When introducing a strapon to your phone sex session, some key points to make a note of are:

1. Size Matters!  When you are first beginning, you don’t jump right to the biggest and baddest strapon you can find and just make it fit.  In order to get the most from your strapon session, you have to start small and graduate up to a larger size.  Personally, I have most of my ass virgins start off with something like a butt plug, or a 4″ dildo and slowly build them up to the next size.  A good rule of thumb is “When you can take it all, it’s just too damn small”  Graduate by inches … not feet.
   
2. Lube, despite what you might have seen in every porn movie ever made, is your friend.  You simply aren’t built to take a 12″ monster without a generous amount of lubrication.  And no, I’m not talking about Spit N’ Sit here either.  Think commercially available lubrication … Something like System Jo Anal Lube, which works WONDERS for getting slippery.
3. Wrap it up! When engaging in strapon play with your Mistress, condoms (much like lube) are your friend.  They make cleaning up after yourself much easier and, as a bonus you can practice your oral presentation skills by putting the condom on with your mouth!
4. Research your Mistress! This is probably the most important thing to remember.  Every phone Mistress has her own style, or nuance that she brings to her sessions.  Some are sweet and gentle, while others are vicious and cruel.  You want to find a Mistress that has a personality that works for you outside of just the one strapon session … As your relationship builds with her, she can help you to continue your anal training up to the point that you are comfortable (even if sometimes she pushes your limitations).  If you don’t usually respond well to humiliation, you probably don’t want a woman who specializes in it to be training you, nor do you want someone who will be too nice if you are the type who will try to top from the bottom.

I can hear some of you backpedaling away from me right now but I’m going to say it … strapons aren’t just for faggots and bi-curious men.  Strapons can be used to intensify the orgasm of anyone … including straight men!  There are as many nerve endings in my clitoris as in your ass … bet you didn’t know that, but it’s true.  At the point of orgasm, anything which stretches or holds the sphincter open will intensify the orgasm … making the experience far more memorable for both you and your Mistress.

Until next time, this is your Phone Sex Primer being brought to you by the Softer Side of Mean!

For an erotic phone session with Empress Ryan, call 800-601-6975
Must be 18+
Calls are $2.50 per minute,. with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

The spa on board is supposedly quite posh and I’m looking forward to having a poolside massage, a few umbrella-laden mixed drinks and not having to worry about anything more pressing than whether I’ve gotten sunscreen in all the delicate areas of my body (how many of you would volunteer for the job of massaging worshiping protecting every inch of my body?). And who knows what trouble I can stir up once we arrive in King’s Port?  It’s an entire island, just ripe for the plucking … using my charms, my erotic voice and my long, sexy legs.  It’s almost enough to make you want to warn them, isn’t it?

For an erotic phone session with Goddess Ryan, call 800-601-6975
Must be 18+
Calls are $2.50 per minute,. with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

Which brought our conversation around to my favourite subject … strapons and faggots.  Upon returning to the house, I shared my latest acquisition  … a strapon I shall refer to as the Filthy Fifteen.  He’s long, thick and just perfect for lessons in advanced cock sucking technique (you can’t help but deep throat him!), which Ms Hunter has sworn to me she’s going to teach all of her little forced cum eating bitches.  I showed her the special harness I had made for Filthy, so I can keep him erect while riding low against my hips and she offered a few suggestions for adjustments that put him in just the right spot.

However, the evening eventually had to wind down (my filthy phone boys were waiting!) and, as she was leaving I joked with Ms Hunter that she was so mean for leaving just after I’d introduced her to my new strapon.  Her reply to me, while smiling in that secretive little way she has was to look right in my eyes and say “But Ryan … he’s just not big enough!”

She ran out to her car, laughing the whole way down the driveway …

For an erotic phone session with Ryan, call 800-601-6975
Must be 18+
Calls are $2.50 per minute,. with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

She tried discreetly inquiring with several Mistresses but no one has confessed to absconding with her huge strapon cock.  It apparently happened at some point during the last few evenings we were together when we were playing with him in the pool and she’s distraught.  I can only imagine how terrible it must be to lose something as … powerful … as Fat Cock.  I mean, if I’d lost one of my 15 strapons I just don’t know what I would do!

Ms Hunter started a blog to spread the word about her missing strapon and whoever took him has posted, torturing poor Ms Hunter with hints as to who might have taken him but not providing any contact information, or even being decent enough to offer to return him in exchange for some compensation or ransom.  (Although, having seen Fat Cock, I don’t know that I could put a price on him … he’s just massive)

So, we are trying to notify everyone to keep their eyes out for Fat Cock, or any Mistresses making mention of having acquired a new toy of some significant … girth.  Every mention helps so we can bring Fat Cock Home.

