Tag Archives: boys I’ve slept with

Time travel sex – what would you do?

I’m more than willing to suspend my disbelief to enjoy a good TV show. I’ll ignore loud explosions in deep space, grin and bear anachronisms in historical dramas, and even nod through a paradox or two. But one thing I refuse to believe is that at no point in his long long life has Doctor Who gone back in time to fuck himself.

I mean COME ON. He used to look like DAVID TENNANT, for crying out loud! And Matt Smith: all gangly limbs and twinking nerdery. You would, wouldn’t you?

One of the things I enjoyed most about the book The Time Traveler’s Wife (if you haven’t read it then it’s about a dude who accidentally time travels) is that in it, when his teenage self meets another teenage self, they wank each other off. It’s not described in detail, but it’s straightforward enough that it made me go ‘omg realistic portrayals of identical-selves masturbating is exactly what has been missing from all time travel.’

So, in that spirit, here are a few of the sexual encounters that would happen if I had a time machine.

Time-travel threesomes

I don’t really want to have sex with myself, if only because I don’t tend to fancy women that often, and I suspect I am exactly the kind of person who would annoy myself by being obnoxiously loud and eating all the nice crisps at parties. So I don’t think me and me would make a good couple. However what we WOULD make is an excellent threesome double-team.

In the past I’ve turned down amazing sexual opportunities because I’m too jealous of the other girl involved, or because I’m scared that the guy I’m with will enjoy the other person more and be permanently disappointed with my own mediocre vagina. However, with a time-travel threesome, I wouldn’t need to worry about that, because I am basically the same person.

I’d pick and choose some of the less exciting fucks I’ve had in the past, and spice them up by introducing my future-self halfway through and watching the guy’s eyes widen with delight as he realised all the tingling possibilities. I’d join an ex or two in some double-penetration, strapping one on so I could fuck me while I was being fucked. I’d head to the first time I used a strap-on at all, and sit heavily on that guy’s dick at just the moment his prostate pushed hard squirts of spunk out of him. I could pop back to last night, when I ground heavily onto my partner’s dick while he wanked me off with a Doxy. Past-me could still do that: I wouldn’t want to ruin her fun. But while she was doing it I could be biting his nipples or letting him suck mine.

Being the first

Is this creepy? I think perhaps this is creepy. In my head it’s super-romantic, but I don’t think we need to worry about creepiness given that time travel is impossible, so if you’re thinking of writing angry letters, please save them for the day when we manage to break all the laws of physics and invent an actual Tardis.

It’s 2002, or thereabouts. A guy who – in 2002 – I’ve never met, is masturbating furiously and desperately wishing he could hurl away his virginity. Late one evening on his way home from a friend’s party, he runs into a woman. Old enough that he wouldn’t usually look twice, but young enough that he definitely would. She invites him into her Tardis, and because he is probably only 18 at this point, I will spare you the pervy details.

What’s important though is not necessarily what happens then, but what happens years later, when he runs into me for what he thinks is the first time.

“Wow. You… you look really familiar.”

“Really?”

“Yeah. You look like this person I knew once, ages ago.”

“Oh really? What was she like?”

“It’s kind of a funny story actually. It’s how I lost my virginity…”

Fixing mistakes

Picture the scene: it’s three AM outside a shitty nightclub – in one of those vaguely Mediterranean ‘party towns’ that are magnets for young people who want to get drunk and sweat on each other. Two girls who are far too young to be there are sitting on the laps of two guys who can’t believe their luck. The guys are young too – not yet mature enough to realise that if you really want to get laid you need to avoid drinking twelve shots of AfterShock. They’re all snogging, and having a whale of a time.

One of these girls enjoys it so much that she tries to take the guy somewhere quieter to fuck.

“Give me a sec,” she whispers erotically, then runs to the bins and sprays rainbow-coloured vomit  in a decorative arc over the pavement. She wipes her mouth.

“I’m done. Let’s go.” The guy nods, looking a little queasy himself, but clearly game. The girl leads him to what she thinks is a secluded spot. They snog again, briefly, before he backs away. It might be the taste of her sick-washed mouth, but our heroine decides it’s probably just because he’d rather do other things. She pushes his head down between her legs, pulls her knickers to one side, and he licks at her with eager enthusiasm – this is clearly a dude who’d rather taste cunt than cocktails.

