Anal penetration leading ejaculation..

[zinger]

So.. this is a strange one.

I went to see Madam Lola < External Link/Members Only > a while ago as she was all that was available, i'm not into dominatrix.

But...during the course of events, she stuck a dildo up my ass and after the initial stretching it started to feel verrry good! She had me (dom) lightly stroking my cock and it didn't take me long to cum.. the ejaculation was a slow flow, which looked more like it was pouring out as opposed to a shot!

I was surprised that I enjoyed it and looking to get it again but not via a dominatrix, but regular WG. I was surprised as I often though that guys who like this must be weird in some way lol. (Apologies!). I imagine if I told my mates in the pub, they'd be like... "your gay", not that there is anything wrong with that, at all. I know I am not gay but it felt good.

I had Tayla Brasil do this on me as a second attempt, but she used fingers and didn't seem the same and couldn't finish me off. I wonder is a dildo more effective. In more recent times, again, another WG tried with fingers and same lack of success.. although she did tell me she would fuck me with a strap on next time (!!!) 

Anybody ever experienced something similar?

Talk about discovering yourself sexually..

This is a safe place, we are all friends here 

[daviemac]

A prostate massage is done with the finger/s, they need to know how to find it though. Some masseuses are very adept at it.

[Greenchilli]

Zinger looking forward to your future reviews on full strap on service used on you 

[zinger]

A prostate massage is done with the finger/s, they need to know how to find it though. Some masseuses are very adept at it.

Oh yes, I generally would associate massage with fingers, but since i've had access with full strap on .... 

I feel like the dildo is more of bulldozer approach as it would be hard to miss the prostate..lmao

Zinger looking forward to your future reviews on full strap on service used on you 

 

[Mothball15]

You could buy a toy and do it yourself.

[sparkus]

I take it you haven't seen the 2000s sex comedy 'Road Trip'.

[zinger]

I take it you haven't seen the 2000s sex comedy 'Road Trip'.

I have.. and i've been wondering about it for a looooooong time!

I guess this thread is now a request for massage places with for PMs .. and I ain't talking about private messaging 

Any suggestions for London? West/Southish as opposed to far east/north.

Thanks 

[scouting]

Many profiles advertise strap-on, prostate massage, anal play, toys for boys etc. Just need to clarify when booking - twice I have asked about strap-on and when it came to it just received a dildo, so as with all claims on a services list can be misleading.

[nbarnes]

Strap on \ anal toys is amazing.

Doesn't have to be in a sub\dom context either (but this is also a huge amount of fun.)

Stick with it. Most men find they can't get round the 'gay stigma', but sticking things up your arse when you know what you \ the other person are doing can add a good 60% extra to your orgasm.

One of the best orgasms I ever had was a 3some, banging a girl in doggy and getting it from behind from the dom.

[Spencer Fobby]

straight men and gay men both have assholes - and as far as I'm aware, they have the same amount of nerve endings regardless of your sexual persuasion.

[mexicola]

straight men and gay men both have assholes - and as far as I'm aware, they have the same amount of nerve endings regardless of your sexual persuasion.

Exactly.

It you have got it, use it.

I've pegged a good few times and received plenty of anal play and really enjoy it. Knowing a hot girl is doing taboo acts to you is a big turn on.

[Strokemeplease]

One of the best orgasms I ever had was a 3some, banging a girl in doggy and getting it from behind from the dom.

That sounds like a lot of fun !
One of my best was with a Filipina WG in London; she shoved a dildo up my arse, lay me on my back and rode me in cowgirl. I loved it, but my arse ached for days afterwards. 
These days most of my punts are (or were before Covid) in Thai or Chinese massage shops. I ask for a finger up the bum while she is giving the HE. About half of them will do it, often at no extra charge beyond the usual £20 or £30 for a wank.

[pewpewpew]

Never tried it and don't want to. But if it's become a thing for you, why not go back to the dominatrix?

[joninbristol]

I'd not get het up about it. We're all wired differently, men and women, and some of us enjoy anal and some of us don't. There's no "should" or "shouldn't" about it - there's probably plenty of gay men who find it as painful as not, likewise with women. If it works for you and gives you pleasure, and it ain't harming anyone else, just enjoy it.
Me? I'm off to have a romp with my blow up Teresa May doll................now, THAT is something to feel anxiety about

[tynetunnel]

straight men and gay men both have assholes - and as far as I'm aware, they have the same amount of nerve endings regardless of your sexual persuasion.

I’m straight and I’ve got an arsehole 


It’s my own fault and I fully accept that, my mother advised me not to marry her! 

[joninbristol]

I’m straight and I’ve got an arsehole 

It’s my own fault and I fully accept that, my mother advised me not to marry her! 

[Buttons]

Yes, had a few prostate massages. Had an ex who was a natural at it, told me she’d been reading about something on the internet she wanted to try. I said fine, having tried it before. Bit of lube and finger up the bum.

