After couple of attempts with my partner [M] I [F]inally had leg shaking orgasm from anal sex and I can’t stop smilling (long)

Howdy all gorgeous, I hope you are having great day. Cause I definitely had one and I am more than eager to tell you.( ꈍᴗꈍ)

Soooo, it has been some time since I posted my story about how my partner finally decided to play with my bum which I was secretly preparing for. Since that day it was quite emotional rollercoaster cause even tho I like it, it still feel like forbidden play. Something what makes me lil anxious but at the same time I can’t say no to it. And believe me that I sometimes really need to say no cause my partner apparently really likes to play with his new toy (my ass).
I was emphasizing that this will be something like early Christmas, quarterly or at least special sale on the end of the month sort of thing but whenever he is playing with me he just can’t resist and at least tease me a bit.

Until last night we had two attempts to get to the actual fucking. The first one was intense experience but I wouldn’t call it bad one just not something I wanna write into my diary. Especially for first one it was more than pleasant and I was super proud of not feeling any excessive pain other day. Which unfortunately my partner understood as me being this lil gem who doesn’t need much of preparation to go down on business… That backfired during the second time when we tried it with me being on my back. Bit of anxiety and bit of recklessness of my partner resulted in me getting into instant pain when his gorgeous dick finally slide into my bum.

Unfortunately for us I don’t go far from tears and even tho it was mostly just shock and no actual damage happened I was lil shaken for some time. I doubted my communication skills and even the fact that I might like anal sex. I really need to highlight here that playing with your ass all by yourself is absolutely different feeling and overall experience than when the somebody else is involved. And so far everything looked for me like I will pretty much enjoy my ass being just tease target than actual main curse.

BUT! That all vanished yesterday. I ended up my night call with a friend and headed to prepare myself to sleep. I was actually lil tired so wasn’t expecting any rodeo that night. I already had my sleeping blinds on my eyes when my partner started to brushing his hand over me. I was squirming under him cause I am extremely ticklish on couple of parts of my body which he (I hope) unintentionally manage to hit. Not to mention that I wear tank top in this insufferable weather for sleeping and his beard on my back made it all 10x times worse.

I end up turning still with my blinds on the face and wrapped myself around him so he stopped this funny torture. But the moment I slipped my hand and leg off him he started to touch me again. This time much more sensually and I really like it. I was lil giggling into my covers and then kiss him. I liked to feel his warm breath and tasty lips while he were squishing me all over just to eventually slipping his hands between my thighs. I was still mostly clothed since he just barely roller my PJs out my ass so all the movement was little bit more restricted. Nevertheless he managed to hit the right spot making me all moaning and heavy breathing and I was on clouds thanks to him.

I thought this is just classic lil play we have. But when I get out of is naughty hug and finally peeled my clothes off he made me to stay on my back with my knees above the chest. I didn’t think much out of it since I like this position. It makes me feel exposed and vulnerable. He started to play with me again, sliding his fingers into my pussy just to pull them out and rub my clit and then back into me again. I love the feel of being wet and this gently tickling movement makes me really rumble out of pleasure.

When I started to rock back and forward to the rhythm of his hand, he eventually started to skip my pussy and roll his fingers closer and closer to my bum. At the moment I was really resoluted to no let him to make anything more serious out of it. Just little tease I love so much.

His wet fingers where running up and down over my butthole. It was so gentle yet so sexy. He pushed his fingers against my skin just enough to get little bit stuck on the edge of my hole just to keep moving again in the next moment. I was sheepishly moaning for enjoying it so much. I asked if he likes me like that to which I get reply by big smile and “ofc I do, but I wanna get inside of you”. I got little anxious at this point since I could still remember how it turned last time. But he was so sweet and patient with me that I just let him keep doing what he obviously love so much. The first finger get in easy. My strawberry scented lube was in the air and my clit was under constant pressure of his thumb. When I asked for second one I could feel that I am getting into trouble.
On the first attempt I felt uneasy but apparently double penetration does a trick for me. He slide he thumb from my clit right into my puss. He started to do just gently moves which drastically helped me to relax all my muscles so when he tried to slide his fingers into my ass, I barely noticed.

He slowly started to make his rhythm fast and his fingers where getting deeper. When I adjusted my ass little higher to have better position it apparently resulted in me being even more thirsty for his hand. I could hear him gasping “wauw” “that much, huh?” and how ridiculously turned on he is by it. But I couldn’t believe it either. It felt great, not hurting at all, no struggling or feeling overwhelmed. I felt full, and spoiled and ridiculously sexy. We followed with me being almost heavily pounded while rocking my body against his “thrusting”.

Eventually I admitted that I have enough of the fun. Even tho it was very very pleasant experience it still was exhausting and I can’t even figure how long it could take so far. He devilishly smiled at me with “don’t think I am not planning to get there too”. I said exhausted yes but warn him that he better do it now since I really can’t promise how much longer I can manage all this. He stopped to play with me and reached for the lube once again. I could see his hard cock all ready for me and I nervously smiled. I stayed in the same position as I was so far. Since everything worked so far there was no need to change it. My legs were stretching up to the ceiling. When his cock were sliding into me I tensed up. I felt lil uneasy and basically shouted “slow down”. My anxiety was getting the best out of me and I had that 5 second long crisis where I questioned absolutely everything we were doing with a sulking face on top. But I could see his concerned face and how he cares for me. So I didn’t wanted to give up. I reached to my ass and gently pulled my cheeks to sides to be sure that nothing is in the way. I brushed my hand over his thigh and then hold his hand above the elbow. I reached with my other hand to my clit. I did just simple circle motion to distract myself from whatever wanted to ruin my fun. When my face relaxed a bit my partner started to move slowly in me. And apparently my new discovered trick worked this time as well. It felt soooo great. I started moaning which resulted in him moving faster. He started to ask if he can move deeper and I always said yes. Eventually I just repeatedly moaned loud YES without even waiting for him question. I screamed with pleasure when he thrust into me for the last time. It was heavy deep and sexy. The moment I could feel his cum filling my ass and his throbbing cock I just moaned out of joy as my body contracted and my right leg at the air just uncontrollably shaked. ( ꈍᴗꈍ)

I know that I basically just discovered America but I am super excited about all of this. I really thought that it’s just not something for me but it turns out that I just need to be lil bit more patient.
So if you are there and struggling… don’t give up hun! (ﾉ◕ヮ◕)ﾉ*.✧

Source: reddit.com/r/gonewildstories/comments/nzihdu/after_couple_of_attempts_with_my_partner_m_i