Sharing a moment, sharing fantasies, sharing a dildo, sharing my boyfriend for a night [f/f/m] | 2016

I first met Annie at knit night. There were about fifteen girls in our knitting group and every couple of weeks one of us took a turn hosting at her place. We brought cheese and wine and we'd sit together and work on our different projects while we chatted. With such a big group of people conversation rarely got very personal. People talked about music and books and movies. Sometimes we talked about our jobs or studies since a lot of the girls were in graduate school. There was some gossip of course and, every once in a while, people talked about sex.

Sex is what Annie and I bonded over. I'd never talked to her much before. With such a big group, I really only had time for one-on-one conversations with my closest friends. But one evening one of the girls was telling us about her new boyfriend and people started talking about dates, hookups and significant others.

Normally I thought of these girls as fairly liberal, but when it came to sex I quickly found out that most of them were pretty vanilla and conservative. When someone asked about favorite sexual positions, I was surprised to hear how many girls hadn't tried much outside of missionary. A lot of girls said they wouldn't try doggy because they found it demeaning. Quite a few weren't comfortable with cowgirl either; either it made them feel too much on display or they didn't feel confident taking the initiative. Considering my own experiences and sexual preferences, I was starting to worry they thought I was a freak!

But I wasn't going to lie about my sex life either. So when someone asked about anal I was the only one to admit that I'd done it. Many many times in fact. And that I quite like it!

Most of the reactions I got were positive, but one girl got very uptight. She said she would never let anyone put anything in her ass. That it couldn't feel any good and would even hurt. And that guys of course always tried to. Oh! how they would insist and insist and beg and plead but really under no circumstance should a girl give in! And could you imagine if the roles were reversed and we were the ones who wanted to shove a broomstick up their butt?

"Well, actually..." I blurted out.

I never meant to drag my boyfriend into this but the words had come out on their own. Even though I'm sure he would have been fine with it, I knew that heterosexual male anal sex still has this huge taboo surrounding it and I didn't want to put that kind of spotlight on him. But that girl was making him sound so bad, like he was this mean self-absorbed prick for doing this to me and I was just defenceless and I didn't have part a part in that decision. I was getting excited and I just wanted to set the record straight. I wanted to say that we did it together, as a couple, because that's what we both wanted and we both enjoyed it!

So suddenly all eyes were on me and I wasn't sure how much information I was supposed to give out. So the conversation kind of went like "Really?" "Uh-Huh..." "You mean...?" "Yep" "You mean a finger or...?" "We bought some... equipment" "And he's fine with this?" "Actually, it was kind of both our idea..." I could tell a lot of the girls were getting curious and inside I was dying to tell them all about it! But I held back and soon the conversation moved on to other (less interesting!) subjects.

Annie came up to me a bit later while I was helping clean some wine glasses in the kitchen sink. I was standing there on my own when she came in and told me how cool it was that I was so sexually open, and how she wished she were lucky enough to find a guy to share these kinds of experiences with. At this point she said, she had better odds of getting pregnant than of finding a guy she could do these things with. She was in her thirties and had been single for a long time. I thought she was pretty with her brown hair and pixie cut, though I guess not in a six feet tall blonde bombshell kind of way. I wanted to ask her more and what her story was, but other girls came in with more dishes to clean and I didn't get the chance.

But then, later that week, I got a text from Annie.

She'd gotten my number from one of the other girls and she apologized for texting out of the blue like that but would I want to chat a bit? I said of course I would! So few of my friends are comfortable discussing sex. And when they do they never share my passions or my kninks so the conversation always feel stunted and incomplete, like I've got all these things I want to share and there's all these things I'd wish they'd share but it just never works out that way. I was so excited to find someone I finally could connect with!

Over the next few evenings we must have traded hundreds of texts. We started off slow with her telling me again how great it was that I had this great relationship and this great guy and this great sex. Soon she started asking for more details about my sex life. At first i was pretty generic but quickly she wanted to go into the more kinky details. What is this equipment that I said we used? How did we start? Was it hard to convice him? How often do we do it? Do I know anyone else who does?

I'm usually pretty open about my sexuality, given a receptive partner, but there's something about texting that made me feel even more comfortable talking about it. There I was sitting on the couch or lying in my bed with my phone in my hands and my thoughts in my head, and typing my feelings out just seemed like this most natural thing. There's a (perhaps deceiving!) feeling of safety in my phone's texting app, like I'm hiding behind this wall of anonimity and the real world can't really get to me. Something about the impersonal and generic bubbles of text and the sense that it's all fleeting and will be erased in a few hours anyway. Besides, hearing that little pop that tells you you've got a new message can be such a thrill! You type in this really intimate little sentence and even though you trust the person on the other end you're still all nervous about the response you're going to get! But then you hear that pop and she understands! She gets you! She listens and prompts you for more and tells you about her own wishes and desires and it just clicks!