As other have said, if the girl knows what she’s doing it’s amazing. The ex certainly did. Went to work with her finger and mouth, wanking and sucking my cock finger up my bum on the right spot. It’s not just about anal penetration, it has to be in the right spot and the motion has to be right.

Anyway, done properly it prolongs the guy cuming. I find it frustrating from the point of view I feel like I’m about to cum for ages, but can’t quite get there, and the feelings remain incredibly intense. This particular time the ex kept me going for 40 mins on the brink. It’s not like edging where you keep getting to the point of orgasm, and then pull back. It’s on the point of orgasm it’s no let up until you cum. For me at least, others might find it different.

This particular time, which was a standout experience, but typical in terms of getting a prostate massage, when I finally orgasmed it lasted much longer. As the OP said, the cum pours out not separate pumps, less thick than usual, but loads of it lots more than a normal orgasm. Give the ex her dues, she took the whole load in her mouth and swallowed.

For fans of messy facials, drink loads of water in the run up to the session, get a finger on your prostate and fire over her face  If it’s in a trusting relationship, amazing for messy cream pies as well.

To the OP. A finger up your bum doesn’t make you gay, unless it’s a blokes finger and the thought of his stubbly chin on your ball sack makes you hard......that’s not to say there’s anything wrong with that type of thing. Each to their own, just not for me. I’ll take my prostate massages from the ladies please 

I will add, as amazing an experience it can be, for me I do need to do it with someone I trust to know what they are doing. Never done it with an escort, just a couple of ex girlfriends, but then because of the complete trust thing I’ve never asked for it from an escort.

It’s fun though, can highly recommend it. Think there’s some evidence to say it is good for your health as well, don’t know if that’s true.

[Waterhouse]

This is a detailed set of instructions posted up by a couple of “friends” on xhamster who are very much into prostate milking.  Never tried it or had it done (properly) myself... does sound interesting though.



Theodore Roosevelt once said "If you've got them by the balls, their hearts and minds will follow", but an experienced woman knows that if you have got him by his prostate, you own his balls!

For those keen to try prostate milking, a quick guide for him and her:

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1. He should empty his bowels and use a small enema to clean up before you start.
2. He should also COMPLETELY empty his bladder before you start because he will need to relax his prostate in a similar way to urination to allow his sperm to pass through.
3. Use a toy with a stiff shaft and a prominent knob. Most solid silicone ones are just too soft to put pressure where it is needed. It should have an insertable length of 6-7 inches. Most prostate massage toys are too short.
4. Tease him! Whatever gets him really hot is good. This will get his juices flowing and ensure a good supply is ready for milking. If he starts to leak pre-cum, he is ready!
5. Use plenty of lube and start slooooowly. Anal muscles take a while to relax, particularly for beginners.
6. Massage the area around his prostate first. It is just past the entrance to his anus on the front side of his body. It will be quite sensitive at first, particularly if he is very "full". It may feel a little like the need to pee at first, but if his bladder is already empty, it will quickly change to a sensation similar to orgasm build-up.
7. Work the prostate from the sides and back towards the center where the sperm tube passes through and collects the contents. The first few drips will probably be clear pre-cum followed by thin, milky prostate fluid.
8. When you start to see some thicker drips of real semen, it is time to go deeper and start massaging his seminal vesicles where most of his sperm is stored. They are further inside, beyond the prostate, but also towards the front of his body. Go as deep as you can and put firm pressure towards his belly then work the toy slowly back out while keeping the pressure on. He should relax in the same way as preparing to pee. This relaxes the prostate and allows the sperm to squeeze through. The sensation is amazing! You will both know when you have the technique just right by the big drops of thick semen that start to dribble from his cock
9. Try to avoid touching his cock while massaging his prostate. If he is erect, it means his prostate is tight and it will be very difficult to get any sperm out.
10. A cautionary note: This type of play should not be attempted if he has any known prostate health issues (prostatitis, inflamation, infection, cancer etc.) as massage could aggravate the situation. Any significant pain or blood should be a sign to stop.

It can take quite a while to find just the right technique. In the first few sessions you may only get some milky prostate fluid, but with more experience, the thick creamy semen starts to flow and you can milk him empty. The ideal technique is a little different for each man, but finding what works for him is half the fun . He also needs to learn to "let go" his sperm. It is a bit similar to relaxing to urinate so obviously he will want to start with an empty bladder.

When you get it right, the sensation for him is amazing, particularly if he has been in chastity for a while and he is very "full". Kind of like the intense build up just before orgasm, but stretched out for 10 or 20 minutes! The subtle sensation of having his sperm squeezed out without his control is icing on that cake.

It can also be a huge turn on for her if she enjoys the idea of being in control. A amn normally will only give up his precious sperm in return for the most intense pleasure of an orgasm and the woman involved is usually in a very submissive and powerless position at that moment. Male milking reverses those roles completely. The man is in the most submissive, powerless position and the woman extracts his sperm without giving an orgasm or even an erection in return. When his sperm begins to dribble uncontrollably from the tip of his flaccid penis, she knows she has COMPLETE control of him.

