My Girlfriend's Sissy Friend With Benefits
Chapter 2

Copyright© 2016 by Mark Gander

Erotica Sex Story: Chapter 2 - Stan has just gotten closer to sexy waitress Larissa when he learns her secret: a best friend with benefits who likes to eat her pussy after sex, but doesn't get to fuck her. That's only the tip of the iceberg on the fun and games that ensues when he agrees to move in and fuck them both.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Ma/Ma   Mult   Consensual   Romantic   Gay   BiSexual   Heterosexual   CrossDressing   Slut Wife   Wife Watching   Incest   Brother   Sister   BDSM   DomSub   MaleDom   FemaleDom   Spanking   Rough   Light Bond   Swinging   Gang Bang   Group Sex   Orgy   Harem   Polygamy/Polyamory   Interracial   White Couple   White Male   White Female   Oriental Male   Oriental Female   Hispanic Female   First   Oral Sex   Anal Sex   Masturbation   Petting   Fisting   Sex Toys   Squirting   Lactation   Pregnancy   Cream Pie   Exhibitionism   Voyeurism   Double Penetration   Tit-Fucking   Analingus   Small Breasts   Big Breasts   Menstrual Play   Public Sex   Nudism  

“So, mate, what gives? Or should I say, girlfriend, because, let’s face it, we’ve always acted more like girlfriends in the platonic sense, well, minus your tongue going between my thighs. Other than that, you’ve been more like a female friend or a gay male one or something like that. Anyway, let’s talk, openly now, about what Rain wants out of this relationship. I want honesty here. I want brutal candor, and yes, you can still wear that outfit. I’m actually giving that one to you, as your starter costume. It’s very cute on you. So, come on, tell the truth and shame the devil, mate,” Larissa urged her roommate, while pouring herself some more wine now that we were home.

“Larissa ... I’m in love with you. I know that you don’t love me back, though, which can be rough, but I’ve taken what I could get. It’s not perfect. It’s not ideal. I doubt that I will ever escape the friend zone to be your lover in the romantic sense, especially now that you know what a lady I am, but it’s more than most folks in my position get. That’s what I keep telling myself. As for others, well, the idea of Stan fucking me regularly would certainly have its appeal to me. I would get laid, even if not in the way that I initially expected. I’m bisexual myself, so it makes sense on some level. Yes, I’m still a virgin, too, technically. In all ways except getting to eat you out. I wouldn’t mind some limited improvements in my situation, though, since you asked so nicely,” Rain answered, blushing more than a little now, “Thanks for the outfit, anyway.”

“So, improvements ... yeah, I think that I’ve put you through enough tests. Our friendship hasn’t been very fair to you. We’ve been friends with benefits, but the benefits have all been so damn one-sided. Even though you enjoy them, quite a bit in fact, you haven’t gotten any action but what your tongue and your left hand give you. I haven’t had to make any sacrifices for us, and yes, there is an ‘us, ‘ much as I’ve pretended otherwise. I like you, even though I don’t love you. I think that you’re very sweet, very pretty, that’s a more fitting word than handsome in your particular case, but, anyway, you’re an Adonis. You’re a very attractive guy, just not in a rugged or manly way.

“I think that I have been so focused on finding Mr. Right that I’ve had tunnel vision to all else. Well, guess what, I’ve found Mr. Right, I think, and he’s a married, if separated guy who happens to be bisexual. And, you know what, that’s perfectly okay with me. But I have been blind and selfish and cruel. Not intending to be. Just how things are. I honestly thought that you would get bored with this at first and move on, like any other man would. Instead, you’ve stuck around and this relationship is so unprecedented for me that I didn’t recognize the warning signs that I had taken you for granted as a friend ... and, yes, as a lover.

“Someday, honey, someone’s going to snatch you away. Someone who treats you as you deserve and is willing to give you what you want and need in a relationship. Not now, perhaps, but someday. And that idea scares the living hell out of me, love, because I have realized that I want you here, ten, twenty, or even thirty years down the road. I still want you in my life. I’m afraid that our friendship will never be the same, either way, so better this way ... moving out of this friendship with benefits to something more than that. So, perhaps, if Stan is okay with this ... he is an arbitrator, right? He can help mediate this agreement. It’s in his best interests to do so, anyway, since he would benefit from the ground rules being clearly set between us ... all three of us. And he’s free to stipulate what he wants, too,” Larissa proposed.

“Okay, then, this is a bit unorthodox, but we can mostly operate from the essential formula of standard arbitration. How about this? Rain makes a proposal. Larissa, if she doesn’t quite want to go there, makes a counter-proposal, and we work our way toward middle ground on each issue. Sound fair?” I stipulated, somewhat amused by my new role, but willing to help my new girlfriend and her roommate out with this, especially since it was clear that she wasn’t out to impose monogamy or a double standard on me.

“Very well. I want some kind of adult nursing or breast play when I am in the mood for that. Is a bit of tit-sucking or breast play really too much to ask for here?” Rain came out with the first suggestion.

“Done. That’s no problem at all, sweetie. I will gladly let you suck my tits and play with them. Is that all, or don’t you want a bit more than that? How about something more challenging?” Larissa agreed with a very sweet smile, but also a wink.

