on the same clothes the 3 days later when came over. Only this time there was no hesitation from them. I was in the role of pretend girlfriend and presented myself in the middle of the room. The game box wasn’t even turned on, but they were. I was still nervous but I soon relaxed a bit when the hands and fingers were on me. If I remember correctly, I started sweating and panting when they pushed my dress up to my waist. It felt good to have my legs and butt rubbed. One can’t call a foul when one extends his legs and pushes his butt somewhat.”

“OK, so you got felt up and liked it. That’s not the worst thing that could have happened. So, was that it? Everybody got a thrill and then got over it? And why haven’t you mentioned Kevin yet? He’s in your crew, isn’t he?”

“I’ll get to Kevin later in the story. He was involved, but he wasn’t a regular. Can I continue now”?

“Please, by all means, carry on. Billy, are you going to climb aboard or what? Or do you need a written invitation? Go ahead Jacob, you left off at explain how everyone got a thrill and moved on.”

“Not exactly. It was more like moving up than moving on. About 2 weeks later we met up at Billy’s and this time Kevin was there. bahis siteleri That’s when this whole ordeal moved up a notch. Billy managed to get some of his Sister’s clothes and hid them in a bag. He begged me to try them on and surprise the guys. I gave in and put her clothes on. They were pretty nice clothes. You know how Lynn is built so you can imagine they were much better than the housewife stuff I wore before. It was still me dressed in drag, but my sexy level shot up. He even found one of her clubbing wigs. It was light purple and light pink. Lynn must be a little slutty when she goes out.”

“Not bad. It’s good to hear that you gave your friends a better pretend girlfriend to look at. Did they freeze and sit in the corner?”

“Intermission time. What is Billy doing to you? What’s going on over there?”

“Don’t mind him. He’s giving me a full body massage the hard way. We both like it. Let’s get back to what happened when you dressed in drag in Lynn’s clubbing clothes and these guys froze in their tracks.”

“Oh no, they liked their new and improved pretend girlfriend. Kevin was shocked and confused, but he didn’t take off. The groping evolved to poking. The hand swipes turned into squeezes and things like that. He won’t admit, but I know Kevin was trying to stick his finger in my butt.”

“Is that when you squealed and they stopped feeling you up?”

“I wanted to squeal, but I didn’t. I held my vocal reaction up to the point where my underwear was being pulled down.”

“Hold please. Your underwear, your boy underwear or Lynn’s old panties? You shouldn’t leave things like that out.”

“Fine, they were Lynn’s panties. They were very small and didn’t cover much of me. The back was smaller than a bikini bathing suit, but more than a piece of string.”

“Thanks. That is an important detail to your story. Did they stop after they pulled your French Bikini panties down? Please continue.”

“Not at all. The groping continued for several minutes. All these guys touched me everywhere and I mean everywhere. I closed my eyes and let the groping, squeezing and poking continue. I should be ashamed, but I spread my legs apart and bent over slightly. I opened my eyes when I felt fingers on my lips. I going to ask Billy what he thought he was doing, but he beat me to the punch. The moment my lips parted, he inserted his finger and started to bang my mouth.”

“This Billy or another Billy? Did you bite his finger or something else?”

“I wouldn’t hurt one of my friends, so I thought my best course of action would be to suck on his finger and scare him off. Before you ask, no, that didn’t work. You might say I gave my first blow job to a finger. Again, I know it’s shameful.”

“Is this where Frank or Kevin jumped in and tried to help by pushing Billy away?”

“Wrong again Terri. They were too busy having their way with the rest of me. There were so many hands on me, so many hands.”

“A vision just flashed through my mind of you smiling while so many hands were running up and down your body. What color were those panties they pulled of you? That’s important to me.”

“Orange with yellow stripes. I still have them. Do you want me finish the story or do you have more questions and comments?”

“Sorry Jacob. You left off with your orange panties on the floor, your legs spread and Twinkle Toes finger banging your mouth. Go on.”

“After a few minutes of all that, they pushed me down onto my back. Once they had me where they wanted me, they circle jerked me. Imagine how humiliating it can be when three of your friends surround you with their dick’s in their hands. And imagine how funny it is when they all managed to cum on me about the same time. I was a mess and I wanted to disappear.”

“Wow, now I have another vision in my head. I don’t want to second guess the ending, but was it over after that? They shot their wads on you and then they felt bad about it?”

“Not by a long shot. About 3 weeks later we were going to hang out at Frank’s and play some video games. After about an hour of play, I excused myself and went to the bathroom. I returned to Frank’s room wearing only the stuffed bra, those orange panties and the colorful wig. I took my seat in the middle of the floor and grabbed my controller. I acted like nothing was different. I went back to killing the bad guys like nothing ever happened.”

“I’m making a mental note to do the same thing. Thank you for that. As a matter of fact, we might want to have a video party next weekend Jacob.”