In the faint distance she can see the nightclub lights illuminating her best friend and the other guy, snogging on a chair. Her cunt twitches with pleasure but she’s far too pissed to notice.

At this moment the sky splits, and a time machine appears. An older version of the girl leans her head out of the time machine and – in the manner of a Mum yelling at her kids to get inside for dinner – she shouts:

“You fucking idiot! Everyone can see what you’re doing! You’re not in a secluded spot at all, you’re in a field right next to a busy road! Go home and sober up or in ten years’ time you’ll have to write a blog post about how much you regret this whole sordid incident!”

Time travel sex – watching and wanking

Of course it wouldn’t just be about joining in or changing the path of history – that’d kind of imply that my sex Tardis would mostly be about regrets. I’d probably spend most of my time popping back to my favourite moments. That first ever threesome with two guys, which fulfilled a list of long-held sexual desires so spectacularly that I still remember it in a sleepy, dreamlike way. I’d watch as they kissed each other, and look out for the expression of shining delight on my face. I’d take mental photographs of every beautiful moment: as they fucked me, as they fucked each other, as we all tangled together in a huge pile of happy fucklust.

I’d visit a few fetish clubs to watch myself get beaten.

Head to old bedrooms in which I frotted tirelessly against exhausted ex-boyfriends.

Watch a few of the hottest boy snogs I’ve ever seen.

It would be like having a live-action replay of some of the best fucks, and the most beautiful people I’ve ever known. Hot and horny but also tinged with wistful nostalgia.

Maybe one of the best things I could do if I had a sex Tardis would be to leave little notes for myself on the morning of each hot encounter, saying:

“This one, tonight: this one’s special. Drink it in. It’ll never happen the same way again.”

The first spanking I ever had

You know how sometimes a particular smell evokes a really specific memory? Hot days smelling like childhood holidays, Baileys smelling like Christmas or – if you want to be less saccharine and cheesy about the whole thing – dick that smells exactly the way your ex used to?

I have a style of skirt that reminds me of my first spanking. No, really. It was grey, and patchwork – silk and corduroy and cotton and linen all sewn together in a rough pattern, draped perfectly over my hips and arse. It was one of the best items of clothing I’ve ever owned, and I can’t work out if that was because it sat just right on my bum, tight enough to cling so I could feel it when I walked, but loose enough that the material would billow out around my thighs when I walked somewhere, or if it was the best because it reminded me of spanking.

The first spanking

I’d been slapped before – occasional smacks on the bum as I walked naked to the bathroom. Boys who’d slap it when we were flirting after school, or boyfriends who’d give it a whack when they ironically ordered me to the kitchen for beer. But I’d never before had a proper spanking.

I arrived at his house at the usual time – what we’d have called ‘after work’ because we were students, but something far closer to 3pm. I’d been away for a week or so and I couldn’t wait to see him. This guy. This dream-come-true. This person I jokingly called The One when he was out of earshot.

He didn’t think much of me back then. We were mates who fucked, but while we were both equally enthusiastic about the fucking, I suspected there was a serious imbalance on the ‘mates’ front. He was my best and my almost-only – the one I’d seek out and chase and invite to every occasion. I was the one he ditched when something more interesting came along.

Still, we were pretty happy, not least because each time one of us came up with something new to do with each other’s genitals it would be greeted with an enthusiastic and husky ‘fuck yeah.’

When I came in he gave me a brief hug. We did some small talk. He told me to bend over a chair and flip up my patchwork skirt.

He could almost certainly feel the wetness through my knickers. He ran his hand over me quickly – not savouring the feel of my cunt through the fabric, just planning where his first slap would fall. He pulled down my knickers and settled for my left cheek.

Smack.

Firm, stinging, perfect. I yelped.

He adjusted my skirt, hitching it higher to stop the hem falling back down over my thighs. I was bent almost double over the chair – the wooden back digging into my stomach, hands gripping the front legs to try and keep my balance.

Smack.

He was testing us both. Trying something that neither of us had done with this level of seriousness. Playful slaps turned to full-on, powerful blows and I made enough of a racket that he asked me to sssh. His housemates weren’t in but that didn’t mean the neighbours weren’t.