“Ass play, then. Can you bring yourself to also use your fingers and get me off that way sometimes? I know that’s a bit nastier, but it’s also quite intimate, and, well, a bit on the sensual side. It’s a very loving thing from my perspective,” Rain dared to ask for something a bit more intensive and Larissa broke out into a grin.

“Honey, with an arse like yours, I have no problem touching it that way, provided that it’s kept clean. Regular enemas and all that, which I was going to recommend, anyway, given that you’re likely to take Stan’s prick up your bum pretty soon, right, mate?” Larissa assured him, so far not put off by his initial requests.

“Agreed. I’ll gladly do that,” Rain answered without hesitation.

“So, let’s review here. So far, unqualified agreement about the adult nursing and breast play. More qualified about the prostate massages, with a clear accord on the cleansing process. What next? Any other, further proposals?” I summarized and did my best to move things along to bolder, riskier ideas.

“Yes, okay, I guess that I can be more daring, then. I want some kind of penetrative sex. Someone penetrating something here. So far, it’s all soft, foreplay stuff, and that’s nice, but it doesn’t join us physically. It doesn’t provide the same intimacy as our bodies merging into one for even a short time. It doesn’t have us ... well, fucking, for lack of a better word. So, how about pegging? I know that’s not me fucking her, but it is her fucking me, and that’s perfectly fine from my perspective,” Rain dared to take things in a direction that I didn’t expect, still a bit hesitant to go for broke, but definitely making progress.

“Hmmm ... sure, I have entertained some thoughts of that. Rain really does have a nice bum. I have occasionally admired it and had impulses to do things to an arse that sweet. So, yes, I have researched pegging, just last night, in fact, with an eye toward possibly expanding the intimacy between Rain and me to include that. If you want pegging, I’m willing to give it a shot, at least. Mind if I make a proposal of my own, though? Is that too ... out of the box?” Larissa countered with her own idea.

“Well, it’s a trifle out of turn, I suppose, but not entirely. You are expected to make counter-offers, anyway, it just usually follows resistance to the initial proposal,” I noted with some mirth.

“Okay ... I like where this is going. His bum. What about my bum? How about it, Rain? Would you be open to licking and fingering it? Pleasuring it. I would love some more attention to it. Pretty please? You could even slip dildos in there. My arse is a nice one, right?” Larissa suggested.

“Oh, God, that was more than I dared to hope for ... you’ve never even suggested or hinted at ass play, and I feared to propose it, for fear that it was even more risque than anything to do with your pussy. Yes, I would love to lick, finger, and toy with your booty, Larissa,” Rain answered with delight ... and some awkwardness about a certain part of the anatomy.

“So, lot’s of ass play. I wouldn’t mind some of that myself. Both your ass and Rain’s, I might add,” I laughed.

“Oh, love, you have no idea just how much you’re going to get use my arse! And Rain’s a given, I should imagine,” Larissa pointed out.

“Yes, we’ve strongly hinted around, but I wanted it clear that I would like to do more than just fuck it. I want to play with it, finger it, and such. And definitely with yours,” I smiled at them.

“Okay, then ... here’s the big one. Toes. Is it too much to ask for some toe sucking now and then? You wouldn’t have to suck mine, though. Just let me suck yours,” Rain asked, somewhat pained now.

“Actually, I don’t mind returning the favor. Just don’t ask it of Stan. His facial expressions tell me that he’s not into feet,” Larissa agreed more easily than Rain expected.

“So, what do you make of that, Rain?” I asked to further things along and change the subject from feet.

“Yes, very good news. I am pleasantly surprised,” Rain blushed now.

“Well, so far, you’ve given quite a bit of ground, even if you modified the terms, Larissa. Any proposals of your own, before hearing further from Rain here?” I asked my saucy new girlfriend, who had certainly shocked me with her openness to Rain’s desperate moves toward more intimacy than they had enjoyed before.

“Okay, I would like to propose, as suggested before, that Rain be completely a slut for you, Stan. I mean, you know, go all the way, bend over for you, suck your dick whenever you wish it, be available for your sexual needs, just as he has been, and hopefully still will be, for mine. We’ve been playing at this for a bit, but we both know that this menage a trois works best if it’s a more complete one, where Stan and Rain are able to bond ... physically.

“I think that we both know who is the Top and who the bottom in this particular arrangement, too. I like the idea of having this in common with Rain. Sharing a man, a stud, a lover. And, yes, I very much want to experience Stan up my arse, too. I’m Greek, after all. My people have winked at men with other men for millennia. Including wives who used to look the other way when buggery took place. Besides, Rain needs someone who can completely fuck him,” Larissa proposed what we all knew had been coming, anyway.

“Of course. Absolutely,” Rain was now stiff as could be, though a bit nervous and uncomfortable with the hard-on that followed all of this sex talk.

“Same here,” I grinned now, “Anything else, Larissa, or do we go back to what Rain wants?”

“Yes ... okay, here it goes. I want Rain to marry me. There, I think that he is due this honour at last. It’s only right. Stan would still be my boyfriend, but Rain would be my sissy spouse. Don’t worry, love. No extreme cucky stuff. No chastity or orgasm denial. As if I could ever try to prevent Rain from having pleasure. He deserves more pleasure, not less. And, in the interests of properly consummating our union, he should get to fuck me after all. At least the one time, maybe more during the honeymoon. It’s only right. You can’t get married and not get to fuck your bride.

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