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Advice: Is too tight a bad thing?

lalaland2

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So this is kind of embarrassing but I tried topping for the first time a few days ago.
It was also my first time wearing a condom.
I thought I would really enjoy it, but it was like too tight...it felt like my dick would snap trying to get it in.
The bottom told me he was fine and comfortable, so I wasn't hurting him or anything.
But I just did not enjoy it as much as I thought I would.
We did use lube, and tried to open him up a bit with a Dildo before hand. He also has a lot of experience bottoming...so maybe it's just me?

Does anyone else feel like too tight is bad? :S
 
Hopefully you'll get some more insightful responses, but it's okay to not like something that people tend to like. If it felt like my dick were going to snap I doubt I'd like it either.
 
I got hard easily and stayed hard the whole time, so I don't believe it was that. i've also never had that problem in the past.
 
...I thought I would really enjoy it, but it was like too tight...it felt like my dick would snap trying to get it in. ..

Does anyone else feel like too tight is bad? :S
Did you try different positions?

Usually most guys find the sensation of tightness to be pleasurable. The sensation of resistance- that is, pressure pushing against the penis- can be uncomfortable.

Were you feeling pressure around your dick once you were all the way? Or were you feeling resistance against your penis when you tried to go in?
 
Once I was all the way in it was fine, just tricky at the start.

- - - Updated - - -

No, I don't think it was, it was hard putting it on. maybe it was the condom's fault
 
was the bottom relax. Sometime when they are not , it makes it difficult to penetrate him. When i first started to bottom i too was tight and the top found it difficult to penetrate me. He told me to relax back there and try not to squeeze. Also try different positions. First we tried doggy but it was difficult so he told me to lay on my back and raise my legs in the air in a "V" position and only then he was able to penetrate me.
 
Once I was all the way in it was fine, just tricky at the start.
was the bottom relax. Sometime when they are not , it makes it difficult to penetrate him. When i first started to bottom i too was tight and the top found it difficult to penetrate me. He told me to relax back there and try not to squeeze. Also try different positions. First we tried doggy but it was difficult so he told me to lay on my back and raise my legs in the air in a "V" position and only then he was able to penetrate me.
^This

Resistance on the head of your penis will cause pain and will also cause you to lose your erection.

A tip- use your lubed fingers to massage and loosen your partner's anus. Continue massaging and inserting your fingers until you feel him relax. When he's relaxed, then insert the head of your penis and remove the fingers. This will make the experience more comfortable for both of you.
 
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