Smack.

I imagined him rolling up his sleeves.

Smack.

One stroke fell slightly left of its mark, half of it catching me in the crotch where I was wet and sensitive and raw.

Smack.

This time right in the middle of the cheek. Satisfyingly thuddy and good enough to make me wriggle.

Smack.

Enough of this now.

Smack.

I said ‘enough.’ I said ‘I really need you to fuck me.’

Smack.

He held me firm – one hand on the crumpled skirt pulled up to the small of my back.

Smack.

‘Do you like it?’

‘Yes. I like it. But I need you to fuck me.’

He paused for a while, and I could almost hear his indecision. Feel the stiffness of his cock pushing through his jeans and against my hip as he took a step to stand beside me. He ground his dick into me and my legs started to tremble. I asked again. ‘Please fuck me.’ Note the ‘please’. I asked nicely. I choked out the ‘please’ like if he didn’t fuck me, I’d cry. To be fair, I would have.

He told me I’d get six more slaps and that I’d have to count them. And he said they’d be hard enough to sting his hand.

After he’d delivered the spanking, I was a mess of arousal and emotions and red, raw pain. I pulled down my knickers as quickly as I could and pulled him into me, feeling his dick fill me up seemed to push the pain away. With each stroke I twitched and tensed the muscles in my legs, worried that I’d knock the chair over.

As he fucked the frustration out of me, and came hard into my aching cunt, his hands gripped the patchwork skirt around my waist, pulling my sore arse back to the base of his cock, to get the most pleasure possible with each angry stroke.

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Spontaneous sex parties

At about nine o’clock, most people are gathered outside in the garden, smoking loose roll-ups or cheap cigarettes that come in packets of ten. The supply of supermarket vodka has been depleted and someone’s started a whip-round so they can run to the shop to top up our stock with some clear, petrol-tasting cider and another pouch of tobacco.

While college-age guests scrabble for booze, the party host is surveying the damage and praying they’ll get it all cleared up before their parents arrive home on Sunday afternoon. Inevitably, as the drunken groping escalates to second or third base, one or other of us asks the host:

“Mate, which room is the sex room?”

“Front living room. But there’s four other people in there at the moment so you might want to take a blanket or something.”

“Ta.”

Sex parties that aren’t sex parties

There’s a huge difference between deliberate swinging and the kind of sex parties that my nostalgic self longs for. Parties where the main aim is to get drunk, but the side show involves hustling your giggling other half across a room full of silently copulating others – others too horny to wait until everyone’s gone home or fallen asleep. Others who are used to fucking in front of people because – hey! We’re eighteen! Life’s really fucking short so let’s not go short on fucking!. I miss those parties.

The casual ease with which you’d step over a friend, her legs twitching with pleasure as her latest squeeze buried his face beneath a blanket and deep into her crotch. The ‘sorry’s as you’d make your own room in a tiny sliver of space – feeling not just your partner’s eager hands but the clammy heat from couples either side of you.

At one party, I fucked my boyfriend on one of those deep tub-shaped armchairs. The duvet spread over the top of the chair provided a vaguely private tent, and I slipped my knickers to one side and sat down on his dick, burying my head in his shoulder to muffle my heavy breathing. Raising myself only ever-so-slightly with each stroke, I fucked an inch or so at a time, until his cock was swollen with desperation and his toes curled – visible by everyone else as they stuck out of the bottom of the duvet. It took me twenty minutes of this slow, controlled fucking to come, and when I did, the small shudder of our makeshift tent gave no indication of just how amazing it felt.

Not swinger’s parties

I miss this stuff as an older person – the sex you have to have right now because you’re so horny. The knowledge that there’s a room upstairs you can sneak off to, and still hear the chatter and laughter from the party downstairs. The quick, urgent, silent fuck you share on a pile of coats in the spare room, or over the bath, or – best of all – in a room with other people. All of you groping and kissing and fucking – not sharing each other, but sharing the experience.

I’ve had it once as an adult – a late drunken new year’s party with so many guests missing last trains that they spilled over into my bedroom. Mates I loved (and had probably fucked at one point or another) giggling and groping on the floor, maintaining casual conversation with me and my boy.