“Be careful what you wish for Terri. It took Twinkle Toes Billy less than one minute to roll me over and face plant me down on his crotch. He was trying to get a pretend blow job from his pretend girlfriend. I will admit I left my face down there for a minute. I will even admit to a little nibbling.”

“Did Frank freak out and kick you both out of his house?”

“No, he pulled my panties down and wrestled me onto my hands and knees. Then he produced a lubricated condom and told me to act sexy for him. And before you ask, yes, I let him take canlı bahis siteleri me in my butt. I even spread my cheeks for him. Once Frank had a stride going, I lowered my face back down on Billy’s groin and started nibbling on his bulge again. A side note here is that if Billy would have dropped his pants while Frank was getting me into position, he probably would have gotten a real blow job.”

“Jacob, you fucked Frank? I haven’t forgotten about you Billy. You’re doing a wonderful job back there. This is so much better than last Wednesday. I love it when he finds my sweet spot. Sorry, let’s get back to how Frank butt fucked you and how Billy missed out on a real blow job.”

“I have to admit that I was in a pretty frisky mood myself, so let’s go with Frank and I fucked. But let’s not go with butt fucked. There must be something else we can refer to it as. And what happened between you and Billy last Wednesday?”

“We’re talking about your story, not what happened between Billy and I last week. But listen, I’m not going to call gay or a faggot just because you guys got caught up in one single moment. Sometimes things happen. Sometimes one thing leads to another. It was one time, right?”

“Thanks Terri. I wish these guys were as understanding as you. The problem is, the next we met up Billy brought one of Lynn’s old bikini’s and Frank had more condoms. Don’t look so excited, I am not sexy or pretty in a bikini. But I must have looked good enough to fuck again.”

“If you fucked again I may to rethink that faggot thing. Oh Billy, have you been practicing?”

“If we are alone, you might want to call me a faggot. Frank took me two times that day. Billy can’t do it and Kevin wasn’t there. But it appears as if I may have become Frank’s butt faggot by this time. Frank kept me on my hands and knees for a long time and I didn’t move. OMG, are you the cheap hooker I heard Lynn talking about? The cheap hooker she caught in bed with Billy? Was that you Terri?”

“LOL, I didn’t get paid for my dry humping services, so let’s go with cheap slutty tramp. I guess that means Lynn did not recognize me? Good. Keep your moaning down Billy. Jacob, just so you know, Frank has a condom in his hand. But go on, how did you end up in pantyhose?”

“I bought some cheap nylons from the drug store to improve the appearance of my legs. That worked very well, but Frank wanted to be a little rough. He mentioned that he would like to rip my clothes next time. That’s when I picked up some cheap pantyhose. I thought I would give him something to rip.”

“This butt slut faggot thing doesn’t go beyond your crew, right? I mean, it’s just between you guys isn’t it?”

“Yes, it’s only for my crew, this crew. I would never do this outside of this crew. Billy, haven’t you noticed that Terri is lifting his hips off the bed? That’s a hint to remove his panties. Do we have to teach you everything? They may be a little uncomfortable on him at this point. Just pull them down and go back to that rubbing thing you like to do to him.”

“So, Jacob, who else has played the part of the pretend girlfriend? No offense Frank, but I can’t see you in a dress.”

“None taken. Are you two finished talking yet? I want to rip these off and get my nut.”

“Shut it Frank and get up on the bed. No one else has played the part Terri. It seems that I am the designated pretend girlfriend. We all know that Billy wears panties, but he may never go any further. Now, can we hear a little about you Terri, have taken a dick before?”

“No, I haven’t. What else do you guys do? Have you sucked on their dicks?”

“Yes and no. They have put their dicks in my mouth, but they treat my mouth like a pussy. They fuck my mouth much more than I suck them off. I have learned to swallow it, but I’m not sucking it out of them. It’s alright, but I’m not learning how to please a hard cock. The only thing I know for sure is that deep throating can be dangerous. Kevin tried to touch my belly with his dick once. He gagged the hell out of me.”

“And here you are?”

“And here I am, on my hands and knees, again. Is it going to bother you to be in the room right now? I mean, Frank is about to plow my field and I don’t want you to be uncomfortable. There’s no stopping him once he gets going.”

“Hmmm, let’s see. I’m on your bed wearing lingerie, my panties have been removed and Billy is rubbing himself all over my backside. It’s safe to say that I’m OK. We’re all adult friends here. Billy, don’t you dare cum on me, not yet anyway. I could lay here and reverse grind his little dicky all night.”

“So dry humping is your thing Terri? Easy Frank, I can feel you back there. You grabbed the lubricated condoms, didn’t you?”

“I do like it and I’m lucky to have such a willing partner like Billy. I know it seems so high school, but it’s as close as I can get to sex right now. Well, except for one lap dance LOL. And this is why, he is totally splitting my cheeks with his hard on right now. Maybe this is what they call hot dogging?”