Anyway, I think I've made it pretty obvious; both of us really opened up. I told her about all my firsts. First kiss, first boyfriend, first time having sex. First time trying anal. And that night the dildo came in the mail and I first used it on my boyfriend. I told her how great it felt to be in control. How much I liked having this plastic cock between my legs and this cock in my boyfriend. How the sight of him under me turns me on. How days later I still think about how his ass felt when I entered him. I told her about his moans. About the look on his face the moment before he cums. I even told her about my own orgasms. About how they would build up slowly, with each thrust inside him pushing and pulling the dildo within me. I told her about how the tension grows and my pace quickens. How the sensations in me combine with the sight of him and the sounds of us and finally everything comes together in these powerful waves. I even told her about afterwards. No he doesn't hurt. He's not walking funny and bowlegged the next day like they show in movies. We just cuddle and kiss and fuck some more!

She asked me tons of questions and she told me about her own fantasies. She told me how her last boyfriend hadn't been into sexual experimentation at all. She described all the things she wished he'd done to her but hadn't, and all the things she had wanted to do to him... I'd never had anyone tell me their fantasies like that! It was so exciting! She said that after she broke up with her boyfriend a few years ago, at first she tried hooking up with guys for one night stands and such, but those never gave her what she wanted. You meet a guy at a bar or a coffee shop, or you get a friend to introduce you to someone new, but the first time you get in bed just getting through the basics is difficult enough, you don't have the luxury of experimentation. You're afraid he'll think you're a freak if you offer anything too kinky. So after a while she gave up on the one night stands and started looking for something more meaningful, but that hadn't gone the way she'd hoped. Now she wished she had tried some of the more kinky stuff with her boyfriend when they were still together. Dildos and strap-ons in particular were huge turn ons for her. She'd even bought a few of them, impulse purchases when she was browsing some online shop, but they mostly sat unused in her underwear drawer. At least, no one but her had ever been touched by them. She said she'd sometimes watch videos online but that I was the only person she knew who had actually done it. And one evening, on her last text before we went to bed, she admitted that she sometimes fantasized about me and my boyfriend.

That last remark got me really excited!

My boyfriend had been asking me about a threesome for some time now. He had never had one, but like most guys I guess he wanted to try it. He was good about it though; he didn't constantly bug me or beg or anything. He would just playfully mention it sometimes, even though he knew what my answer was. I told him I wasn't interested, but I never shot the idea down completely.

Because the truth is, the idea of a threesome did get my adrenaline going!

Of course when my boyfriend talked about a threesome, he was talking about the kind with two girls, not two guys. The idea of watching him fuck someone else wasn't exactly a turn on. I guess I'm insecure, but that's the main reason I wasn't comfortable going along with it. On some level I was afraid he'd like this other girl more than he liked me and the two of them would somehow run off together. I know it makes me sound petty and insecure but I just wasn't very comfortable with it.

On the other hand though, ever since we got the strap-on I kept wondering what it'd be like to use it on a girl.

I really don't think of myself as a lesbian. Generally speaking, two girls having sex is not something that turns me on. Like a lot of girls I did experiment in college, but that was a long time ago and I've never felt a need to pursue that kind of relationship. I do like the female body though: I find a naked woman a lot more interesting than a naked man. I've been to strip clubs that have girls on stage, but I've never felt a desire to go to strip clubs that have naked men. And whenever I watch a movie that has a sex scene in it, my eyes focus on the girl a lot more than the guy.

Sex with my boyfriend is great but whenever I have my false cock on and I'm holding on to him by the hips, I wonder what it'd be like if his hips were curvier, if his shape was... I don't know... softer. What would it feel like if we didn't need the lube? If his body was more... designed for it, even though I realize that's an awkward way to put it. I fantasize about the wetness and softness of the folds of a female body. About round hips and plump breasts and a sensual female voice moaning, rather than the harder, more rugged grunts of my boyfriend.

So whenever he would ask me about it, all this imagery would fill my head and lingered, sometimes for days. He knew about it, or at least about some of it, which is why I think he liked to bring it up. Like this was all a game to him. It's not so much that he expected me to say yes, but he enjoyed sending me to that place and putting me in that mood where the adrenaline makes me all excited and sex fills my head.

That, multiplied by ten, was pretty much how we felt when I showed him Annie's texts!

"Clearly she wants to fuck me," he said.

