Slave gets "Pegged"

Slave is still in a bit of a haze from a weekend where I succumbed to a cold, that was exacerbated by sitting outside watching our local team collapse in a very cold play-off game. Consuming all that pseudo-fed may get me on the Government’s watch list. So yesterday I forgot to mention that Mistress used her strap-on Saturday afternoon to remind me of my status as her Slave.

It had been a few weeks since Mistress pulled out the tools she uses on such occasions. And its been less than a year since Mistress began to take me this way, which certainly hastened our realization that I should be her Slave in more formal terms.

Not long ago, I ran across a description of this process, labeled “pegging” in at the Tickleberry website (I was looking for a replacement cock cage), and thought I would share it. The author does a good job describing the roles and emotions involved when a male submits to this form of play:

"Pegging:
The phrase was coined in 2001 by the winning answer to Dan Savage’s competition in his sex advice column “Savage Love”, which appears in many city newspapers throughout the States and Canada.
Pegging Definition:
Pegging is the name given to something we know Tickleberry clientele have been enjoying for many years!
It’s the act of a woman penetrating her man anally with a strap on dildo. It’s female to male penetration.
Pegging can be performed sensually, slowly and rhythmically or deep, fast and rough. It’s a fetish or kink enjoyed by lots of hetrosexual couples that has links to erotic male surrender and Feminine Domination.
Male Submissive Fantasy:
Pegging taps into the submissive male fantasy of being dominated by his Mistress, submitting to her desires, and giving his mind, body and soul to better serve her needs. When a man expresses his submissive self and is anally penetrated by his female lover he learns to relinquish control.
His Emotions:
As with any erotic fantasy enactment the submissive person is placing a lot of trust in his loving dominant partner. Assuming this is his first experience of anal penetration you need to bear in mind he’s probably feeling a mixture of conflicting emotions in essence he’s likely to be feeling extremely vulnerable, very apprehensive and yet highly aroused and excited at the same time.
When he offers himself in readiness for pegging remember he’s placing an enormous amount of trust in you.
Your Emotions:
Wearing a fully equipped dildo harness can have quite an impact on the mind set for many women. At first, you may be a little unsure about fulfilling his sexual fantasy. This certainty is quite natural, particularly if your man has always taken the lead role in the bedroom. Wearing a dildo harness requires you to adopt a more dominant role, a role which you may soon delight in and relish, as you discover your new powerful, controlling, erotic self. A new dominant sensual self which you allow out to play during erotic bedroom scenes as you anally penetrate your husband or boyfriend.
Take Control:

Any role play in the bedroom is all about exploration, love, sharing, arousal and most of all fun. Don’t get too serious about it the first time. As mentioned in our How to Wear a Dildo Harness page, get used to how it feels on you. Equip it with your favourite dildo and thrust your hips, walk around the room, bend, stretch and make any adjustments to the fitting before you use the harness for the first time. Do this in private and as you become accustomed to the mental and physical effects of wearing the harness you’ll gain confidence and be prepared for the first pegging session!

You need to appear to your lover that you know what exactly how to anally penetrate him and that you’re taking control of playtime. This is particularly important if he is about to become his submissive self and is excited at the thought of you dominating him. Take a look at our Divine Domination pages in the After Dark area for some tips. Your newly acquired skills of domination and sexual power may surprise and arouse you! Relish the sensations of being in control!
Position your Lover in Readiness for your attention:
There are 2 basic positions for your “Bend Over Boyfriend” to adopt:
Bent over a supportive surface that’s just a little lower than his waist height, with his feet securely on the ground. Beds or tables are ideal and offer support if he should become weak at the knees! This position will ensure his bottom is nicely presented to you, you may even want to give him a gentle spank before you start!
Lying on his back in a “Missionary” type position. This is the most comfortable position for anal intercourse and strap on dildo play, but often the least preferred by submissive men because the sensation of vulnerability is missing. In this position he lies on the bed with a pillow to support the small of his back and his legs pulled up. You would then penetrate him from above.
Lubrication:
Any anal play is really so much better when you use a good quality lubricant. As he’s bent over waiting your attention apply a generous amount of lubricant to your silicone cock, simulate male masturbation and glide your hand up and down its shaft. Let him see what you’re doing. Tell him what you’re doing, and where the dildo is about to go.
Next apply some lubricant to his rosebud. Rub it around. To help him prepare and relax his sphincter massage a little lubricant inside him, gently and sensually push your finger in and out several times.
Penetration:
Take the shaft of your slippery silicone penis in one hand and guide its head so that it’s gently nudging at the entrance of his anus. Slowly start to push it inside him. Don’t force it, wait for his sphincter muscles to relax and accept the intrusion. As the dildo’s head enters about 25 – 50mm wait a little more, giving him time to become accustomed to the sensation. The first time it’s essential to go slowly and gently.
Thrusting:

