When I first started getting into sex – and I mean really into sex, past the initial ‘oh bloody hell this is awesome’ stage and into the ‘I wonder what it would be like if I did this unusual thing’ phase – I gave butt plugs a fairly wide berth. Hitting implements: fine. Vibrators: no problem. Role play: as long as it wasn’t too funny. But butt plugs seemed like a strange and unusual thing.

I love anal sex, but the main reason I love it is because of the whole atmosphere – his grunting, delicious desperation as well as the feeling of his dick meeting tight resistance. Butt plugs seemed a bit pointless: I don’t have a prostate, so why would I want one there? What’s more, I felt a teeny bit nervous about using one on a guy. Worried that I might do it badly and it’d either be totally underwhelming or – worse – hurt.

As with many things, I was spectacularly wrong.

Sit

We talked about it first. He told me that he liked it: that feeling of being full. My head was full of pictures: him lying on the bed, naked from the waist down, reaching to push something firmly into himself. Him: sitting at his computer, with a plug snugly inside him and braced against the seat of the chair, frowning in concentration as he rubbed himself to climax.

I wanted to see that first hand.

“Are you going to use that on me?” he asked. I waited for a while, putting on the kind of face that covered my nervousness with controlled indecision.

“Nope.” I put it on the chair. “You’re going to use it on yourself.”

Stay

Watching him lube up the plug then wince with concentration as he slid it into himself was just the start. As he sat down slowly onto the wooden chair, his face displayed a beautiful tortured dilemma: ‘I like this. It feels good. But I feel so dirty.’

“How do you feel?”

“Dirty.”

“Touch yourself.”

He gripped his cock firmly and started sliding his hand up and down. He twitched and trembled with a combination or nervousness and arousal. I could see the tension in his neck, and the taut effort in his thighs as he tried not to rest with too much pressure. He didn’t want it in too deep straight away – he wanted to take it slowly. He swallowed, rubbed harder, relaxed a tiny bit. Let the plug slip slightly deeper into him.

“How do you feel?”

“Still…” he rubbed harder “…dirty.”

I sat on the edge of the bed getting hot at the sight of him. It was his face, mostly. The flickers of competing expressions and emotions as he stroked himself towards a climax that he was both desperate for and ashamed of. I couldn’t believe there could be such a difference between watching him wank and watching him wank like this: with a plug holding him firmly in a place where he was conflicted about his joy.

I had rarely wanted him more.

Good boy

I stood over him and pulled the crotch of my knickers to one side. He looked up at me and I gave him the kind of grin I’d usually save for afterwards: gleeful, ecstatic, overjoyed by this intensely new thing. I loved that this boy was so utterly on edge – aching from the plug and tingling through his dick and desperate to come right in front of me.

I straddled his legs, wrapped my arms around his neck, and lowered myself onto his cock. Gently, for the first few strokes, I slid up and down him – my cunt getting wetter and hotter at the sounds of his plaintive moans.

“Please.”

“Please what?”

“Please… harder.”

“Fuck you harder?”

“Yes.”

“You want to feel me fuck you hard so this plug is pushed deeper into you?”

“I… yes.”

“Say it.”

“Please fuck me harder. I want to feel it inside me. Deep inside m… Oh God. Fuck. That deep inside me.”

So I fucked him harder – much harder. I rode his dick in a swift, jerking rhythm, grinding his arse into the chair and the butt plug deeper inside him. I rocked back and forth so he could feel it pushing against the inside of him from all angles. I gripped the back of the chair and pulled on his hair as he cried out. I felt the tension in him every time I slammed down to the base of his cock – the solid, hard strokes that drummed the base of the plug against the chair, and the tip of it into the boy.

There are other stories to tell about butt plugs – when they’re used on me, or other ways I’ve used them to make guys whimper. But this was one of the first introductions I had to butt plugs. From this point on, the main thing I associate them with (and the reason I always keep a couple of different types in my sex toy drawer) isn’t the play itself – the specific acts or moments or even the feeling as one is slipped inside – it’s the expressions. The looks of lust mixed with uncertainty and a heavy dollop of need. It’s filthy not just because he likes it but because of the way he likes it.

