Vacation fun

Would love to see your face when your wife instructs room service to just let themselves in while she has you in a compromising position…

Enjoy your week !

Posted by: @helghast

Had a bit of a surprise when i opened my case,she’d only packed her strap-on,Chastity cage,lubes and three dildos. 

Bwahaha, the way I read it, you don't have clothes, shoes or anything for the whole week, you're just running around naked,  getting pegged ! Well done ! 

@trigger 

Yea lol That’d just be like her too. She wouldn’t care if that happened,she’d just smile at them. It’s me that would want to die lol

@zentai  Oh yea,that’s a British expression,it’s a highlighter,not literal lol yes I’ve got some clothes too haha.

@helghast 

I figured it out, but yeah, what came to mind at first was : "Hmm, that case is surprisingly light and makes flop-ish sounds... Bah, must be my imagination. " 

@zentai 

She’s not that bad but give her time ha ha. 

Update. 
The wife had me ‘point’ out other women around the pool that I found attractive,although she has a fair idea of my type. 
Then teased me about them in the pool and on the sun loungers giving me numerous erections.

She saved my favourite for night time. There’s one woman,she’s maybe Greek or some other local nationality. Shoulder length dark curly hair,thicc but not fat. Busty too,and a great big jiggly ass which she’s more than happy to parade in her g-string. 

Saw her after dinner too,tight top and a pair of shorts made of that grey sweat pant material. I gotta admit,those cheeks bouncing in those shorts have attracted the eyes of more men than just me.

Wife started off the dirty talk and teasing during the nights pegging,until bit by bit coaxed me into the chat. She had me talk in detail about what I liked about her,things I’d like to do with her,and the more I talked the more aggressive the thrusts became as her sexual anger began to build. I had some great o’s,and had a super o so strong I nearly ejaculated in my cage,but it didn’t happen thankfully.

When I was done,it was her turn for release,so she rode my face until she was satisfied. I nearly suffocated and had my nose separated from my face,but i survived lol.

My ass is a little sore today so I hope for an easier ride tonight. 

@helghast boy, you're living a dream for most!  Life is short, I'm glad you're both enjoying it to the max!

@helghast
haha, a little sore, you must have said a bit too much …

@ggringo 

Cheers pal,just doing my level best to have fun with my ass lol

@trigger Enough to wind her up to a good release.

Update.

Was a little sore the other morning,but the nights session was much gentler. Wife was in the mood for making love,so that’s just how it was,slow and steady. The long slow deep strokes and passionate kissing gave way to some really enchanting calm seas o’s.

Last night,the more primal stuff was back. She had me sit on a chair and watch her masturbate with a large dildo. I ached to get hard and even Jack off,but alas,the Chastity cage keeping any hope of erection to a mere pipe dream. Then the teasing that if she can take it,I can take it. Asking me was I looking forward to it,and truth be told,I was. She got herself in the zone and furiously worked her pussy to o after o after o. She had picked a dark coloured dildo so I could see her cream build up on it. I did remark on it after she asked me did I like watching. She simply said that was the point. When she’d satisfied herself,it was my turn. Lubed up,she pounded me vigorously Doggystyle,o’s came thick and fast. When she told me she’d creamed the dildo so she could fuck me with her cum inside me,I just gave up and went down on my elbows,and put my face in the bed as a monstrous o’s overcame me. Every thrust was balls deep and each one just sent another wave for what seemed like ages,her shrieking “fuck yes!” at each peak just spurred things on. I couldn’t even be sure i didn’t black out for a moment. She has the knack for triggering me at just the right moment with a sound,sentence or touch. Was a great night. A big excursion into the next place has been a pegging goal for a while.

I think the wiring that gets put in during pegging is just about complete now. The o’s match the tempo and the feelings. Making love results in calm seas. Pounding results in rough seas o’s. Then there’s the added bonus of someone else generating my o’s instead of me working for them.

Posted by: @helghast

Hey gents. Wife and I slipped off to Cyprus for a week’s break. 
Had a bit of a surprise when i opened my case,she’d only packed her strap-on,Chastity cage,lubes and three dildos.

Ha! Ha! Ha!
I can only imagine the face of the airport staff when they saw your suitcases being x-rayed!

@morexp 

Does each case get looked at by a human after it disappears down the conveyer belt after check in? I bloody hope not,she wouldn’t care if it was pulled and opened,she’d find that terribly amusing lol I’d just die.

I always take toys on planes. They're used to it, you'd be surprised about how many people need to take care of business on a business trip. ;P 

@helghast 

I don't know, I'm not an aviation safety specialist. But it seemed to me that every piece of luggage that goes through the X-ray was actually seen by a human.

@buttstuffprogasm 

Feel a bit better now lol. Only in the aneros forum can fears of anal toys be allayed by a guy called Butt.Stuff.Progasm.  Irony is a funny thing.

@Helghast

If you don’t mind me asking, was Aneros your first foray into anal play? How long after that  did you get into pegging?,  how often do you have pegging sessions? 
I’m fairly new to anal play, Aneros was my first go and of course I’m sold on prostate orgasms but obviously there is more to anal pleasure itself via thrusting. Is this learned like prostate play, did it take a while to really start enjoying it?
I have a Progasm but have only used it a few times because I don’t enjoy the sensation of having such a big toy in me.  Eupho is my go to. So I guess what I’m asking is did you always enjoy it or did the pleasure build with more and more practice?