With his bottom presented before you use it for support! Place your hands upon his hips and hold him. Now push forward with your hips in one gentle slow confident motion, until the dildo is completely inside him. Again wait a moment or two and let him get used to the sensation of being penetrated by you.

Now using your hips glide the dildo about half way out, then back in again. Continue pushing in, and pulling almost out. In and almost out. Check your lover’s body language. If he’s ready, build up a regular thrusting rhythm, perhaps going faster, deeper and with more force. As you develop your thrusting techniques it’s normally best to ensure the dildo doesn’t actually come all the way out. Bear in mind what you like when you normally have intercourse together: do you like it deep, with a regular rhythm, or would you like him to pull out completely and thrust back in again?

As your skills grow, try to develop variations: pull out completely and let him beg for more! Pull out completely and gently nudge at his entrance, not allowing the dildo to enter until you’re ready. Spank his bottom as he awaits your pleasure. Whilst fucking him with your strap on don’t forget to give his cock some attention too.
The affect on his prostate:
Pegging can’t fail to have an effect on the male prostate. As your dildo enters him it’s massaging his g-spot pleasure centre, and the sensations he feels will be those of “prostate milking” which increases arousal and gets his ejaculatory fluid flowing. His cock may start to drip and he may even ejaculate without orgasm.
Which Type of Harness is Best for Pegging?
Generally it’s worth investing what you feel you can afford. Treat yourself to a good quality leather 2 strap dildo harness that will accept a variety of dildos. If you’ve a Vegan vinyl is an excellent choice, as it’s waterproof and easier to clean than leather. Rubber dildo harness are ideal for those with a latex fetish and can, like a vinyl harness, be used in the shower. Elastic harnesses which can be purchased with dildos already attached do not provide the support you need, their elasticity is lost quite quickly, and control over the dildo is poor. For more dildo purchasing information to a took at our Buying a Dildo Harness page.
Which type of Dildo is best for pegging?
Material:
For any form of anal play it’s absolutely essential that the dildo has no sharp edges and that it’s not too hard. Specifically for pegging your dildo should be firm yet soft and flexible. Generally, if you can afford the extra cost, treat you and your lover to a silicone dildo or a vibrating silicone dildo, they are by far the best. Silicone has no odour, and has a soft firmness. It is a very hygienic material, hypoallergenic, can be disinfected and of course it’s phthalate free. You need a dildo with flexibility and which warms to your body temperature so we wouldn’t recommend using dildos made of Pyrex Glass, metal or hard plastic. If you or your partner are allergic to latex avoid rubber dildos. It’s best not to go for Rabbit styles dildos as the shape is all wrong for anal play. You may also decide against toys made of jelly or cyber skin because these are usually made of cheaper plastics which might contain phthalates.

Length:
Dildos that are slightly longer than average are best for anal play and strap-on pegging, this is because about 20 mm or so of the dildo’s available length is taken up when you put it in the harness, it then needs to pass the cheeks of your lover’s bottom, leaving a bit less for penetration. Also a longer length is nice for rhythmic hip movements, you can get into a nice steady pace of thrusting without worrying that the dildo may slip out of your partner.

