It was in part the wine. Alcohol is in part an anesthetic. He needs to get you more turned on first.
Comfortable Anal Sex for Beginners: A Guide to the First Time ↗
You should of used lube the first time as there is no natural lube in the rectum. Use lube every time or you could damage the thin sensitive walls of the rectum. What happened the first time is you irritated the rectum walls and they got inflamed. Thus the second time it hurt when pushing in against those irritated and inflamed rectum walls.
what I've found helps is if you push as if you were having a shit, you relax the sphincter which makes it easier for you to open up, also different positions help, for me spooning and anal hurts so bad, but in doggy or missionary its fine
😧 I too young for this
@idkwattoputhere its definitely better if you get comfortable with sex first and your partner before you try anal, but its quite enjoyable for a lot of people
Is it for u?
Did you have wine again? More than likely you tensed up this time because you had expectations where the first time you did not.
Scroll Down to Read Other Opinions
What's Your Opinion? Sign Up Now!Well i am pretty sure anal does hurt. So it was probably the wine.
Did you drink wine the second time?
No I didn’t
That explains it. You may have been more relaxed the first time you did it. That's why it was easier.
That’s disgusting!
Try pouring wine in your ass next time
You were more relaxed
With the wine were you more relaxed the first time, or was he less gentle the second time
I would say too it could be the position. If you or him altered your positions at all, this could make a huge difference. My ex didn't like anal any other way but reverse cowgirl style.
did you drink wine the second time?
No, maybe that’s why
maybe win had helped you loosen a little and be more relaxed and even maybe feel less pain
wine*
Sexual Relationships 
Sexual Health 
AI Bot Choice
Superb Opinion