I’ve never been a big fan of anal. Always felt uncomfortable doing it not only because of the pain but also because of all the preparation needed in order to do it right.
That’s why I reserve it for relationships and never do it in hook-ups. I started seeing this guy for a couple of months and he was really into it. Kept telling me how it will be so much fun and that if done right it’s not going to hurt at all.
Well his birthday was coming up in January so I thought why not give him a good birthday present. I did anal before but like I mentioned wasn’t too excited at the prospect.
To get him excited about his birthday gift I actually told him beforehand what it was going to be. To say he was overjoyed would be an understatement.
On his actual birthday we had a party for him but he wanted to end the party early so we can get down to my gift.
I already prepared myself from the night before so I was ready for it.
I had him sit on the bed and then turned on the music and started doing a strip-tease for him. Took everything off except my heels and stockings.
He was already hard and that was turning me on as well. Went down to my knees in front of him and started slowly running my tongue up and down on his shaft. Then kissed his head and started sucking on it slowly.
Didn’t go faster as I knew he would cum. Told him I was ready for it and went to doggy position. He started eating me out from behind alternating between my pussy and asshole.
Then he used lots of lube to slowly put his finger in my ass while still eating me out. This went on for a bit until I was comfortable with the fingers.
He now started slowly pushing his dick inside my ass while running a finger up and down my spine. The feeling was amazing.
It was still uncomfortable but did not hurt. We went slowly at first with him just slightly pushing inside.
I have to admit I was starting to enjoy it. He started going faster and soon he finished inside. He was moaning so hard.
Later he said it was his favorite gift I ever gave him haha.
We did eventually break up when he went to work abroad but he’s the first guy that made me enjoy anal.
Source: reddit.com/r/gonewildstories/comments/kpib0f/f_20_birthday_anal_mf
Hottt ever had an experience when you really enjoyed anal?
Damn, all these experiences and u’re only just 20