Shape and Design Features:
Penis shaped dildos are best for strap-on fun, particularly those with a nice realistic size shaft and a well sculptured head/glans. Dildos for pegging need a flared base to ensure the harness supports and holds them. Dildos that are a little thinner than average are perfect for comfortable for anal penetration, and we recommend our very popular Aqua Pearl Anal Vibrator, an ideal vibrating anal dildo. Dildos with balls are OK, but the weight and balance of the balls can sometimes be a bit more difficult to control, unless it’s been specifically designed so that the balls hang outside the dildo harness just like our Mr Cute Balls. To give your “Bent Over Boyfriend” the added sensation of a realistic pair of balls slapping his bottom as you thrust away we suggest “Mr Cute Balls”.
Double Dildos:
Double dildos such as the Nexus and Feeldoe give double pleasure. Meaning that you’re both penetrated at the same time. Some women say that “double ended dildos” give them a more realistic sensation to having a cock. Some women are able to wear double dildos without a harness but many say they work better with the additional support of a dildo harness. All our dildo harnesses (with the exception of the Male Chastity Dildo Harness) have a permanent hole in the front leather plate. This enables you to pop the “Driver” end of a double dildo through the harness and into yourself, ready for the “Receiving” end to penetrate your lover. The new Fun Factory Share would benefit from a dildo harness as it is a little more flexible than other double ended dildos.
Vibrating Silcone Dildos:
Sex toys primarily designed as a dildo with the addition of a vibrating bullet are known as Vibrating Dildos. These can add extra fun to strap on playtime, but we’d recommend you apply a little lubricant to the vibrating bullet before popping it in to the body of the dildo, it helps make removal easier.


Having Mistress take my ass with her strap-on makes me particularly submissive. It’s a good reminder that I need to keep a check on my Alpha Male tendencies.

On Saturday we set aside some afternoon play time before the “game”, and Mistress gave me advance notice about what to expect. That expectation always gives me a bit of a shiver. When the appointed hour arrived, we adjourned to the bedroom, I stripped and slid under the covers, while Mistress donned her equipment. We lay there in bed together for a while, finishing some email traffic, interrupted by a teen in search of a scarf (of course, Mistress could not pull off the covers and help her on her quest, giving directions instead).

Once the teem evacuated the room, we turned to some conventional foreplay. Mistress likes to know her Slave’s cock is hard before she enters me, which enhances the experience for both of us. And soon she had accomplished that task with her cunning fingers as I played with her increasingly sensitive nipples.

Then it was time for me to roll over and assume my position, with a pillow under my hips to give Mistress a proper angle of attack. She asked my help to find the proper entry point and then slid inside me, filling me with her plastic cock. The sensation is hard to describe, but has both a physical and psychological element that puts this Slave in a place that makes me want to cling to her forever.

Soon Mistress had picked up the pace, thrusting and gyrating her hips against my welcoming ass. I can tell she is fond of these moments because she comes with a rush and fury that has her collapsing over me. Then she resumes, giving me more until I can tell she is exhausted.

She yanks off the harness, depositing it on the floor for her Slave to attend to when we are done, then slides into bed. At this point it’s my turn to insert my little while probe, to remind me where she has been. Then to fuck her the best I can. And I do.

Shared Bodily Warmth

The cold spell in River City continued Saturday, and engulfed our local “professional” team’s offense. One of the surly teens accompanied me to the game, and we were able to stay warm enough to limp away from the debacle, on toes that still seem cold to me this morning. As we got home the car told me it was a sultry 14 degrees. Thank God for hand warmers.

Meanwhile, Mistress was at home, working away. She was warm and cozy in bed when I finally wandered in from the tundra, wearing some frilly lingerie from a Holiday past.

I slid into bed next to her, still wearing a few of my layers, hoping for some shared bodily warmth as I sipped an Irish whiskey, neat. And soon we were canoodling.

Mistress claimed that she was more than satisfied from our earlier sessions, but sometimes Mistress will say one thing while her lower brain will tell me something else all together. That signal usually starts with some barely susceptible movements of her hips against some part of me (depending on my own bodily orientation). The tell tale signs were there after a few minutes of passionate kissing. Sure enough, I my fingers found there way to that junction between her legs, I found her to be wet and needy. Holding her hands over her head with one hand, I pushed her onto her back and her legs spread for me. My fingers soon had her enjoying one of those soft and gentle orgasms that used to be a goal in and of itself, but has become just an appetizer over the last few months.

I was still wearing a wool sweater, some running tights, and two pairs of socks and my body temperature was finally starting to approach the norm. Mistress’s fingers grazing across my thickening cock seemed to help, and as I encouraged her, she reached inside the lycra covering and cupped my balls with those well manicured fingers. That seemed to hasten the thawing process.

I rose to peel off the tights and sweater, still cold but hoping that Mistress and I could solve that problem with some creative collaboration. Under the sheets she coaxed my cock into sufficient but hardly world class proportions, and allowed me to enter her. Fortunately, I was hard enough to bring her off one or two times, though I think Mistress was amused by my own inability to get there. I was just too damned chilled from 4 hours outside to take myself to the Promised Land.  This was sex purely for the pleasure of pleasing Mistress, and sharing in her warmth. And that made it more than rewarding for a lowly Slave.