Finally, too quickly, before my thighs could even think about aching, he came. One final grunt of satisfaction and anguish and lust, and his cock twitched hard inside me. He buried his face in my chest and offered a wholly unnecessary “thank you.”

As with any toys mentioned here, you’d be helping to support my site by buying butt plugs from my affiliates using any of the links on this sex toys page. If you’d like a specific butt plug recommendation, my favourites at the moment are these Doxy butt plugs – buy direct from Doxy using my affiliate link and you’ll get 15% off and free shipping if you use the code GOTN15. 

On the list of ‘top 10 emails most likely to grab my attention’, shortly behind ‘free gin’ is the email that says ‘would you like a guest blog about cock?’

This week’s guest blogger is Rose Tinted Glasses – someone whose writing I have admired for a very long time. He writes witty, charming, filthy stories and has a way with words that makes me wish I was sitting in the pub sharing these things with him.

He emailed me to offer a guest blog about dick – specifically on the age-old question ‘does dick size matter?’ I’ve always wanted to get a guest blog on this topic from someone who has a penis of their own. If I had one I’d be too busy masturbating and weeing patterns on concrete patio slabs, but he has kindly taken time out from penis-based fun to give us a filthy and insightful view on size, and everything that goes with it.

Does dick size matter?

I am old enough to have not had the Internet around when I discovered porn. Like most British boys back then I first saw porn in magazines, dumped in hedgerows in the countryside. A cliché, but like most clichés, it was borne of some truth. That really did used to happen. Walking along a country lane you think ‘what’s that in the undergrowth?’ and when you have a look, you have hit paydirt. A glossy, filthy magazine – thrown away by someone who did not want to be caught with it at home. Word would spread around the village, ‘There’s a jazz mag out by the path along the main road’ or wherever.

I remember one summer holiday afternoon a mate asking whether I wanted to check out the one he’d found that week. Of course I did. So we rode out on our bikes, left them at the top of an embankment just off the road, and scrambled down the grassy bank to a path at the bottom. There was a hedgerow and, sure enough, a porn magazine hidden in the undergrowth. We crouched down and flicked through the pages. “I’m gonna have a wank.” announced my friend, then added “If I wank like this more often, will my dick get to be as big as yours?”

I hadn’t got a clue. I told him I didn’t know. That was the first time I was really aware that cocks come in different sizes.

I’m in my mid-thirties and I am, generally, pretty secure in myself – in my sexual preferences, my likes and dislikes, and definitely comfortable with my cock. I’m happy with being me. It’s not enormous. I’m not a porn star with a huge dong. It’s bigger than average, but not so large as to be a ‘big deal’. I have learned, for certain, that size isn’t good or bad. It’s just what it is. There is no such thing as ‘too small’ or ‘too big’. No such thing as ‘too curved’ or ‘the wrong shape’. People either fit together well or they don’t – and whatever your cock is like, there are people out there who it will work perfectly for. So perfectly they will be screaming your name and begging you to put it back inside them.

Our self-image is governed by the reactions and comments of others. Their perceptions are filtered through their own past experiences. It’s circular. Whilst sort-of-dating (but really more like sort-of-shagging-regularly) two girlfriends in our first year of university, one of them would tell me often how I was the biggest she had ever had, how much she loved it and how much it hurt, just a little, in that good way, when I was inside her. The other girl said quite the opposite. That my cock was ‘nice but not all that big’. Then again, she was able to swallow me all the way to the base of my shaft, so I took her at her word. A cynic might have thought that the former of the girls was lying to flatter me. I didn’t. I thought that they had just had very different past experiences.

My ex-wife was more experienced than I was, when we first met. She had been around. I mean that as a compliment – I admire a little experience and an open mind. She never complimented my cock, at all. She simply wasn’t impressed. We had talked about it, I forget why … and she just said that she’d had much bigger in the past. And it had hurt, to the point where it was unpleasant. Size really isn’t everything, guys.

Widening my sexual horizons over the years meant that I developed a bit more perspective on the size of my cock. You learn a lot about other guys’ dicks when you start enjoying threesomes, group sex, or going along to swingers clubs. Even more so when you get stuck in and play with some of the guys as well as the girls.