“Are you fucking?” One asked me, halfway through a casual conversation.

“Hmm?” I replied, clenching my cunt around the tip of his dick, which he’d inched slowly, cautiously inside me.

I made a quick shuffle that could be passed off as rearranging the bedclothes, and pushed my arse backwards to take the full length of him into me. He coughed to try and cover up his satisfied sigh.

I’ve been to swinger’s clubs, but never a party that’s explicitly labelled a ‘swinger’s party’ – the idea of group sex is deeply hot, but there’s something about the explicit planning inherent in the whole thing that turns me off. Perhaps it’s all the impromptu fucks I had as a youngster that have killed the idea for me, but sex parties seem far more fun when the ‘party’ comes first.

I don’t want to bare all and stride purposely through a group of likeminded people, picking which of them I might invite to join me in a slippery tangle of limbs. I want something spontaneous to happen when some of us are horny enough – no swapping or swinging, just a mutual desire to fuck, and an aching need to do it right now. Not because others are there, but despite it.

I want to slowly lower myself onto his dick, and have him stifle a gasp. I want him to work eager hands into my bra and pinch my nipples when he thinks no one else can see. To whisper and giggle and fumble in the dark.

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On sexy pictures, and shame

a gratuitous picture of girlonthenet's titsYes, these are my tits. Not bad, eh? Or, realistically, nowt special, just your common-or-garden boobs, clad in cheap underwear and shot on a smartphone.

I get that boobs are pretty popular. As far as ‘popularity on the internet’ is concerned, they come second only to cats. Were it possible to combine the two, by placing a tiny kitten in my cleavage, I’d have done so.

Over the course of thirty years on this planet, I have sent fewer than ten naked or vaguely indecent pictures of myself to loved ones. Of those, only one of them included nipples, and one included cunt. I have no regrets about sending most of them – they’re relatively basic, utterly anonymous shots like the one I’ve posted here, and like the others that are scattered sporadically across this site. In short: should any of these turn up on the front page of the Daily Mail I won’t be spitting coffee over my laptop and begging for them to be burned.

But there are a couple I regret.

Sexy pictures I regret

The one I texted to a guy I had no intention of sleeping with again. I was drunk, and in the mood for someone relatively remote and distant. Some flirting, general horny chit chat, an early night with some of his personally-tailored smut and my own right hand. I got the smut, but only in exchange for a blurry, oddly-angled close-up of my fingers deep in my own vagina. The regrets come partly because I’m not 100% sure the guy will have kept it to himself, but mainly because I don’t even wank like that. It’s an inaccurate depiction of my own masturbatory habits, and thus I suspect one of the least sexy pictures I’ve ever taken.

The second one I regret wasn’t taken by me. Halfway through a particularly energetic fuck, in a position the guy clearly loved, he asked if he could take a picture of me. I said yes, and he did. Looking at the picture afterwards gave me a genuine jolt of delight. As one who generally thinks my body is wrong in all the classic ways, this pic surprised me by being a quickfire, candid, naked shot in which I actually felt I looked hot. The morning after I was walking on air: delighted at the slightly sore feeling of satisfaction after a delicious, no-strings fuck, and hugging myself in the knowledge that maybe I was sexy after all.  Four hours later I found out that he hadn’t just shown me the photo – he’d sent it to half the people in his address book.

What am I ashamed of?

When people talk about naked pictures, one of the most common go-to emotions is shame – body shame, slut shame, the shame that comes from feeling like a dirty little fucker who should have known better than to let someone see your private bits. I think I’m so used to hearing about shame when naked pictures or videos are circulated that I find it hard to calculate what my actual feelings are towards the incidents above.

Sure, I’m angry – I’m angry because trust has been broken, or might be broken, or because the significance of my rare pic-giving hasn’t been fully appreciated. There’s perhaps a pinch of self-loathing in there too. Not only am I not the greatest fan of my own body, but smartphones are not the most flattering tool with which to show it off. I’ve often been tempted to send something, but given up after spending half an hour contorting in front of a mirror to make sure that my tits are in shot, my face isn’t, and my knickers sit just right without showing a bikini line shadow or an uncomfortable bulge of hip fat.

