This is a story about the most genuinely ‘friends-with-benefits’ experiences I’ve had. Often stories here about friends-with-benefits are full of tropes which make the whole experience seem more like a porn scene than a totally casual, solely positive sexual experience between friends. It’s not always possible to sleep with someone who’s your friend and for it to make no different to your friendship, and I don’t want to pretend that it always works like this. I’m just going to write this as it happened so you get an accurate impression of how fun and casual this was.
My name’s George, and I’m from the UK. Anna and I have been friends since university – not quite the same friendship circle, but good enough to spend many evenings chatting together about politics or literature. Anna’s a free-willed New Zealander with brown straight hair, a friendly smile and a passionate interest in all things political. I would say that she’s good-looking and cute rather than bombshell gorgeous in the stereotypical way, which I’m not particularly into anyway, but with a great personality – basically the sort of female friend you don’t necessarily fantasise about all the time, until you do. She has a cool slightly hipsterish dress sense, great boobs which she mostly conceals under T-shirts and jumpers, and a great sense of humour.
She also has a lot of casual sex. I know this because it so happened that we both ended up living in Paris for a few months after graduation, where we got to know each other a bit better. She’s very much her own woman, independent-minded and very liberal. She works for a big, stressful company and is of the ‘work hard, play hard’ mentality. She’s pretty open about her sex life, and we had some good chats about dating and sexual preferences, though when we were in Paris this was just friendly banter. It did make me think about her in bed occasionally, but then all guys have fantasised about most of their female friends at some point.
Anyway, after hanging out in Paris for a few months she went back to New Zealand to work, keeping in touch every now and again over Skype. I also went back to England. Then about a year and a half later she announced she’d be in Europe in a few months, and asked if I’d like to go on a short trip to Paris with her. It was a random suggestion and definitely platonic in intent – we’d had no problem sleeping over in each others beds before and it wouldn’t be anything unusual for us to go on a short trip together. We booked flights and a few months later landed in Paris and checked into our single-bed Airbnb.
Although we were just going as friends, I admit that there was an unspoken twinge of eroticism about checking into a single room with a female friend knowing we’d be changing in front of each other and sharing a bed. Our Airbnb hosts also clearly assumed we were a couple. But we’re both super relaxed, and neither of us had ever suggested any attraction for the other before, so it remained unspoken.
Before going to bed, we started chatting on the sofa. We talked about politics, mutual friends, Paris, jobs, and what our life plans were. As the conversation got deeper we also started chatting about our dating lives, playfully teasing each other about our sexual experiences. She told me about some guys she’d had sex with recently, including her current flatmate in New Zealand. I mentioned that I’d recently had a short fling and joked that beforehand I’d been giving NoFap a try a few months. After explaining to her what this was, she laughed. ‘What!? That sounds so unnecessary. I can’t go more than a day!’
‘Well, I gave in after a few months – definitely back to the old ways now.’
‘So what’s in your wank bank, then?’, she said, grinning.
I thought about it. ‘Hmm… well there was a time I had sex in our university library that I fantasise about a lot’, I suggested hesitantly.
I shouldn’t have worried about being too explicit – she wasn’t phased at all. ‘No way!’, she replied. ‘What section?’
‘Politics, as it happened.’
‘What? Legend! I always wanted to do that. Riskiest thing I used to do at uni was have sex in the college gardens.’
The conversation drifted back to politics for a while, and we enjoyed the sense of intimacy that sharing personal experiences with friends can bring.
A bit later, the topics started to get more personal again. ‘Do you often talk about sex with your friends, or is it just me who does that?’
‘Not often. Only with close friends, really. And then I’m actually pretty open – I once gave a female friend advice on how to give a good blowjob.’
‘Wow, that’s awesome. Like… what did you say?’
‘Well, stuff like licking up and down the shaft, around the tip…’
‘Woah stop! I don’t think I could have a conversation like that without getting super turned-on.’
‘Haha fair enough,’ I said. We paused. We looked at each other.
I decided to give it a shot. ‘So, ugh…’, trying to sound as casual as possible, ‘do you reckon there’s a chance of something happening between us while we’re here?’
For once she looked surprised. ‘Well, I… well of course, talking like this, obviously it had crossed my mind… do you think it’s a good idea though? I mean we are sharing together for the next few days.’
‘Well I think it’d be fun’, I replied, a little bolder, ‘but obviously I wouldn’t want to harm our friendship at all.’