“Terri, I think I deserve more credit than that.”

“Sorry güvenilir bahis Billy. He is totally splitting my cheeks with his big fat and hard cock, his super cock. If you have cute butt cheeks, Master Billy has the experience and equipment to split you in half. This guy can fuck a pair of butt cheeks like no one can. His massive cock is made for this. Is that better Billy? No, I mean it, I can feel your huge cock between me.”

“It does look like he’s good at that. So, it sounds like you haven’t given any blow jobs either then. There must be more to your story. Are we going to hear it?”

“There isn’t much of a story. I like cross dressing a few times a week. Besides my walk of shame 30 minutes ago, I only went out in public dressed once. That was to Billy’s house the other night. You remember that night, I let you catch me dressed that night. I think I sat on your lap when I got home. Anyway, I’m happy right now and I don’t have a need to go farther, at this time.”

“Oh yeah, the night you gave me a lap dance. You looked so good in the skirt and that was lap dance was hot. That also confirms that you were the cheap hooker, I mean tramp, in Billy’s bed.”

“We already talked about that a few minutes ago. But you should have seen Lynn’s face when she caught us. It was priceless. OMG, is Frank inside of you already?”

“It’s the lubricated condoms. You have to go with the lubricated condoms. This does not happen without lubricated condoms. I actually buy them now. I keep them in my top dresser drawer if you ever need to know that.”

“Damn, wow, Frank, would you mind pulling out some and letting me, ah you know, peek at your size? I promise I just want to peek. Like Billy says, no homo.”

“You mean you want to see my fat cock, right? Just say what you mean Terri. Come on, move you head down here and take your peek. I’m way bigger then twinkle toes over there. How many times have you peeked at Billy?”

“OMG Jacob, you should see how he is spreading your rosebud. That is amazing. And Frank, I only seen Billy’s boner under his panties. Between him being shy and Lynn busting us, the moment passed. I mean look at him now, he’s screwing my butt crack and he still has his panties on.”

“Ah, Earth to Terri, are you still back there, watching?”

“I’m sorry. It’s just so memorizing to watch. Frank has a nice stride and you seem to be a fit for him. Excuse me, but I must say that he is giving it to good and you seem to be taking it good. Have you guys video recorded this?”

“Practice makes perfect. Billy wanted to record it 2 weeks ago, but I’m afraid he will put our faces in it and post it on a faggot board somewhere.”

“I wouldn’t mind a video of Master Billy giving me a full body massage like this someday. Easy Billy, I said someday.”

“Maybe I’ll ask Kevin to help us out with that someday, he’s a camera freak. Frank, slow it down please.”

“Billy, why don’t you take your panties off and hump me properly? I mean skin to skin. No homo, I promise. That way you can squirt your stuff directly on my hole. You can’t enter me, but you can release your hot nut on my tight little hole and let it run down my cheeks and butthole. Hit me like a water hose. Put your dickhead right close. I want you to get in so close that’s it’s almost sex. Can you hold out and release at the same as Frank?”

“I’m already humping your bare butt and thighs. I might be at my limit. I don’t think I can touch your bare skin anymore than I am right now. Remember, no homo.”

“Really Billy? Wouldn’t it feel so good if you placed the head between my soft cheeks and coated me? I’ll try to squeeze you if I can. Come on, let me feel it hit my hole with all of its power and heat. And stop saying no homo, it sounds so homo.”

That got Frank’s attention.

“That was the hottest thing I’ve ever heard Terri. Jacob, I wish I was doing you bareback right now. I want to do that to you. I want to watch my stuff run down your butt cheeks and legs.”

“I wasn’t finished Frank. I also want Billy to gather up some on his fingers and stick them in my mouth. I’ve never tasted anyone else. Just a little Billy. You’re making me really hot right now and I’m willing to taste your cum. How does that sound? Do you want to finger bang my mouth with cum coated fingers? Come on Billy, push your panties down and let me have this moment.”

Jacob raised his head with a surprised look on his face.

“Frank, did you finish already? Did you just pull out? I didn’t hear your gorilla grunt and hard push.”

“I’m taking this condom off and jacking off on your butthole. It was so hot when Terri asked Billy to do that to him. I want to cover you and watch it run down the insides of your cheeks and down your legs.”

That was it. Frank started to squirt all over Jacob’s private hole and Billy followed suit. When I felt Billy tensing up, I pushed back on him as hard as I could. I knew he wouldn’t touch me with his purple head, so I had to do it. I pushed so hard that he almost found his way inside me. It hit me hard and was very warm on my skin. I kept clenching my cheeks around his dick trying to get everything he had. I thought it was a good moment until I felt him pushing forward. Twinkle Toes was trying to find his way home. I had to twist my body to stop that. I gave him a look that said “not tonight, but not tonight.”