This is a diary entry......
Lately I find myself thinking
about anal than ever before, I’m wondering what it’s like. I just cannot get
the imagination out of my head. I know the thought is quite dirty in every way,
the thought of someone pushing a dick inside my poop box is both disgusting and
orgasmic. It sends shivers down my spine, both good and bad. I think the this
obsession started a night before Dec 16 when I asked my boyfriend if he would
ever do anal sex, at first he was adamant that he would never try it, he said
he find it disgusting and gay. I was appalled, I felt the need to convince him
otherwise, I explained to him that having anal sex with a woman does not in any
way determines one’s sexuality, it can be very pleasurable. He seemed to understand
my point . I asked him if he would like to try it with me, he said he
will think about it. That’s where the anal conversation ended. We never talked
about it again.
By the time December 31th rolled around, I was so ready to get “analed”
that I actually started telling my friends that I’m now ready to cross that
line. No shame. That night everyone made silly comments about buttholes and
assholes, they will all look at me and laugh because they are used to me saying
things like that, but I was serious. I needed a dick in my poop hole, I was
aching for it and knew I wouldn't stop thinking about it until it happened. Of
course, as the anal beginners say, anal is a journey, not a goal…
It was fairly easy to decide when the anal would take place, January
the 5th, I knew he was not working that weekend and he told me he
won’t be going to the parents house as he usually does on his weekend off, so I
suggested that we go out and have fun, so we went to Gateway mall for ten-pin
bowling, after that we grabbed something to eat and we got drunk a little bit,
the anal subject was still lurking in the back of my mind, I didn't want talk
about it because I knew he might talk me out of it and then we’ll end up
arguing, that would completely kill the mood. But I knew it has to be done, I
was feeling hot just thinking about it, he even asked me why I’m so distracted,
I told him I’m feeling very horny and I can’t wait to go home and fuck his
brains out, he gave that smile that always sends me to heaven, his eyes suddenly
changed and filled with lust, he put his hand on my pussy from under the table, he leaned onto me and whispered, “let’s go home my love”, I didn't ask no
questions I got on my feet and was ready to go, we paid the bill and we drove
home.
When we arrived at his apartment, I was a bit high from desire, slightly
buzzed from the tequila shots we had and a little nervous of what was about to
happen. He asked me again if I’m okay, I told him I’m perfect then I excused
myself to go take a bath, he joined me 2 mins later. We finished bathing and we
just lay in bed, naked. I knew I was truly in for a journey and this wouldn't just be a quickie accomplishment. He held me into his arms like a little baby
and caressed me gentle, he kissed me passionately and put his fingers in my
pussy, I started to moan, he shifted his body and got on top of me, his hand
not leaving my pussy, he flicked my bean a couple of times and it started to
throb, my moaning sounds increased, my body was building up pressure for a hell
of an orgasm, I could feel it. Suddenly he stopped and started to run his
tongue all the way down to my pussy, he licked the bean and pushed his tongue
inside the holy hole, I grabbed on the pillows, and let out a small scream, he
sucked on my bean until I gave it all up on his face. It was so intense.
At least now I let off a little bit of pressure, we continued
kissing for like a few moments, he put on a condom and I switched and went on
top of him, I fucked him, so hard and intense, he groaned and groaned, he
grabbed on my breasts and squeezed them gently, I moaned and cussed and moaned
and cussed and moaned, his dick was deep inside me and I was swaying my hips
from side to side, stirring on him, while twirling and squeezing his balls, I felt
another wave coming swiftly I screamed and called out his name, I came and
collapsed on top of him. I was sweating as hell, he pulled me over and kissed
me all over my face, he pulled his dick out of me and lay me carefully on my
stomach, I thought that was the perfect time to introduce my friend “anal”, I
said to him ‘baby, I want us to try anal sex’ I could feel his muscles
tightening, he frowned and said ‘but why babe?’, I said ‘because I want to
experience it with you, we’ll never know unless we try’ he sighed and
said ‘okay babe, but when it gets painful for you I will stop at once’, my
inner whore air punched, I pulled a drawer on the side of his bed and took out
a lubricant, I started rubbing on his dick, he watched my each and every
movement, I finished and handed it over to him, I lay on my stomach, he
squeezed a little bit and smeared it around my asshole, he pushed some into the
hole. Then he started pushing his dick into the hole, I tried to relax my
muscles, At that point, my body said stop, so he pulled out and tried again with
more lube, a different angle, I focused on my breaths and imagining my asshole
opening up just a little bit more and a bit more and a bit more. We did this
until we got about 3/4 of his dick in, and then I started feeling some pain. He took his time at
removing his dick again, gave me a break, kissed me all over my body. I was
hungry for more though, and I asked him to try again. He pushed it in, easily
this time, he kept encouraging me “you are doing a great job babe” I relaxed he
pushed in more, then we reached a point where it just seemed like there was no
more room inside my asshole then he started moving in and out, in and out, in
and out…. That time I was screaming, from both pain and pleasure, he slowly picked up the pace, It didn’t take long for me to reach orgasm, and
when I did….holy fuck! there was another
building up on top of it, and I felt so wonderfully full and aroused and felt like a complete
dirty whore, his dirty whore. He groaned, and puffed, my muscles clenched and contracted, he fucked harder, at this point I didn’t care if my asshole tears up, I
screamed so loud and I came so hard that
I thought I might faint, it was epic! He fucked harder and harder and…. he yelled
out my name he quickly pulled out his dick, removed the condom he flipped me
over and sprayed his cum all over my torso. I laughed. We both laughed, he said ‘wow, I feel like a porn
star’ I laughed and said ‘you are my porn star, my beautiful porn star and I love
you’, he leaned over, kissed me and said ‘not as much as I love you, my
beautiful princess’
After that, we took another bath and we spent the rest of the
night curled up in bed, watching movies, talking, kissing until we fell asleep
in each other’s arms.