Sexy pictures aren’t shameful

I’m cool with feeling these things. They are, after all, my own emotions and mistakes and neuroses. Shame, though? I don’t want to own any shame. Shame isn’t the product of the photo itself, it’s the product of the reaction. Shame – like guilt – is one of those emotions that isn’t always mine. There are many times I’ve beaten myself up about a perceived slight, or an insensitive comment, and wanted to beg forgiveness then be swallowed by the ground forever. There are many more times when I’ve felt I was in the right – that my ‘insensitive’ comment was actually a fair and frank assessment of whether someone or other was an arsehole – but I feel guilt anyway because other people are telling me to. The first kind of guilt I own, because I actually feel it, whether it’s come about by my own navel-gazing or someone else highlighting a genuine fault. The second kind is one which is applied to me even though it baffles me.

Shame is the same. I can be ashamed of that time I got so drunk I could barely walk, and phoned a close friend to tell him I was being chased home by pizza delivery guys (I wasn’t, obviously – they have more important things to do), and although I still blush to think of it, I don’t feel any worse than I realistically deserve to.

Picture shame, though? That’s applied – projected onto us. It comes about because we’re used to people reacting with horror to the idea that we have body parts and desires and (yay technology!) the ability to send them to each other over the internet. The shame applied to sexy pictures isn’t one that comes from my own beliefs about what’s right, it comes from other people’s reactions.

So when people say “what would your mother think?” or “aren’t you worried your future children will be horrified by your sex blog?” what they’re actually saying is “don’t you feel ashamed?” Perhaps my answer should be “I might, but only if you make me.”

On first time pegging

I love a good first time. Not just first time sex, but the first time I do anything that’s fun: driving on the motorway, eating halloumi and wondering where it’s been all my life, swimming topless in the sea, etc. There’s a lot to love about that initial kick of novelty.

This post isn’t about my own first times, though, it’s about those of other people. Because, although I have only ever had one guy’s virginity (which was very willingly given), when it comes to anal sex I’ve taken a few more.

Not naturally dominant, strapping on a dick and holding a guy’s legs up to his chest while I fuck him is something of a nervewracking experience. What if I’m not the kind of awe-inspiring dick-wielder I dream of being? What if he decides he doesn’t like it, and his memory of me is forever tainted by the disappointment when his prostate didn’t thrill with joy? Well, via the medium of Three Stories About First Time Pegging, let’s see, shall we?

The enthusiastic

This section is an extract from my book – if you’ve read it just skip to the next subhead. 

He lay on his back on the bed, naked from the waist down, and I could see how much he was looking forward to this. His cock stood straight up in the air, solid and thick and glistening at the tip. I pushed his knees up towards his shoulders, knelt on the bed between his splayed legs, then wet the tips of my fingers and traced them around and around the head of his cock.

‘Do you want me to fuck you?’

He nodded.

‘Tell me. Tell me you want me to fuck you.’

‘I want you to fuck me.’

‘Say please.’ I reached for the lube as he babbled, desperately.

‘Please fuck me. Oh please fuck me. I just want to feel you in me, I need to come.’

I had one hand on his dick while my other hand squeezed the best part of half a tube of lube onto my own.

Although it wasn’t something I’d fantasised about, something intangible about this situation made me tingle with arousal. There was no pain, no spanking. I wasn’t being submissive. I was just kneeling between the boy’s legs, pressing the tip of my fake dick right up against his ass, and yet something was giving me that lustful kick.

‘Touch your dick.’

He obeyed immediately. Quivering with lust and nervous about being fucked for the first time, he stroked himself slowly, not wanting to come before I’d had him. He was close enough to coming just from the anticipation of what we were doing, so when I slid first one then two fingers inside him he tensed up.

‘Ah, no, please.’

I stroked his prostate, very gently, and felt every muscle in his body tense as he tried not to come. I’d never been so powerful. ‘You’re going to come when I fuck you.’

‘Yeah.’ He nodded a few times, more a reflex twitch than a nod of agreement. He stared at me with wide eyes and bit his lip, as I used my lubed-up hand to guide my dick into him. He groaned.

‘Does it hurt?’

‘Yes. But it’s good.’

‘How good?’ I tentatively slid it back out, then in again, a bit further this time. Another groan. A twitch.