"What are you talking about? Nowhere in there does she say she wants to fuck you."

"Oh come on! All this talk about harnesses and dildos. She just said she thinks about us doing it when she masturbates!"

We talked about it for days. Before sex, after sex, even during sex. One night he was lying on top of me with his dick in my ass, murmuring in my ear what it would be like to have her in the room with us. I have to admit the picture he was painting was pretty fucking sexy! I could see the three of us, right there in our bed, and the thought of it had me cumming fast and intense.

But for days and weeks nothing happened. I still texted Annie every once in a while but not about sex. I talked to her at knit night but we both had other friends there so our interactions were nice but casual. We both got on with our lives and didn't talk about boyfriends or sex or dildos. And we never talked about threesomes.

Until one night.

It was my turn to host knit night and I'd spent the whole week getting ready: buying drinks and snacks, making sure the apartment was spotless and clean, etc. The group met on a Thursday night so my boyfriend made arrangements to be somewhere else that evening.

The meetup was uneventful, just a regular night of drinking and chatting with friends. Annie was there of course, but again we mustn't have exchanged more than a few words all evening. Not because we avoided each other, just because there were lots of other people there so we simply didn't get much chance to talk.

This being a weeknight, around ten the first people started to leave. Some girls stayed longer, but a bit before midnight my boyfriend got home and this was the signal for the last few straddlers to finally head out. Annie though, stayed behind.

After seeing my last guest to the door, I found her in the kitchen doing dishes. I hadn't thought about our texts in a while, but seeing her there alone in my apartment I immediately got this huge surge of adrenaline! I really didn't know what to do so I offered to sit down with us for another drink.

The three of us, Annie, my boyfriend and I, sat in the living room with wine glasses in our hands and the air between us was electric. I felt like when I was sixteen in my boyfriend's parents basement when both of us knew something would happen but neither of us knew what exactly. We sat there and drank and talked and whenever she wasn't looking my way I'd steal a glance in her direction. Had she been wearing that top the entire night? It was so sheer I could make out the lace of her bra underneath. How come I hadn't noticed before? Had the top of her blouse been undone like that the whole time? I couldn't stop staring at the soft flesh at the top of her breasts. I'd never noticed how white her skin was before, almost like milk. And her legs... isn't it cold outside? Shouldn't she be wearing leggings under her skirt? The way she was sitting with her legs beneath her, I could see her naked calfs under the silky fabric.

I'm sure she caught me staring more than once, just like I caught both of them staring at each other. The attraction was obvious, yet none of us knew how to make a move. Can I really just lean in towards her? Touch her? Why doesn't he? Why doesn't she??? Finally while she was in the bathroom my boyfriend moved over to me. He started kissing me passionately and his hands moved up underneath my shirt.

"Wait... what if she comes back?"

"I think that's the point! It's one in the morning and she's still here. She's clearly not going anywhere. This is what she wants!"

Suddenly I was so nervous and so excited! Did I really want this? What if something went wrong? What if this wasn't what she wanted after all? Or what if it was but the sex was bad? What if it was too good? All my fears come rushing and for a while I considered simply telling Annie it was time for us to go to sleep. Could I just kick her out like that? Maybe I should... But my boyfriend kissed me again and then the anxiety went away and instead I was filled with lust. His lips were pressed against mine with our mouths slightly open. His hands went up to my bra, then down my thighs over my skirt, then up again underneath. His hand was in my panties and I was so wet I'm sure he could feel it. I gasped when he slid a finger inside me. He pulled my panties down to the floor and at that moment I knew there was no going back.

Annie walked in on us kissing on the couch with my panties on the floor. She blushed and smiled but her eyes never drifted away from us. If was my boyfriend who finally made the move. Getting up from the couch he first looked at her, then at me. "Do you guys want to go to the bedroom?"

Yes! we did.

In the bedroom he undressed her gently. First her sheer blouse then her skirt. Her underwear was white and lacy. Quickly he got rid of that too! They lied down on the bed and his hands moved over her body. He got a handful of her breasts and pulled and pinched her erect nipples. He kissed her neck, her stomach and her breasts. He moved lower and his mouth covered her sex.

Seeing them like this was so hot! Of course I've seen lots of porn before, but this was the first time I had two real people doing it right in front of me! It was completely different. It was so much more intense, so much more passionate! I could feel their wants and desires, I could see every single little detail, the way her eyes closed when his fingers touched her, the slight arching of her back when his tongue hit just the right spot, the lip bites and the hand in his hair and the tremors. And the sounds! The kissing and the breathing and the moaning! It was all too much!