‘Yes, of course. My thinking is that these things should happen only if they add something, not take something away.’
‘Yeah, agreed’, I said.
‘Let me think about it’, she answered, getting up and going to the bathroom. I waited, a little bit nervous, but honestly I knew we were both relaxed enough for this not to be weird if she wasn’t up for it.
In about five minutes she came back. ‘Not going to lie’, she teased, ‘I was worried I was gonna come back to a naked man on the bed.’
‘Ha! No such luck.’
‘Well, why don’t we get into bed and just see what happens?’, she suggested. At these words my cock took the hint and sprang into action under my jeans.
‘I’m afraid you’re going to have to see my ugly panties with flowers on them.’
‘Haha it’ll make up for the time we went swimming and you saw my boxers were on back to front.’
I pulled down my jeans and walked over to the bed in my boxers, still strangely shy enough to want to conceal my erection by holding my trousers. She dropped her lounge pants and, sure enough, I got to see her lime green panties with kitschy daisies.
We jumped into bed together, turning off the main light and opening the curtains to let in the moonlight. We didn’t waste any time: I put my arm around her and kissed her cheek, then her lips. We pulled closer to each other, and as my cock pressed into her leg through my boxers she rolled me on top of her and spread her legs in one fluid motion.
I pressed my cock, still under my boxers, between her legs. She was still wearing her panties. She took off her T-shirt and I got my first glimpse of her fantastic, C- or D-cup boobs in a matching lime-green bra, which I quickly unclasped. I kissed her again on the lips, then fell to kissing her breasts and nipples.
‘Do you like it when guys lick your breasts, er boobs? What should I call them by the way, Anna?’
Not the smoothest line. But then something about our friendship and the casualness of what we were doing seemed to liberate us from the usual worries about trying to be hot and sexy.
‘Boobs, tits, both are fine!’, she laughed. ‘Breasts is a bit tame. And they’re not actually that sensitive for me – think of them as just there for you to look at!’
We laughed and I pressed my cock between her legs a second time.
‘That feels awesome, but are you going to take these off already?’, she said, sliding off my boxers and running her fingers over my naked cock. I reached under her bum and slid down her flowery panties, now damp, down her legs and off her feet. She reached up and pulled off my T-shirt.
‘Fuck – should I get a condom?’
‘Don’t worry, I’m on birth control of course!’
‘Oh ok! So, this is weird, but I’ve never actually cum inside a girl without a condom before. My exes were either to shy to ask for the pill or didn’t trust it.’
‘Haha no way! Well cum inside me then, I’ll be your first.’ Wow, that’s close friendship.
We were now both totally naked, hard, wet, and turned on. We kissed harder, and my cock brushed the warm patch of wetness between her legs. Anna spread her legs wider and my tip slipped into her, but it was a bit too tight to go any further.
‘Should I get some lube?’, I said.
‘Nah, I haven’t gone down on you yet’, Anna said, repositioning so she was sitting on top of me.
‘Here’s a game’, she said, ‘how about you have to stay still while I do whatever I like?’
‘Sounds good to me!’
Anna grinned, her tits shining in the moonlight and jiggling slightly as she moved. She leaned over me and started to lick shapes over my chest and stomach, working her way down teasingly and ever so slowly. When she got to my dick she popped a few inches into her mouth, got it wet, and took it out again with a loud popping noise. Then she licked down my shaft and my balls, licking almost down to my bum before bringing her attention back to my penis and taking it into her warm, wet mouth.
I groaned softly. ‘Wow Anna, I never knew you were so good at head’, I teased.
‘Practice, trust me’, she grinned, taking a quick breather and then bobbing down again over my cock.
Anna continued sucking my dick, licking around my tip and every now and again taking it out of her mouth with that satisfying popping sound. I could feel wetness all over my dick.
‘When was the last time you sucked a dick, Anna?’
‘Two or three weeks ago, Tinder date, why?’
‘I guess it turns me on knowing that.’
‘Haha just ask, I’ll tell you whatever you want to know.’
‘Anna, I want to be inside you now.’
She lay back so her head was now at the foot of the bed, and spread her legs wide.
‘Ok George, are you ready to fuck me?’
‘How hard do you like it? Soft at first?’
‘I like both. Do whatever you enjoy, I can take it pretty rough. But I like it slow as well sometimes, if that’s what you’re into.’
