Strap-on experiences

I’m glad to see this thread cum back to life… it was quiet for a while. I’m learning a bit how to cum hands free from penetration only. It’s taken some work, but the first time I came hands free was mind blowing.
Out of curiosity, how did you learn?
 
Out of curiosity, how did you learn?
I can tell you how I learned... Lots of practice and patience. Try different angles, sized toys, and when you hit a spot that feels different from everything else... Stick with it for as long as you can handle it.
 
I'm surprised more people don't use toys. It enhances the experience and can be so fun. I don't see any downside.
 
Out of curiosity, how did you learn?
Watching porn, reading this forums and general Internet investigation. The first time my wife pegged me, about 15 years ago I came hands-free and didn’t have any idea what the hell happened. I’ve tried to replicate that since but no luck.

I’ve tried relaxing, different positions, different angles, different toys but nothing for many years.

Then this happened back in January:

https://forum.literotica.com/threads/strap-on-experiences.105924/page-163#post-94685669

Lots of trial and error. I was also able to make myself come hands-free by manually massaging my prostate below my balls. I think I’m starting to get the hang of it, but more practice is necessary! :)
 
Out of curiosity, how did you learn?
If we all sharing.

It was from communication. I talked her through It. I’d tell her when she’d hit the spot and she’d say “like this?” and I’d say ”nope”. Then after some time of touch and go she started to consistently hit it. She said after a minute she could tell. Then after some moaning and graming she hit a gusher.
 
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If we all sharing.

It was from communication. I talked her through It. I’d tell her when she’d hit the spot and she’d say “like this?” and I’d say ”nope”. Then after some time of touch and go she started to consistently hit it. She said after a minute she could tell. Then after some moaning and graming she hit a gusher.
It is nice to see that kind of communication with very positive results. I think it is important in all kinds of sex play!
ES
 
It is nice to see that kind of communication with very positive results. I think it is important in all kinds of sex play!
ES

its very interesting to see how people choose someone as a partner but don’t know how to talk to them. Especially about sex.
 
On many occasions I’ve gone into the bed room and the strapping and lube will be sitting on the nite stand and a big towel will be on the bed.
 
On many occasions I’ve gone into the bed room and the strapping and lube will be sitting on the nite stand and a big towel will be on the bed.
Wow, that is a sign of good things to cum! How about seeing it in the morning before work and thinking about it all day long?
ES
 
Unfortunately Ive never seen it left out in the morning for the evening activities. I have received texts during the day that have worked me up with anticipation.
 
Just got 2 new dildos. Can’t wait to give them a try. We got a longer one for oral and a thicker 2.5” one. Going to need extra lube.

Kinda sore today. It’s crazy how much difference there is in such a small amount. I did not think there would of been that much difference between 2.2 and 2.5 but there is. My wife had fun, since she likes the sight of her cock pressing into me. We have been using the last size strap on for quite some time. So she just lubes up and pushes right in. Not last night, she lubed up like normal but she didn’t push in like normal. More lube wouldn’t help she just needed to punch her way in. It’s been awhile since she’s had to do that but it brought her great excitement to really push into me and have her cock Stretch me open and pop into me. She had to use enough force that after the head of her cock popped into my ass it kept going and slid in balls deep causing me gush fluid on that first stroke.
 
Kinda sore today. It’s crazy how much difference there is in such a small amount. I did not think there would of been that much difference between 2.2 and 2.5 but there is. My wife had fun, since she likes the sight of her cock pressing into me. We have been using the last size strap on for quite some time. So she just lubes up and pushes right in. Not last night, she lubed up like normal but she didn’t push in like normal. More lube wouldn’t help she just needed to punch her way in. It’s been awhile since she’s had to do that but it brought her great excitement to really push into me and have her cock Stretch me open and pop into me. She had to use enough force that after the head of her cock popped into my ass it kept going and slid in balls deep causing me gush fluid on that first stroke.
Wow! How much fluid? Tell us the rest of the story, please.
ES
 
Wow! How much fluid? Tell us the rest of the story, please.
ES
Im not so good at telling stories. The amount of fluid is hard to explain. I think everyone produces different amounts. So a Prostate ejaculation usually is about half to 3/4 of a normal ejaculation.

I think most came out when she pushed into me and then just A little dripping. This was the first time it was ever like that. Usually there is a build up then it comes. I guess there was just a lot of excitement.
 
Im not so good at telling stories. The amount of fluid is hard to explain. I think everyone produces different amounts. So a Prostate ejaculation usually is about half to 3/4 of a normal ejaculation.

I think most came out when she pushed into me and then just A little dripping. This was the first time it was ever like that. Usually there is a build up then it comes. I guess there was just a lot of excitement.
No worries! I think this^ is a great explanation.