At the same time of course I felt a bit jealous. He was my man after all and he's supposed to only be doing that to me! But I was also kind of proud. Like I have this great guy and you can just see how good he is in bed and how much she enjoys it. She's breathing hard and moaning and writhing under his touch. But he's mine and after tonight he will be only mine. She gets to have him tonight but only for a little while, just for a moment, and after that I'm the one he'll be fucking and I'm the one who's going to be fucking him!

He's the one who offered to get the dildo. We all knew that was the main reason she was here but again for a while no one mentioned it. She was too shy to ask and it wasn't really my place to tell them what to do. But of course she agreed and I could see how she stared at him when he stripped his clothes off. I helped her with the harness but clearly she had tried one on before because it took her less than half the time it had taken me on my first time!

They both looked so fucking sexy I couldn't believe it! I wish I could have taken a picture... He had his shoulders and upper body flat on the bed but the muscles of his thighs were taut, hard and straining pushing his haunches up. She in contrast was all softness and curves with her round hips and shapely breasts. The black harness rested starkly against her pale skin with the purple arc of the dildo jutting out in front of her. I helped her guide it toward him...

The moment it went in... I don't know if he was just really into it or if he was putting on a bit of a show but he moaned... Again I felt a pang of jealousy. She had him firmly in her hands stretching him wide and she seemed hypnotized by the sight of the dildo in him. She rocked back and forth and stared at it as it went in and then out. She reached out to touch it with the tip of her fingers, to touch him clenched around it. She pulled out completely a few times and each time pushed back in, and each time he grunted when it opened him and then moaned as it slid in all the way.

She quickened her pace and they fucked like that with her hands on his hips and him pushing back against her. After a while she wanted to change position and he lied on his back with his knees up and she moved in between his legs to take him. She stroked him and again her stare was just fixated on him, on how his cock would twich in her hands each time she pressed in. I sat behind her and stared at her bum as it moved back and forth. The shape of her waist and her round ass were so sexy I couldn't resist the urge to touch her! I put my hands on her hips and helped guide her toward him.

After a while he said it was getting uncomfortable so they reversed roles. She slid off the harness and lied down and he got on top of her. While they fucked I went off to wipe the dildo and put it on. When I came back to the bedroom they had switched to doggy. When my boyfriend saw me he beckoned me closer. I must admit, my knees were a bit shaky when I got on the bed!

I got in position behind her and put my hand on her hips. I was so nervous and I was afraid she'd tell me to stop! But instead she let out a little moan and lowered her shoulders and raised her bum. I know guys have done it a hundred times and it's no big deal to them but for me it was my first time and I was so excited! Her skin was so soft, much softer than that of any of the guys I've been with. She's not a big girl, but compared to my boyfriend's her bum seemed huge! My hands roamed all over it and there was flesh there, and muscle, and my fingers could really dig into it! And her asshole... At first I didn't really want to look too much, like it was rude or lewd or something. But now I think I understand why all guys are into anal. I didn't think you could see it so clearly from back there. I mean I know I've done it dozens of time with my boyfriend so I had some idea, but for some reason I thought that when you had "regular" sex in doggy the cheeks were sort of closed off and you didn't see anything. But there it was, right there and I couldn't help but run my fingers over it...

The moment I entered her was also such a rush! She was so wet from my boyfriend fucking her that it just slid in. Really at first I thought I was just sliding between her outer lips but no! When I reached in with my hand I realized I was already in! But the things you can do to a girl with your hands while you fuck her... The lips and the soft flesh between them... low towards the asshole... and higher towards the clit... I couldn't believed how sensitive she was, how she reacted to each of my touches. She moaned and jerked and panted... Just the sight of it almost had me come! We both fingered ourselves and it seemed like in no time at all we were both cumming together. And again, my boyfriend cums in four or five pulses and then it's usually just me shaking and moaning in wave after wave. But this time both of our orgasms lasted so long it seemed like forever! I tried to press myself against her, to feel some of her shuddering and to sense what it all felt like for her, to feel if she came like me.

When I recovered I must have been beaming!

The three of us fell asleep in our bed. It must have been three in the morning by then and we were all exhausted but happy. It seemed like I had just nodded off when my alarm woke us up. The morning is always a rush for me and I quickly showered and had to get ready for work so there wasn't much time to talk. But that day Annie and I texted a lot, and the following days too, and we went out for coffee and of course there was still knit night.

But that was the only time we had sex with Annie. We all loved the sex, but what we all wanted was a relationship (me with my boyfriend, Annie with some other great guy that I'm sure she'll find eventually) We could all too easily see how feelings could get hurt if we did that too often. It seemed safer to keep this great memory and keep it special by not repeating the experience again.