We repeated this cycle at least two more times: Mistress using hands and mouth to harden the shrunken tool to serviceable proportions. Slave using that tool to provide joy to Mistress, then surrendering to his chills and fatigue. Slave got close to the edge several times, but never made it to the Mountaintop.

Finally, Mistress seemed satisfied, and she returned to her book. Slave cuddled against her, soaking up her warmth. It was a very comforting way to bring a cold and desolate day in River City to an end.

Hunkered Down on a Cold Friday Night

Sometimes my hard cock is just not enough for Mistress, and last night was one of those times. But I will get to that as I describe Friday’s activities here in a snow bound River City.

Getting into the routine of my new stainless steel cock cage(see the photo), I have discovered that the inflexible steel ring needs to be donned when my balls are nice and loose in their little fleshy sack. Sadly, on these cold mornings, they do not co-operate. Everything contracts and there is just not enough give there for the sometimes painful pushing and smushing required to seat that ring in a way that will make it last the rest of the day.

So Thursday night, when all was nice and toasty and relaxed, I put on the ring, sleeping with it containing my cock and balls, though without the “cage”. The effect is not unlike wearing a tight cock ring, which tends to make and keep me just a bit harder if stimulated.

The ring did not disturb my sleep, but by the time I woke Thursday morning I was already semi-hard. Completing my homework, I cam back up to our room to discover Mistress was sound asleep. But she was amenable to allowing me back into bed, and when she reached down was pleased to discover how firm I already was for her.

Mistress passed on her morning reading, because her eyes were still sleepy. But soon we were in a tight embrace, with my fingers and hands worming there way between her warm thighs. It’s a nice way to give her that morning “eye opener” orgasm, and she was soon pumping against my hand, making those lovely little sounds.

She used her fingers then to test my cock, and made me squirm a bit before my begging gained me entry. By then the proximity of Mistress and the tight grip of the steel ring had me desperate for her. But as those experienced with a cock ring know, the tightening clamp on engorged balls and cock makes it all the harder to gain release. Though it was a work day morning, this was going to be no “quickie”. Hopefully Mistress did not mind when our session went into OT, and by the time I begged for and received her permission, it seemed like a Sudden Death. I do think she had a few more orgasms along the way, and it took some effort on my part to peel myself away from her and head for the showers.

Before I dressed, she locked me away, And I can report that the cage held as expected for the balance of the day, with only a bit of discomfort where the ring dug a bit into the base of my scrotum early in the day.


On my return home it was our traditional worship time, with Mistress reclining on the bed, her Slave on his knees pleasuring her. She was wearing some lovely, lacy black panties, and I tasted her through them for a while before pealing them back for my direct access to her juicy folds.

Only after Mistress was duly satisfied did she offer to unlock my cage, and it was a relief to slide off the ring that had been on for nearly 24 hours. Not sure how all of you long term abstinence freaks handle more extended confinement. But because there was some earnest “window treatment” guy working downstairs, Mistress did not give me the opportunity to take her then and there. “All in good time”, was her mantra, when she saw my hardening, freed cock.

We both had busy days, and the cold and gloom of river city left us content to hunker down with some bread and cheese, watching old movies. We landed on “Basic Instinct”, that 1992 thriller in which Sharon Stone plays an author with some serious kink going on, both in her books and in real time.

I must say I found particularly compelling the scene where Stone ties Michael Douglas to the bed for what he later describes as the “fuck of the century”. But I think Mistress was more inspired by the scene where Mike plays the rough and tough Dom with Jean Triplehorn, now the Senior Wife in “Big Love”, one of Mistress’s favoroites. (Though maybe Mistress would like to see things reversed, giving her three cocks to balance each week, rather than just one).

When the movie was over, it was time for bed. My deferred expectations and the hot movie had me ready to take on my Mistress. After she handled some emails, we turned off the lights, and my hand wormed its way between her legs. I had her just on the edge that way when I pulled away, causing Mistress to grumble and moan. Not deterred, I pulled down her panties and slid her onto her stomach, so I could get access to her from behind. A pillow under her hips helped create the proper angle and she gripped me tightly as I slid into her, inch by inch, until I was buried there. My shifts from side to side had her pushing back against me and as I picked up the pace I noted how fortunate I was (at least for the time being) to be the only one enjoying these special pleasures. As I pushed deeper and faster, Mistress’s breathing accelerated until she came with a deep shudder, her body collapsing under mine. But within seconds she was asking me to fuck her more, rolling over to take me in the more conventional way.

