The first time I [M] fucked my girl[F]riend in the ass

I had just gotten into college and started dating a very hot brunette who we’ll call M. She was around my height, had small breasts and very long legs.

After a couple of weeks, we started having sex and it was still pretty vanilla, because we were young, shy and getting to know each other. She gave me my first blowjob to orgasm, I gave her her first orgasm through oral and more first time stuff. Very good memories, my dear friends…

One saturday, we were hanging around with some friends and there was this catholic girl who always talked about how wrong stuff were. That day, she went on and on about how wrong anal sex was. Those were simpler days, we just listened to her ramblings and carried on with our day.
Later that day, we were on my bed and did what young people in love do most: started having sex. Writing about it makes me remember how her pussy felt around my cock – tight, wet and warm. We were going at it doggy style and I soon came inside the condom. Her waist was so hot and I could see her butthole very clearly. We were both gasping for air and I felt an urge to touch it with my thumb. She was not expecting it and I sensed her contract around my cock with surprise.
“That is so wrong!” I said, mimicking the other girl’s voice. We laughed a bit, but I didn’t exit her, even though my cock was starting to get soft. My thumb stayed on the entrance of her butthole, begging to be invited inside.
“So wrong…” she said, arching her back higher.
I never felt so horny with my dick still soft and my thumb started pressing itself inside her ass. “A shame it’s so wrong… we shouldn’t do it…” I said.
She was biting the pillow and had her eyes closed by now and I kept entering her very slowly. My dick started getting hard again and I went for another condom.
As I changed condoms, she laid down and just stood there, ready to be fucked again. I approached her, missionary style, and she grabbed my dick with her hand, guiding it over her clit, her entrance and… her asshole.
“If it wasn’t so wrong… Do you think it would fit?” she asked me with what sounded like genuine innocence.
“It’s wrong… but there’s only one way to find out” I said as I tried pushing it inside.
“It’s so wrong we need more lube” she said as she maneuvered my dick into her pussy and it entered her with zero effort.
“Do you wanna do it?” I asked her.
“Do you?” She asked back.
No answer was required and I just let my cock slide out of her and she guided it into her ass.

I had always heard that it was hard to enter an asshole, but it wasn’t. It wasn’t as easy as her pussy, but it went straight in, making us both open our eyes in surprise as we both moaned with the glory of this new found guilty pleasure.
I was afraid to move and hurt her, so she started guiding my movements. It was slow, hot, tight and in no more than two minutes she noticed that I was just a couple of thrusts away from orgasm.
“Put it all the way in and cum inside my ass, baby” she whispered and that was exactly what happened. It was memorable. She held me with her legs, hugged me with her arms and I could feel my balls being emptied inside her.
As I recovered, I exited her and we were both laughing.
“That was so wrong…” I said with a smile as we cuddled in afterglow.

Source: reddit.com/r/gonewildstories/comments/nwg2b8/the_first_time_i_m_fucked_my_girlfriend_in_the_ass