I held Anna’s hands and she lifted them over her head so they were on the pillow, then brought my dick between her legs. Then I slid into her, feeling her warmth and wetness against my naked skin.
She groaned, loudly. ‘You’ve got such a good dick, George. Laura [my ex, Anna’s friend] was getting this all through her degree? Lucky girl!’
‘Shh!’, I said. ‘What if they hear?’, meaning our hosts. It’s annoying, but I can never quite forget that people might be listening when I’m having sex.
‘What do they care? Everyone has sex’, Anna laughed, grinding her hips into me.
I fucked Anna harder and harder, driving my cock deeper into her and watching her boobs bounce with every thrust. Anna’s moans of pleasure were loud, unmistakeable and uninhibited, and were accompanied by squelchy thrusting noises and the sound of the bed creaking. I heard someone put on the radio in the next room. Ah well.
‘Want to try from behind?’, Anna suggested. She got up and leant doggy-style against the bed-frame. I grabbed her bum, knelt behind her and started gliding into her again, softly at first, using one free hand to stroke her hair, her cheek, and to cup her boobs. With her hand Anna reached back and started rubbing her clit – my previous girlfriends had been super sensitive so I was quite surprised at how rough she was. After a few minutes of gently sliding my cock into her as she touched herself, Anna tensed, put her head down, and came hard.
After she got her breath back, Anna turned round and gave me head for a minute of two.
‘You last a long time!’, she said smiling, taking my dick out her mouth for a few seconds. ‘Jack’s usually over by now.’ [Meaning her flatmate, whom I don’t know, and who she sleeps with every now and then]. ‘This is awesome!’
‘Haha probably I masturbate too much!’, I laughed.
‘Suits me!’ She rolled under me again. ‘But now you can cum in me… I want to be the first.’
I rose to the challenge. I thrust my cock into her and fucked her harder than before. She was moaning very loudly now and, perhaps because she could see I was getting embarrassed, put a hand over her mouth. The noises became muffled, but were still almost as loud as before.
‘I’m going to cum, Anna!’, I shouted.
‘Cum in me!’
I came, hard, shooting jets of cum deep into her. I hadn’t masturbated in several days and could tell I was shooting a massive load. I groaned, and we kissed each other warmly. We hugged, our bodies were sweaty and sticky, and we panted together for a minute. I could feel her nipples against my chest and my dick twitching spasmodically inside her with the final waves of orgasm.
‘Wow, that was… a lot’, Anna said, feeling between her legs.
We cleaned up, and cuddled naked, and chatted about how awesome that had been.
‘Sex with friends is awesome, as long as it doesn’t interfere with our friendship’, said Anna, sensibly, ‘and as long as neither of us gets jealous when we start sleeping with other people again’.
I agreed, and we set some ground rules, such as keeping it a secret between us (she’s friends with most of my exes), and keeping it casual fun. This was not Anna’s first rodeo with casual sex, so I let her take the lead in telling me how to play it.
We had sex again the next morning, her on top, and for the rest of our week in Paris we fucked in the evenings before going to sleep and just hung out with friends as usual during the days. We didn’t tell anyone, and nothing seemed to have changed at all in how we interacted outside the bedroom.
When I said goodbye to Anna at the airport, I gave her a quick kiss on the cheek and said let’s keep in touch. We’ve caught up several times since then, hardly mentioned the sex except in passing, and we’ve continued to talk about our sex lives without jealousy. She told me about a threesome she’s planning with some male and female colleagues (seriously, corporate types are so weird), and I told her about a bj I got from an American girl who was visiting London. She was thrilled for me and it felt awesome to be so open with each other.
We’re looking forward to seeing each other again in a few months when she’s in the country. Maybe we’ll just see each other as friends, maybe we’ll have sex, who knows. Either way, our friendship has only been strengthened by this experience, and it was a tremendous amount of fun.
Source: reddit.com/r/gonewildstories/comments/90ttyo/genuinely_casual_nostringsattached_sex_with_a
Nicely written! Good communication.. made that seem all so honest, playful and incredibly sexy. I need an Ana!
The “when in Paris” just seems to make the whole occasion so much sensual and accepted :)
A hole some story.
We all need a friend like Anna, especially us married guys! I was equal parts touched and turned on that she offered to be the first girl to accept your cum, and also a little worried that she extends the same offer to all of her casual sex partners.
Give us an update when you see her again.