As you can see from our recent videos, we have been experimenting with e-stim to add some variety to our milking techniques. It is a great fit for the "milking" concept because it can induce an involuntary ejaculation in a male without any manual stimulation (and in fact it is used exactly in that way to milk sperm from some animals!). If your man is turned on by that scenario, it can be an awesome experience.

e-stim is a very subtle and complex interaction. It is certainly not as simple as turning up the power until he cums. You have to find exactly the right way to cycle the level and the frequency to get him in the right "state" and then move to the setting that will force him to ejaculate. That can take considerable experimentation since there are so many things to adjust, but learning is half the fun . Obviously he will have to be at the controls at first because only he will feel the effects (and going to high or too fast can quickly turn into a session of S&M!). When you have found the best technique she can take the controls and milk him at the touch of a button!

For him, the sensation of an e-milking is rather like an extended extremely intense orgasm, but without the usual pulsing contractions. It can last for several minutes if you have the settings just right for him. Again, it will play to his submissive side because it can be completely at her control and he can be in a very powerless position when his sperm is extracted. For her, it can be the ultimate form of "remote" control. She can extract his sperm without even touching his body.
 

[Londonpunter30]

Love doing a bit of strap on play and have several girls on a HL for this.  Had it done good and bad, don’t like domination but do like it done in a soft sensual way and kinky fun.

Too many girls tick the box for this but don’t own one or have never used one

[Mifune]

Years ago I was doing a window girl in Amsterdam and just as I was about to cum she stuck a finger up my arse.  Absolutely no warning!  I was annoyed in a way, but it felt great so let it go.  I had a bag on obviously so not sure if it affected the cum itself, but the orgasm was better.

More recently I’ve tried being rimmed and love it.  Tried prostrate massage a few times, but didn’t find it so enjoyable and couldn’t shake the feeling it gives me that I’m about to do a poo.  I hadn’t done an enema so I start thinking “what if I actually do need a poo?  How will I know, given I already have that feeling from her fingers?  Will I end up shitting all over her hand??” 

For now I’ll stick to the outside, or just the tip of a finger inside.  Seems to be the sweet spot for me.

[rubric]

More recently I’ve tried being rimmed and love it.  Tried prostrate massage a few times, but didn’t find it so enjoyable and couldn’t shake the feeling it gives me that I’m about to do a poo.  I hadn’t done an enema so I start thinking “what if I actually do need a poo?  How will I know, given I already have that feeling from her fingers?

As long as you are reasonably regular, doing it after you've had a shit (and cleaned up) should suffice (hence the instructions above).  Suspect the main reason for the enema is to ensure that you've actually 'completed' the poo (its quite easy for a small piece to get left behind -- but with experience, it's quite easy to tell when this is the case).

[Botev Plovdiv]

I experienced this with Mistress Damara (FKA Luscious Lucy).

To start with she gave me poppers which is something I’d never had before. That completely relaxes the muscles and then she took me with her strap-on.  A mixture of fast and slow, a little stroking of the balls and I exploded like never before. Absolutely blew my mind.

Have no interest in getting it from a guy but having some sexy woman looking at you whilst banging you with a strap-on is well recommended for someone looking for a different experience. If we hadn’t been in Covid times I’d probably have done it again by now.

[roger_weekly]

I have had several asian massages in my time where that have used the old didget up the rear, at first I didn't like the feeling at all, but after relaxing more when it happens, it does improve the experience for sure.

So a couple of weeks back, the wife was out and I borrowed her small finger vibrator, lay on the bathroom floor and inserted it in very slowly whilst on and tried to relax to see how it felt. I have to admit it wasn't anything special and even after getting it in by at least two inches, it still wasn't that special. A nice feeling don't get me wrong but i wasn't that turned on and remained limp. This lasted around 2-3 mins when suddenly, I feel like i am going to pee. Still laying down on the lino floor, i thought ok lets ride this one out and a small drop of pee won't hurt but to my utter amazement, i came like a goodun.

I shall be trying it again soon

[hendrix]

Happy to admit, I love being rimmed, but I'm way too scared to even try anything up my arse 

[Watts.E.Dunn]

I have had several asian massages in my time where that have used the old didget up the rear, at first I didn't like the feeling at all, but after relaxing more when it happens, it does improve the experience for sure.

So a couple of weeks back, the wife was out and I borrowed her small finger vibrator, lay on the bathroom floor and inserted it in very slowly whilst on and tried to relax to see how it felt. I have to admit it wasn't anything special and even after getting it in by at least two inches, it still wasn't that special. A nice feeling don't get me wrong but i wasn't that turned on and remained limp. This lasted around 2-3 mins when suddenly, I feel like i am going to pee. Still laying down on the lino floor, i thought ok lets ride this one out and a small drop of pee won't hurt but to my utter amazement, i came like a goodun.

I shall be trying it again soon

With the missus of course, seeings its her equipment;....