At this point I was enjoying those gasping, groaning sounds that Mistress makes when she seems lost in her own world, and have discovered that squeezing her nipples makes her go even deeper into that space. So I slowed the pace, asking her to imagine how her nipples might respond to a stranger’s touch. It seemed Mistress came one or two times again in the course of about 15 minutes before I finally threw in the towel and asked for her permission to come.

She was gracious, and I did come in grand style, collapsing next to her, ready for sleep in that slovenly guy way. But Mistress wanted – needed – more. “I think I need another one, Slave”, she cooed, hips still writhing.

Now in my pre-Slave days I might have said something flippant like “don’t let me stop you”. But those days are over. I was more than happy to lend a helping hand. And soon that hand was trapped in the strong grasp of her thighs as I worked her hard until she was crying out, then collapsing in tears and sobs. It’s always satisfying when Slave can facilitate one of those nuclear orgasms for Mistress.

(Why am I laughing at the thought of George W. trying to pronounce that phrase).

Snow Day in River City

The White Death struck River City yesterday in the form of 4 deep and nasty inches of fluffy snow. Surly teens got the day off. Slave’s consolation was that since so many folks were hiding under their beds, the morning and evening commute was a snap.

But before I hit the highway, I was hoping to end my abstinence day with my loving Mistress.  All were asleep when I mounted the stairs, including Mistress. She took that initial 2 hour delay seriously. So I took my morning shower first, hoping that by the time I was done she would be conscious enough to sympathize with my plight.

Luckily, she was merciful, and welcomed her by now clean Slave back to bed. I handed her the lap-top and she read my work while I munched away between her legs. When she finished reading, I finished her off. I lie the way she embarks on a series of mini-orgasms if I simply keep on sucking on her until she orders me to halt.

As I slid up next to her, we embraced and kissed. She was so warm and toasty to hold, that I was in no hurry by now to break my fast. My  hand slid between her legs, poking and probing a bit, until I could feel the tell tale response of her heightened arousal. Nothing like a damp and hungry cunt pumping against your open palm.  By now her hand had found my hardening cock, and we played the little game of “who can drive the other one crazier faster”. I won this round, as Mistress, slamming her hips against my palm and arm came again with a rush and gasp.

By now I was more than ready. Luckily,  she gave me the permission I required to gain access. And though I did my best to slow the process, I confess that I was on the verge almost immediately. “What’s wrong, Slave?” Mistress asked teasingly as I suddenly stopped mid-stroke. “Don’t want to come just yet.” I mumbled, trying to hold back. Mistress giggled a bit at my desperation, but soon gave me permission. The resulting explosion after about 30 hours of abstinence felt like a great weight had been lifted from this slave.

Soon it was off to work, cage securely locked by Mistress. But when I came home I had a misdemeanor to confess: somehow, presumably because of the cold weather, the cage had worked itself loose right before I headed home. (This was the older, plastic model. Still working on the proper fitting of the new one.) Mistress was not happy, but deferred punishment until the weekend. 

Despite this security breach, I was allowed to worship, and took my position on my knees. Mistress seemed to enjoy delaying her orgasm as I spread her legs, and deployed my tongue, fingers and mouth to please her. Then I was allowed to strip and join her in bed. Unlike our morning session there was no rush to conclusion on my part (though a sullen teen’s texted demands to be collected at a friend’s house interrupted us once or twice).  Sadly, our delightful time in bed made the teen cool her heels a bit. Don’t feel too sorry for her though: she could have walked the daunting ½ mile home.

Then there was snow to shovel, and dinner to make before we adjourned to our room to wade through the Times and watch some bad TV.

Before bedtime, I decided to put on the steel ring of my new cage, to avoid the earlier morning issues presented when it seems impossible to smush my balls and cock through that opening. So I spent the night in that contained by that little ring. I woke a few times rather hard, and ready for Mistress. No doubt the embrace of the ring tends to heighten my arousal and keep me harder longer. But I did not have the nerve to wake Mistress to explain the situation.  Hopefully she will enjoy the bounty of my deferred gratification in a few minutes when I go upstairs.

BTW, only a one hour delay this morning for the little boys and girls of River City.