First time in the ass [MM]

At this point I have been using the local hock up website for a while and I have already had many experiences of hocking up with someone through an ad. But for one thing, I never gathered enough courage, namely to dare to take a real cock in the ass.

I’ve been experimenting here and there with a little finger for a while. I’ve also sucked a dick or two before. But I’ve never really been a fucked properly. Then I met this guy, with a really good and big cock. We caught up on grindr and agreed on a mutual oral fun at my place. He really came. A little groping and we got down to business, when I felt his cock I was speechless. He said he has a big one, but holding a 20cm dick in your hand is something special. I started sucking happily and really tried to get as much cock in my mouth as possible. It didn’t take long for him to start breathing deeply and his cock jerking a little, then he stopped me and started on mine. I was already completely exhausted anyway; I couldn’t help but to wank while blowing him. It came so strongly that I didn’t spray only on my chest, but all the way to my own face. This excited him so much that he immediately pushed me down to his member so that I could finish what I had started. I didn’t let his cum go to waste like that. When he started to comming, I just intensified my sucking and sealed my lips well. I could feel him shaking during his orgasm and how his cock throbbed with each squirt.

That was it. We said goodbye and he headed home.

Soon my phone beeped with his message. That it was great and that I would get it again. Wow, that must have been a really good blowjob, I thought to myself. A little correspondence later and it turned out that he was going on a business trip abroad. When he comes back, I would like to meet up. But not just for BJs, but for sex!
Imagine this. He wanted to fuck me with a 20 cm dick! Of course, I agreed. But I was panicking to myself. How will I be able to get such a massive cock in my bum in which I hve had nothing more than my own finger!

Good. Nothing, I told myself. It will be necessary to prepare. I went online and ordered a dildo from a local erotic shop, which seemed to me to be the best approximation of its size and thickness (ordered from a local shop so that I could pick it up in person immediately the next working day, so that I didn’t have to wait for the mail) . I took a silk one with a fine grain with 19.5 cm of insertable length. When they opened, I quickly rushed to the store to pick up the item, then to the drugstore to get some lubricant (of course, I took the regular one, but what did I know) and home, and then immediately to get reedy.

I read on the net how to get ready. I took my time, did everything in the warm bathroom, started my ass with fingers and, and then took the excessively lubricated dildo and tried to put it in your ass. It didn’t work. B bit more lube on my fingers now 3 of them barely went inside to expand a little… I try the dildo again, aaaand the head barely went. It was necessary to change the approach.

I quickly jumped on the net and looked at what was in stock of narrower dildos. This time I’m not going to wait for anything and order through the online store, I’m went straight to the shopping centre and I’ll take 2 there. One I could hardly call a dildo, and it’s 15 cm the thickness of my thumb, but with a super suction base. The second one is 18 cm but thinner than the first one and what turned out to be the most important, made of soft silicone and shaped in such a way that it gradually expands and the head is the narrowest part. I ask the seller which lubricant she recommends for anal, and she sells me one with a relaxing effect. Great. Now I had all the equipment.

I rush home with this bag, tear open the packaging and put the new tool in the sink under hot water to wash. By this time, I lie down on my back and start using my finger to put the new lubricant in my ass, which is even more oily than the previous one. I can slowly feel the muscle begin to relax.

This time I will not repeat the previous mistake. First of all, I took the mini, lubricate it well with new lubricant, attach it to the floor of the shower cabin and carefully and slowly sit on it. Despite its small size, it still penetrated deeper than I had before with my finger. I sat like that for a while, and then started to rise, when I saw that the going was good, I took the 18 centimetres one. I also greased this one well, but this time I changed the approach a bit. I layed on my back, raised my legs so that I spread my ass well and started slowly pushing it into my ass. The head went quite well, but after that I felt how he was expanding my ass more and more. About halfway through I had to stop and pull it out. Much harder than I thought. But I didn’t give up. After a little break, I continued, two more attempts and I had a whole ass. It’s a really strange feeling when you shove a dildo in your ass for the first time.