For example … there was a couple I had met at a swingers club. Only chatting, before everybody split off towards the bedrooms later on. They were friendly, and we stayed in touch online. The husband emailed me a few weeks later, saying that it was his wife’s birthday at the weekend and he wanted to give her a treat. Would I be up for calling round, along with as many other guys as he could round up, to gangbang his wife? I had no idea people actually used that word in the real world. Gangbang. It sounded like something you should only ever use in comedies. I am a sucker for new experiences though, so I said yes.

I followed the husband’s directions out to leafy suburbia on a quiet Sunday afternoon and knocked on the door. He answered, said hi, we shook hands, and he led me inside and straight up the stairs. “We’ve got ten guys, including you. More might turn up. I have to keep pulling these trousers back on to answer the door …” He pointed me through the upstairs rooms when we reached the landing. “That’s the bedroom, the bathroom, and the spare. If you can take off all your clothes in the spare room and just pile them up somewhere, then come through … I’ll see you in a minute.”

Now, I had been to sex parties before, but ten guys and one girl was a different matter entirely. Walking into a room full of strangers, naked, is an unnerving experience. We were all completely nude. Guys of all sizes and ages, standing around the perimeter of the bedroom. The husband had slipped out of his trousers, but still had a T-shirt on. He was the only one. His wife was kneeling in the middle of the bed, in the centre of the room. She was wearing a black lingerie set – nothing fancy, but nice. She was giggling and grinning from ear to ear. This felt weird, but not at all unsafe. Her obvious glee put me at ease. Nothing bad was likely to happen here. The husband laid out some ground rules. Sensible stuff. Condoms for penetration and if any of you are bisexual, please don’t freak out the straight guys in the room – this is just about giving her a treat, not you.

“Come on then.” said the wife. “Give me some cocks.” She reached to her left, for the nearest guy, and took his cock in her hand. He was halfway hard and she slowly stroked him all the way, then leaned over and took him in her mouth. A couple of the guys on the opposite side of the bed sort of looked at each other and shrugged, before climbing on to the bed. One positioned himself beside her and guided her spare hand to his crotch, the other knelt on the pillows at the top of the bed and gave her a slap on the arse cheek. She let the first guy’s cock go and giggled again. “Good start. Come on, the rest of you.”

I’m not here to tell you how that afternoon progressed in filthy detail (that is what my own blog is for), but it is a good way to talk about variety. We went from awkwardly standing around in various degrees of arousal to being a room full of hard cocks taking turns, anything up to five at a time, with the wife. When not joining in, most of us were standing beside, watching and wanking. There were guys with small cocks. Guys with circumcised and uncircumcised cocks. Guys with straight cocks, curved cocks, and even a couple of guys who couldn’t get it up. There was one guy with an enormous cock. Probably the biggest I have ever seen in the flesh. Long, thick, and kept rock-solid with a steel cock ring. He was taking poppers as well, which nobody else in the room wanted to join in with, despite his generous offers. At one point he was sliding his fingers into the girl’s cunt whilst I was fucking her – reaching between my legs with my balls slapping off his wrist and pushing two fingers in alongside my dick. I was thankful it was his fingers and not that massive cock.

I did learn something from that afternoon. (Aside from the welcome knowledge that being surrounded by other men didn’t stop me from performing, as it were.) I realised that despite the huge variation in cock size, and body shape … that girl was just as happy with every single one of us. She just wanted cock. She did not care if you had a big one or a small one. They were all good. (Which sounds like a certain Girl On The Net we all know and love.) And she was right. I have gone down on guys in my time. I don’t care if yours is smaller than mine, it’s still going to feel hot as hell wrapping my lips around it and making you come.

Did you enjoy that as much as I did? Then please do visit his excellent blog – Rose Tinted Glasses – and follow him on Twitter. I agree with most of what he says, although I have to take exception on the phrase ‘gang bang‘ (it is one of my favourites). But on dicks? They’re beautiful – long, short, fat, thin, curved in any direction: there’s more variety than Heinz. Ironically, one of the few areas in which men tend not to differ is in their attitudes towards their own dick  – firstly that they worry about it, and secondly that they rarely ever need to.