@Trigger

Over the years of our sex life,anal pleasure was limited to my wife. An odd time if we’d 69 with me on top,she’d play with my ass a little and a couple of times Jab half a finger in,much to my ego embarrassment lol It was never to get at my prostate,we didn’t really know anything about that,and i found it a little emasculating to be honest. And at that stage of life,I’d have said pegging was a bit gay lol (oh,how times have changed lol)

When I found out about prostate orgasms,we got a helix and tried it out,but like most people,nothing really happened. Wife thought it was a load of mumbo jumbo. I’d been lurking and reading the forum,so I said I’d practice kegels and try to work it out A-Less. She just smiled and rolled her eyes.

I decided,that like my body,the journey could be trained. So that’s what I did in my spare time outside of bedroom activity. Half hour here,a half hour there. Months and months of it lol I had Kegel routines and A-Less routines and started to map my pelvic muscles figuring out who did what and in what sequence they could be pushed and pulled to generate p-waves. I figured out that anchored tension where the pf is contracted a little and is never really let go was important,as that contraction was generating a base energy. Link this with further contractions and arousal,and viola! P-Waves! It built from there to my first classified orgasm. I say that because I believe p-wave and orgasm are the same thing,one is just too low on the intensity radar to be bestowed with the title of orgasm.

So,once I started having prostate o’s. I told her,and one night we faced each other and had a joint masturbation session so she could see the results of my labour. She pulled out all the big guns,multiple o’s,squirting o’s,with surprising efficiency I noted,to help spike my arousal to a big ass o. And then we bounced off each other’s o’s for a while. She was impressed and thought it was so cool. I think for her,this was a first peek at control and dominance as she’d say she caused my big o because of what she was doing,and she liked it.

She she hopped on board my journey and we started to explore the phenomenon. Playing at different things from foreplay,nipples,fingers and massages. Loads of fun and all new.

Soon enough,she suggested pegging as way for her to make me orgasm,or give me an orgasm. I worried about it that she’d see me different,less manly,less Hetero,less everything. But I was being silly. It was mostly to be active like intercourse etc. So she bought the gear required.

I was a bit apprehensive the first time,a little uncomfortable as a dildo while smallish,was bigger than a toy,but it was nerves. I got into it though and had half a dozen o’s. This I attribute to what I’d learned on the prostate journey. I think if you looked up pegging porn,the bulk of it would be guys jacking off or being jacked during and maybe a ruined o or even a HFWO. I don’t think I’d have had those prostate o’s earlier in life had we tried pegging. IMO journeymen are starting pegging from an elevated position.

Wife was all over the pegging,she freaking loved being the top,taking the dominant position.Loved fucking a man to orgasm,only not in the usual manner. It caused a big change in how she saw the sex dynamic.

She basically asked me later to enter into a more FLR. She gave me the chance to opt out,but that I’d miss out on certain things,as she wanted to do it properly and control the bedroom and my pleasure. I jumped in anyways. Some here worried she was planning cuckoldry or something,but that was never the case.

Its nothing too extreme,bit of Chastity,bit of restraining,bit of denial,ruined orgasms,bit of paddling,challenges to earn ejacualtions,blowjobs,anal sex etc. Penalties and punishments for failing. Light humiliation,post orgasm torture,and working toward lots of different o’s. Stuff like that. But nothing like having my nuts punched for 30 mins straight. 

Pegging itself is usually twice a week,maybe a third sometimes. We’ve ramped up the size  and power over time,you do get used to it,same as a woman gets used to it i guess. She had to hold back a little at the start,as if she’s wearing a clit vibe,she can get carried away with thrusting on her own o build up. It was pleasurable the first time once I relaxed.Like a session,you have to get your mind in the right place. And it does it better with practice. The journey allowed me zero in on the ‘passes’ her cock makes during thrusts. After a time,I now enjoy the feeling of her travelling through my ass in general,not just at the prostate site. I don’t know,I really like it lol. And she loves fucking.

@helghast 

Thank you so much for taking the time to explain the evolution of your anal play!!

The fact that you really enjoy it now makes me want to get into it.  It’s cool that your wife suggested pegging and I think that’s an important part of the story.  You’ve got me thinking of ways I can make this happen that my wife eventually suggests it.  

Mutual masturbation has always turned into a hot session in our bedroom so I think this is a great way to really show off my new found “talents”.  She has witnessed it but not to the full extent, nor have I shared the fact that I have prostate orgasms almost daily.

thank you again Helghast, sharing in such detail really helps us men.

I hope you can pull her in my friend,depends how game she is. Does she like anal sex? Is she prudish? 
A good start is get her on your journey full time. Have her with you when you’re having o’s. She should want to be part of that.

Although you might have to be the one to suggest it haha Hey babe,fancy fucking me in the ass?? Lol

@helghast 

It’s been a while, but yes she does like anal.  I think I’ll try the Hey Babe, wanna do me up the ass? Real subtle approach there Helghast, thanks for the tip, lol.