I got a little like that and wiggled the dildo a little. My dick was already hard the whole time, but when I got the whole dildo in my ass, he started drooling. I had no choice but to fuck myself. It didn’t take much, less than a minute and I was already squirting like never before. I told myself that I would have to do it again.

I made slow progress over the coming weeks. Soon I could take the medium dildo in one go without hesitation. I also started to fuck myself with the dildo, while also jerking off. And finally, I managed to get ‘this big one’ down too. Not only did I succeed, but I was already bouncing on it. All this in anticipation of that real pounding. All this in anticipation of the penetration by an experienced fucker.

Finally, the day came. My fucker is back and is coming to fuck me. The trepidation was incredible. We agreed to meat at 19:00. I already prepared the bedroom at 5 pm and moved to the bathroom. I had to be absolutely ready and clean for such a good pouding. Before he came, I continuosly to lubricate myself, and started spreading with the 18 cm one, just before he came, I quickly pushed the biggest one I had in stock into my ass, so that the ass wouldn’t be too narrow for his cock .

When he arrived, he didn’t hesitate. He immediately undressed me and pushed me onto the bed, inserting his finger into my lubricated ass. He complimented me that I lubricated it well.

He pulled off his t-shirt and shorts, which didn’t do much good at hiding his half-hard boner. he picked me up and pushed his cock under my nose. I immediately began to suck him loudly, I felt how he hardened and thickened in my mouth. he pushed me back onto my back again. He rummaged through his pants lying on the floor and pulled out a packet of condoms. He carefully put it on, took the lubricant I had prepared for him and spread it generously on the massive erection.

“Now it’s for real.” I thought to myself. All I could think about from the jitters was this hard cock and if my ass could handle it. Before excessive thinking and nervousness could pull me elsewhere, I already felt the head gently pressing on my oiled ass. (I was lying on the bed and he was standing by the bedside) I looked at him, scared. He smiled and grabbed my thighs, pushing my legs back so he had full access to my much needed ass. Slowly and deliberately, he began to thrust his rock hard dick into me.

Crazy! I felt the whole head go into my ass. He stopped and slightly adjusted his position to make it more accessible to him, he pulled my legs closer to the edge of the bed. He didn’t move his dick out of his ass even an inch. He continued to penetrate me.

I didn’t have such a feeling of fullness even with ‘this big’ dildo. It was a bad substitution for the real thing. I just moaned like porn diva, I couldn’t help it. It was so very good, but at the same time I was already on the edge of how much I could take. He stopped penetrating, stood up, pulled out a little… aaaah I wanted the want the whole thing… I grabbed his hips with my legs and pushed him slightly towards me. That was the spark to really set him off. He pushed everything into me. (it hurt a little, I admit, but the feeling was divine). He slowly began to pull it out, just a little bit, and then rammed it all the way in again. And so on until he gradually reached the length of the entire cock, or so much that the head was still inside. This was the true start.

He fell into a rhythm. He held my legs tight to keep me in check and pinned down. Every time I felt how he penetrated me with the whole length of his cock up to the balls and how he pressed his hips against me. I was going crazy with pleasure and an incredibly strong feeling that permeated my entire body.
When he saw how much I enjoyed it and felt that I completely surrendered to him, he increased the pace even more. I couldn’t believe how incredibly good it felt. My little dickey, who was only a midget compared to his, was hard all the time. With each of his thrusts, it jumped up and punched me in the stomach. All of a sudden, a really strange feeling started to spread through me like a wave. I began to moan loudly with pleasure without stopping. I could feel my whole body throbbing, my ass began to tighten around his cock, and he only thrust harder.

I was in heaven. All of a sudden I started squirting sperm. This has never happened to me before. I sprayed a whole sea of sperm, I was all white with my own semen. Meanwhile, he was still pounding. Unforgettable.

His thrusts became more and more determined, as if he wanted to push his cock even deeper into my bowels. With the final three thrusts, he came. When he pulled the dick out of me, I could see how full the condom was of his sperm.

We wiped off the sperm, lubricant and sweat and agreed surly to do it again.

(maybe next time we invite someone else to participate)

Source: reddit.com/r/gonewildstories/comments/123jp7r/first_time_in_the_ass_mm