I must admit, I have never had a gush of fluid from just one stroke of a strapon. I do know it can happen though. One day I was standing naked in the bathroom with a moderate-sized dildo. I lubed it up real good and decided to insert it while I was standing up to see if it would be hard to slide in. I put one leg up on a high stool and faced to bathroom sink and mirror while I slid it in. I don't know why I put my leg up but it really helped and the dildo slid in all the way quickly hitting my prostate. I squirted a rope of cum right into the sink. It was like a mini orgasm, it felt good but was over so quickly I was up for more.
ES
 
No worries! I think this^ is a great explanation.

I must admit, I have never had a gush of fluid from just one stroke of a strapon. I do know it can happen though. One day I was standing naked in the bathroom with a moderate-sized dildo. I lubed it up real good and decided to insert it while I was standing up to see if it would be hard to slide in. I put one leg up on a high stool and faced to bathroom sink and mirror while I slid it in. I don't know why I put my leg up but it really helped and the dildo slid in all the way quickly hitting my prostate. I squirted a rope of cum right into the sink. It was like a mini orgasm, it felt good but was over so quickly I was up for more.
ES
This was a first for me and it was just a push in not a full stroke. It was a fun experience but I wouldn’t want them to all be that way. We will see how this new dildo works out in the long run.

I don’t have much in th3 way of solo experience with dildos. I find putting them in myself to be challenging. Maybe that’s because we like the ones with the larger heads that need to be pressed in. Plugs are no problem Tho.
 
No worries! I think this^ is a great explanation.

I must admit, I have never had a gush of fluid from just one stroke of a strapon. I do know it can happen though. One day I was standing naked in the bathroom with a moderate-sized dildo. I lubed it up real good and decided to insert it while I was standing up to see if it would be hard to slide in. I put one leg up on a high stool and faced to bathroom sink and mirror while I slid it in. I don't know why I put my leg up but it really helped and the dildo slid in all the way quickly hitting my prostate. I squirted a rope of cum right into the sink. It was like a mini orgasm, it felt good but was over so quickly I was up for more.
ES
Something similar happened to me the very first time my wife pegged me like 15 yo. It has never happened since, Altho have been able to cum hands free since then using other methods.

The first time she fucked me with a strap on, she entered me off the side of the bed while I was in missionary. Once she got it in, after a few thrusts, I sort of cane. Not a full ejaculation, but a cross between a a ruined orgasm and full one. We both didn’t know what happened but I did not lose my horniness so she went on to fuck me quite hard after that.

After all of the other peggings (maybe 100 or so since then), it’s never happened again that way. Not to say I solo or we together haven’t tried. It was a nice surprise, but one we cannot really replicate.
 
Someday I'd love to try pegging. It's something that really turns me on, the thought of not being fully in control of the situation and being at her mercy really interests me.
 
This was a first for me and it was just a push in not a full stroke. It was a fun experience but I wouldn’t want them to all be that way. We will see how this new dildo works out in the long run.

I don’t have much in th3 way of solo experience with dildos. I find putting them in myself to be challenging. Maybe that’s because we like the ones with the larger heads that need to be pressed in. Plugs are no problem Tho.
Yep! That was what it was for me, a push in and I shot my load.

I did a lot of experimenting when I was single years ago. I didn't have a gf, so I tried butt plugs and dildos. I learned a lot about anal and prostate play.
ES
 
Something similar happened to me the very first time my wife pegged me like 15 yo. It has never happened since, Altho have been able to cum hands free since then using other methods.

The first time she fucked me with a strap on, she entered me off the side of the bed while I was in missionary. Once she got it in, after a few thrusts, I sort of cane. Not a full ejaculation, but a cross between a a ruined orgasm and full one. We both didn’t know what happened but I did not lose my horniness so she went on to fuck me quite hard after that.

After all of the other peggings (maybe 100 or so since then), it’s never happened again that way. Not to say I solo or we together haven’t tried. It was a nice surprise, but one we cannot really replicate.
So you have never cum from pegging since that time? You can cum hands-free, just not from pegging?
ES
 
So you have never cum from pegging since that time? You can cum hands-free, just not from pegging?
ES
I haven’t cum hands free like that (missionary and her just entering me).

Once I came hands free when I was riding her strapon like a banshee. If I hold off on cumming for a week or two I can also massage my taint with my hand and make myself cum sort of hands free.

My wife has given me several prostate massages but while they felt good, I’d never had any real amount of ejaculate cum out.

Hands free cumming just doesn’t want to work for me.

Would love to keep on trying. In my fantasies, a doninatrix shows my wife how to make me cum hands free many ways and many different times in one session.
 
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