First Time Receiving Anal

Everhorny

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As a guy who only started the bisexual aspect of my sexuality in the last 5 years or so - and still excitedly am - I’d love to find out from other guys, similar to myself in this way, what triggered their awakenings to their bisexuality.
I have several little anecdotes of my initial encounters that awakened me to my bisexual nature as well to present to anyone interested. For example, a spontaneous and relaxed long jerk off session a married mate prompted unexpectedly.
But, having progressed a reasonable way into bisexuality, I’d like to hear about guy’s first experiences of receiving a nice cock up their arse. How did it feel? Did it hurt. How would you describe the pleasurable feeling each stage of penetration brought. I’d especially like to hear of when it was done very skillfully and when it was a really pleasurable experience.
Or detailed descriptions when you started to having it delivered very skillfully and erotically.
And when it got to a point where you started to really enjoy receiving larger cocks up your arse.
And if you have enjoyed a prostrate orgasm from it.
Please fill me in as I’m very keen to explore receiving anal pleasure.
 

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As a guy who only started the bisexual aspect of my sexuality in the last 5 years or so - and still excitedly am - I’d love to find out from other guys, similar to myself in this way, what triggered their awakenings to their bisexuality.
I have several little anecdotes of my initial encounters that awakened me to my bisexual nature as well to present to anyone interested. For example, a spontaneous and relaxed long jerk off session a married mate prompted unexpectedly.
But, having progressed a reasonable way into bisexuality, I’d like to hear about guy’s first experiences of receiving a nice cock up their arse. How did it feel? Did it hurt. How would you describe the pleasurable feeling each stage of penetration brought. I’d especially like to hear of when it was done very skillfully and when it was a really pleasurable experience.
Or detailed descriptions when you started to having it delivered very skillfully and erotically.
And when it got to a point where you started to really enjoy receiving larger cocks up your arse.
And if you have enjoyed a prostrate orgasm from it.
Please fill me in as I’m very keen to explore receiving anal pleasure.
Can’t wait to find some responses
 

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Ok, that’s some great pointers thanks mate. I’ve been wanting to get some vibrating prostrate sex toy for a while. I’ll start with that to start preparing 👍
 
It didn't hurt bc I trained my butthole to relax a stretch for two weeks in advance using lube and a set of S/M/L butt plugs. When I brought home a hot young stud from the gym I was ready for him. :cool:
Actually, it would also be great if guys could describe their favourite prostrate stimulation toys for me to try
 
As a guy who only started the bisexual aspect of my sexuality in the last 5 years or so - and still excitedly am - I’d love to find out from other guys, similar to myself in this way, what triggered their awakenings to their bisexuality.
I have several little anecdotes of my initial encounters that awakened me to my bisexual nature as well to present to anyone interested. For example, a spontaneous and relaxed long jerk off session a married mate prompted unexpectedly.
But, having progressed a reasonable way into bisexuality, I’d like to hear about guy’s first experiences of receiving a nice cock up their arse. How did it feel? Did it hurt. How would you describe the pleasurable feeling each stage of penetration brought. I’d especially like to hear of when it was done very skillfully and when it was a really pleasurable experience.
Or detailed descriptions when you started to having it delivered very skillfully and erotically.
And when it got to a point where you started to really enjoy receiving larger cocks up your arse.
And if you have enjoyed a prostrate orgasm from it.
Please fill me in as I’m very keen to explore receiving anal pleasure.
The answers to this will be easily paired down with self exploration first. I would never attempt to receive anal without having spent some time alone with a dildo first. You will get accustomed to the feel, motion, and depth this way. Much better than that first hurried hookup where the guy wants to just plow away.

Prostate orgasms are best learned solo. By knowing what works for you... You can convey that to the guy fucking you.

The other thing you learn by doing it yourself first is cleanliness. Knowing your body and having a couple bulb enemas (not deep ones) before you head out is best. If I have a day that I'm planning to hookup... I will clean and even use a dildo prior so I know I'm ready for fun.
 
The answers to this will be easily paired down with self exploration first. I would never attempt to receive anal without having spent some time alone with a dildo first. You will get accustomed to the feel, motion, and depth this way. Much better than that first hurried hookup where the guy wants to just plow away.

Prostate orgasms are best learned solo. By knowing what works for you... You can convey that to the guy fucking you.

The other thing you learn by doing it yourself first is cleanliness. Knowing your body and having a couple bulb enemas (not deep ones) before you head out is best. If I have a day that I'm planning to hookup... I will clean and even use a dildo prior so I know I'm ready for fun.
Thanks so much. I will take your advice 👌
 
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Please fill me in as I’m very keen to explore receiving anal pleasure.

There is something very satisfying, a sense of oneness and every thing is clam in the world when a guy slide his cock into my arse.

To get there has been a journey of learning and discovery especially where large cocks are involved -

Lube
Warm up with fingers and toys
Lube
Him taking his time oh and lube
Finding the right position

and finally don't for get lube

And then enjoy the ride baby :yum
 
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I had my first gay experience in a steam room, at an athletic club in Utah. Two men, lots of cock sucking and anal sex. It did hurt, I had been using my fingers and small toys up to that point. After that I started attending a gloryhole in my town, and that's where everything really started for me as far as bisexuality is concerned. I really enjoyed the variety of men that I could have there. It wasn't long before I had a regular fuck buddy I met there, he was married and his cock was huge. Having him open me up like no one has ever done before, just changed my life forever. Years later I met another married man, his cock was about seven inches slight downward curve and always hard and erect. He would hit my prostate and make me cum several times before he dumped his load of cum inside of me. Best fuck I ever had.