So I just bought (m)y first dildo…

And it feels huge! But amazing. The following story is basically how I truly came to understand what virgins feel when being penetrated for the first time.

As a straight guy, I've been interested in anal play for a long time and have progressed through (what I consider) the basic phases of exploration. i.e. fingers, small objects, larger objects. I even made a wooden dildo out of a dowel that I would cover with a condom and use if I knew I'd be home alone for long enough. That is, until last week. The online store that I had bought a cock ring from for my girlfriend and I to play with sent me an email with blowout sale deals.

Being a curious (and slightly horny) cat, I clicked the link and began scrolling down the page littered with cheap sex outfits and flavored lubes no one wanted to buy. Then, a dildo crests the bottom of my browser with a price tag that piqued my interest. Adam's PleasureSkin Natural Dildo. $15? hmm.. I could buy that and some lube for less than $30 including shipping! I was sold. A week later, it shows up in the mail and I break it open as quickly as I can.

WHOA… 8" overall with 6" being the insertable length. I marveled at it. Not to mention that it's 2" at its thickest point. Is it too big? I wondered as I gripped the shaft. Definitely bigger than what I've been using. No way to know other than to try… So I gathered my new possessions and brought them with me to my bathroom, where I cleaned up and got down to business. The business being, of course, trying to get this dildo which was 2x the size of anything else I had ever used, up my ass.

Knowing full well that working up to size is a necessary step, I threw caution to the wind and tried to take it without any prior warming up. I lubed up, slapped a condom on the big boy, stuck the suction cup on the floor, and lowered my asshole onto the tip. I relaxed as much as humanly possible because I wanted to feel this thing in me so so so badly. No dice. Maybe it is too big.. No. I was disheartened, but I rolled onto my back and started fingering myself. 1 finger, 2… 3 After a bit of that, I felt loose enough to try again.

With more lube and a looser hole, I tried again and gasped as I took the head. This isn't even the widest part yet. Holy fuck was it big. I pushed onto it more. I felt my ass stretching more and more as I was slooowly penetrated by what I was starting to think of as the worst internet purchase of my young life. Ever so slowly, I began to enjoy it. Then it stopped. It was like I had hit the bottom, except I didn't feel any synthetic balls up against my ass. Why can't I go any farther? Right, I had read about this. I felt the tip of the dildo pressing inside of me, against yet another sphincter. How do I keep going?

I waited it out. Still mounted, I pushed down gently; feeling that strange sensation of resistance within me. I leaned forward in an awkward position with my hands on the floor, legs folded at the knee and slightly splayed under me. I felt all of what length that was inside me slide out, except the tip, and then I leaned back, yet again filling ass with this magnificently large fake cock. This time, however, it kept going. I felt a twinge of pain as more of my ass was stretched by the monster beneath me. This is like David and Goliath. Heh, that's a good name.

My little asshole, used to having a 1" wide, sanded round wooden dowel shoved into it, was conquering this beast of a dildo. And man, did it feel good. Feeling the sheer girth push through me was exhilarating! Once I finally reached the bottom, or as close as I could get, I lifted myself off. Then I dropped back down. Oh my gentle Jesus, I'm riding this thing. I worked into a rhythm, not exactly bouncing up and down on it, but more than just sliding on and off. It popped out once and I grabbed it to guide it back into my hungry ass, getting even more turned on feeling how warm, hot even, it had gotten from being inside me.

Holy shit this is the most turned on I've ever felt. I was rock hard and so fucking into it. But I started to want to go faster and feel more length, so I popped Goliath off of the floor and rolled onto my back with my legs over my chest. I began to run it in and out, feeling my ass gape as I popped the head out of me before plunging it back in. hhnnnnngg SO HOT After a while doing that, I succumbed to my desire to masturbate and pushed Goliath in as far as it would go, clenched my ass tightly around it, then grabbed my cock. After only a few seconds of stroking, shot a huge load onto my stomach.

I fucked that thing once more the same day and have been hard just thinking about it all ever since. Thanks for reading, and I hope you enjoyed!

TL;DR Finally bought a dildo after experimenting anally. It was big, but fucking amazing once I fit it into my ass.

Source: reddit.com/r/gonewildstories/comments/348tsg/so_i_just_bought_my_first_dildo