For an erotic phone session with Empress Ryan, call 800-601-6975
Must be 18+
Calls are $2.50 per minute,. with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

Standing innocuously on the edge of the bureau, it seemed so ridiculously out of place that you almost missed it.  Your heart sank as you looked at the Word A Day Calendar on the bedside table and you realized what day it was.  It was THAT Saturday … time to pay up on that damn, stupid bet.  ‘I should have known better than to open my mouth.’, you thought to yourself as you dragged yourself out of bed and tried to ignore it … tried to walk past the bureau without a glance at the offending … thing.  But it was damn near impossible … like trying not to look at a car being pulled over by the police or a parent calming a fit of hysteria in the mall.  It seemed so much larger now that you could see it “in the flesh”, instead of just on the website.   Your mind immediately went back to when you placed the bet … and lost.

“Look, if there’s one thing I know, it’s football.  And I’m telling you there were no teams before 1942 who went undefeated in football!”  Those words were bad enough and, looking back on it, you knew she’d been pushing you into making the bet.  However, it was the next phrase you uttered that was going to haunt you all day.  “I’m willing to bet you anything that I’m right.”

The calculated smile on your wife’s face should have been a warning … but you just KNEW you were right!  “Anything?”, she inquired.

“I tell you what.  I’m so sure that no team before 1942 was undefeated in the regular season of football that I’m willing to let you have your way with me for one week to do anything you want.  But, when you look it up and I’m right, you have to submit to the same thing.”  You were already imagining what she’d look like in a naughty school uniform, with her lips wrapped around your thick shaft.  Once again, you thought, you should have stopped yourself before being so arrogant.  But damnit, this was FOOTBALL we were talking about!  She grinned as she walked away, calling over her shoulder that she’d enjoy her victory.  You shrugged, went back into the living room and sat down to watch the news.  Almost immediately, you were lost in the top stories about local politics and global economy.  You forgot about the bet and enjoyed the rest of the day.

Later that night, after dinner had been made and the dishes cleaned, you were laying in bed with your wife.  She snuggled against you, rubbing her body against yours and sliding her fingers down to your shaft.  Curling her hand around the shaft, she kissed your lips as she mounted you and straddled your hard cock with her creamy thighs.  She didn’t sink all the way down but did keep her hand, pulsing with every beat of your heart, softly encircled around your teased cock.  Your hips arched up as she grinned, leaning forward just enough so you could feel how hot and wet her pussy was before she whispered in your ear … “1934″.  With that, she let out a low giggle and removed herself from riding you … her hand stroking up and off your throbbing cock.   It took a moment for you to catch up and you looked at her, quizzically.  “Huh?”

“1934.”

“What the fuck does that have to do with you stroking my cock??”

“Language!  And it has everything to do with it, darling.  Do you remember earlier, in the foyer when we were talking about football and you said, and I quote ‘No team before 1942 was undefeated in the regular season of football’?”

Still somewhat mystified, you nodded.  “I remember, yeah.  Chicago Bears were the only other team to go undefeated in the regul … oh shit.”  A factoid of information blossomed in your head as you recall that yes, it was the Chicago Bears but they’d had a team BEFORE 1942 that had gone undefeated … but it was such obscure knowledge that you couldn’t imagine HOW your wife could have known it … yes, she loved football but really, that was just a random oddity in the footnotes of history.  However, she was grinning like the cheshire cat as she watched the information process into your brain.  She almost read your mind as she casually leaned forward and whispered, “My grandfather was a HUGE Bears fan, you know that baby.  He practically had a man-crush on Ditka.

“Now, about this … what did you call it … ‘one week to do whatever I want to you’?”, she was practically purring in your ear.  All your senses were on high alert … you married a strong, powerful woman who had, in the past, shown an affinity for cruel cockteasing sessions that left your cock almost weeping with need.  But she’d never denied you on any occasion … orgasm always followed the tease sessions and you felt pretty sure that she wouldn’t hold out on you for long … well … almost pretty sure.

What followed was a week of tease and denial the likes of which almost had you insane with need.  Teasing notes, a pair of her panties stuffed into your briefcase and one terrifying visit to an internet adult toy site (of which you were almost pretty sure she was joking) all came together to this one evening.  And you didn’t think you were ready for it, really …

Tonight was the night your wife was going to take your ass-cherry.  And she was going to do it with a 7″ dildo that was sitting on the edge of the bureau.

Today was going to suck …