‘Good.’

And I knelt up, put a hand on each of his raised knees, and pushed them backwards, opening him up and pushing him back, as I slid in and out of him. His face was tight in an expression of both pain and ecstasy, knit with concentration in an effort not to come. But I wanted him to come. I knew that the build up and the nervousness and the panic and the joy of being fucked in a whole new way would lead to an orgasm that shot from deep inside him, spraying mouthfuls of spunk over and across his whole body.

I fucked him harder, and I grabbed his dick, and it happened exactly as I’d hoped: he shot ropes of spunk that hit not just his chest and face but the wall beyond his head. He moaned and cried out, his stomach tensing as he did and he raised himself up slightly towards me. I felt a slight movement on my dick as his ass tensed with the impact of the orgasm, and his own cock jerked violently in my hand.

The disappointed

“It’s… ow. Fuck.” He furrowed his brow. “It’s harder than I thought it would be.”

I knelt over him, red straps at my waist and frustratingly unfeeling cock about an inch deep inside him.

“Perhaps a different angle?” I suggested, shifting slightly. I don’t know why I cared so much but I really wanted him to like it. After helping the first guy reach the kind of orgasm he’d never had before, I wanted this next guy’s reaction to be the same. A wide-eyed ‘oh God it hurts but please don’t stop’ building to a shuddering, twitching, frowning climax and spunk plastered liberally over the head of the bed.

“I’m not sure.” He twisted again, trying to get it in further at a different angle. I pushed it in.

“No. Fuck. Argh.” I pulled out. He clamped his legs together reflexively. “I don’t think I like it.”

I held his dick, massaging lube from the base to the head. He moaned softly, and his frown faded.

“Maybe we should try again?” I shook my head. The fucking itself was pretty hot – feeling the power of being above him, on top of him, controlling his pleasure with every inch of my fake cock. But that feeling only worked if there really was pleasure. I wanted to fuck him into that kick of joyful novelty, to give him something new and filthy, not to tease and encourage him into it the way you would persuade a fussy eater into broccoli.

I didn’t want his face to tell me ‘ow. I hate it. It hurts’ – I wanted ‘that’s it. More. Please.’ So I grabbed his dick with my hands and made that face happen instead.

The best response to first time pegging

You know what the best one is, right? The best is a guy that takes that enthusiasm – that desperate horny lust – and begs for more of it until I can fuck him with power and force and the kind of all-out brace-yourself energy that he’ll aim for when he’s fucking me.

And that’s exactly what happened.

With the third guy, I knew he’d been wanting it for a while. Playful conversations about me fucking him had led not to giggles or ‘maybe’s but to a very open, certain ‘yes please.’ A bold declaration that he knew this would be good. And it was.

He was blindfolded, strapped by the wrists and ankles to the bed frame. I’d lubed up his cock, with the aim of testing some new wanking sheaths and seeing if I could do the kind of teasing denial-play that he’d spectacularly fail at if he weren’t restrained. Lacking imagination, and basing most of my proactive sexual moves on the things that appeal to me, I thought he might enjoy being bound and filled to stretching point with cock.

I put a plug in him and instructed him to push down onto it. He squirmed, bucking slightly, enjoying exactly that ‘filled’ sensation while I put on a harness and cock. I unstrapped his ankles from the bed, lifting his legs up and back. I pulled the plug out and he moaned.

“Are you getting ready to fuck me?” No fear, no apprehension, just raw excitement.

“Yes. Do you want me to?”

“God yes.”

I slipped into him slowly. My memories of the second guy had made me cautious, wanting to give him time to adjust and relax as I fucked him with very slow strokes. Instead of wincing, however, he urged me on – more, harder, deeper. He shifted position, pulling his knees closer to his chest so I could get my dick further into him.

“Do you like that?”

He answered with a nod and a guttural moan, then twisted around to part his legs further. Nothing tentative about it – he wanted something no one else ever had: a first time pegging that was full-throttle. Power and speed rather than a gentle introduction. My hands gripping his hips and him bucking and writhing onto me. The full length of my fake dick and my lubed-up hands on his. The ache and pain and lust as I slammed it with force deep inside him: a first time pegging that felt like a practised fuck.

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