Preparing to be Pegged

BritGuy4U

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Aug 17, 2013
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I'm a mature guy who has arranged to meet a mistress with a view to being "Pegged" or fucked in the ass with a strap on.

I asked her for more detail and she wrote me below.
Very very hot I think you'll agree.

Any tips on how to prepare for this event? Obviously a good wash is in order

I'll lay you down on your stomach. I'll drip oil into your back and gently start rubbing it into your skin gradually moving down towards your ass cheeks. I'll spread your legs wide apart and continue to massage your ass gently touching your tight puckered asshole with the tip of my fingers. I'll gently tickle your balls till you moan and beg me to do more. Then I'll reach below your hips and raise you up on your knees so your ass is waiting and begging for me to fuck it. I'll drip some lube onto your inviting taut asshole and gently insert the tip of my finger while I reach through your legs and start to slowly stroke your hard cock. I'll use a small dildo to get you primed and ready and while it's in your ass I'll suck you off a little as I love to suck hard dick. Then I'll run my strap on up and down the backs of your thighs till you're begging for my dildo to fill your ass and fuck you hard. I'll open your ass cheeks and run the tip of my dildo up and down from the back of your balls to the top of your ass crack and every time it passes over your puckered kiss I'll hesitate and maybe stick the tip in a little bit till you are screaming with desire. Then and only then will I start to fuck you. A centimetre at a time I'll slowly ease my dildo into your tight ass till you are screaming for me to fuck you. Once every inch of my hard dildo is in your ass I'll start fucking you, slowly at first and gradually getting faster and faster while I reach around and stroke your bursting cock.
 
I would advise stretching it a little before hand, either by your own fingers or a toy.

Washing would be a very smart idea.

I would also advise taking a shit beforehand or getting an enema.
 
Yep, enema. Theyre cheap, they dont hurt, theyre easy to do, and they make things much nicer :)
 
Use your own fingers on yourself. Again, it's not going to hurt and just that little bit of getting used to the odd feeling -- it's really a good idea, you're going to have plenty else to get used to.

Here's something that I don't see talked about a lot; your rectum is about five, maybe six inches long, then there's a sphincter that leads into the colon, or vice versa when you're on the toilet. That inner sphincter needs to be stretched every bit as carefully as the outer one and it can hurt if you try to bull your way through it. Feels like a really nasty cramp that you can't get to to massage...
That might not be the kind of play you want. :)
 
The thought of pegging is intriguing but for me there would have to be a way for the woman to get off as well for me to fully enjoy i think.
 
Thanks for all the advice, all good and sound. This is happening Wednesday I will report back!
 
The thought of pegging is intriguing but for me there would have to be a way for the woman to get off as well for me to fully enjoy i think.

You are assuming that she won't enjoy it if she doesn't cum? Believe me not the case!
 
The thought of pegging is intriguing but for me there would have to be a way for the woman to get off as well for me to fully enjoy i think.

We buy a Fleet Enema and replace the solution that it is filled with using plain warm water. I use the enema until it comes out clear(usually 3 times) and then shower and I am squeaky clean. Also another plus is the amount of precum I produce during the enema. My wife loves licking the precum off of my dick.
 
The thought of pegging is intriguing but for me there would have to be a way for the woman to get off as well for me to fully enjoy i think.

Get a harness that has a vibrator to stimulate her clitoris while she fucks you. And also get a vibrating dildo which she can feel. My wife always cums at least once. It is so hot to see her wearing the vibrating harness as she rubs lube on the dildo and talks dirty about her dick.
 
Pegging

Before any pegging is done, it takes weeks before I attempt to peg with a strap-on. First fingers (especially with a virgins bitch boys ass). Then fingers to massage his prostrate to get use to the feeling. Then prostrate massagers and dildos. When his ass has been primed, then and only then will I peg my bitch with a strap on. Enmas are always done before I arrive!! He never knows what mood I'm in for "play" sessions!!!
 
Well I have a negative reaction to enemas, it make the anal unpleasant no matter what. Not unbearable, but it's like the lube doesn't work. IMHO, if you can, you are better just having a good BM before you shower to leave for your pegging.

I was lucky that the man that took my anal virginity was average in size. I do like a good brutal ass-fucking every now and again. While the cramps never fully subside, I can still have an orgasm with Sir, who is very thick.

Let's not kid ourselves any boy going to be pegged has had a dildo (and who knows what else) up his butt more than a few times. Am I right Brit Guy?
 
enema vs. cleaning rectum

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sometimes an enema takes a long time to really flush out and it could lead to some unpleasant happenings in the bed. here is my suggestion.

I have found that if I am going to play or someone is going to play with my bottom, it is easier to do a rectum cleaning than a full enema. in a rectal cleaning, I stand in shower, drain cover in floor removed, and use the hand held hose to slowly insert in my rectum and CONSTANTLY KEEPING ANUS OPEN SO ALL WATER THAT GOES IN IMMEDIATELY COMES OUT therefore no pressure builds up. it will clean your rectum totally and not go any further up. I like the feeling of an enema, the pressure etc. BUT it takes a long time afterwards for all of the liquid to come out - therefore can be messy for a number of hrs. after. with the rectal cleaning, i can shower and immediately go play and there is hardly ever any water left in the rectum to mess up the bed.

Yes! This is the only acceptable method! A liitle soap helps also,and it feels so good!:heart:
 
i dont do enemas before bottoming, ive actually had a nasty experiences with an enema. its enough to take a dump maybe an hour or two before the event (not right before). dont eat anything particularly nasty on that day, such as fast-food, junk-food, processed food, or mountains of meat. healthy diet in general helps.

its fun to experiemnt a little yourself, with your fingers or a toy. a small butt-plugg is the easiest, in my experience. but i would advise against using a dildo on yourself right before you see her, unless its a very small one. anal play can leave your ass a little sore, and you dont want to be sore before she even starts.
 
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