Anal With My Friend From School (Both of Us Are Straight)
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Part 1
This might seem like a "weird" one, but it's a story told to me by a friend of mine from high school, a couple years after it all took place. As far as I know both these guys are still "straight". They said I could tell their story here and I found it stimulating enough to share.
This might sound strange, but when I was a teen I learned that humping anything was better than jerking my cock. I would hump my bed, my pillow, stuffed animals lying around, and even the couch if I was home alone. I practiced with all manner of homemade fake pussies, including warming up a melon, stretching a condom over a pringles can and stuffing it with a hand towel first for the tightness, even this little squishy rubber thing called a water snake toy (google it and you might know what I mean). While I had yet to actually fuck a girl, I was obsessed with stimulation and making my cock feel better than the day before. It was like a life goal. I finally found a method of masturbation that satisfied me completely, and it involved my buddy Ethan.
Ethan was a friend of mine from school. A red-headed bro and a bit of a prankster. He was always getting me into trouble, like taking his dick out during class and tricking me into looking at it. It started out as a shock and I eventually got used to it and would just roll my eyes. He would mock me after I'd seen it, with things like "Look at that perfect cock. I know you can't look away. And those perfect shaved nuts, you wish you were on your knees servicing me." This part actually made me blush usually, since it was so obscene and to be honest he kind of clocked me that something was stimulating about being flashed by him. There was nothing exactly titillating about seeing a cock, even a nice big one like his, but being around someone naked was just kind of a turn on. So, the thing that intrigued me about Ethan, was that he had hinted several times in the past that he had bought "sex toys", but would never elaborate on what kind of toys, and he quickly changed the subject every time. I was kind of obsessed with the idea that it might be a fleshlight, and my entire mind would turn to the idea of fucking it, and feeling how it could pleasure my cock.
One day at his house after school, we were in his room working on an assignment for geometry. Actually, I was doing the assignment and he was flipping through porn videos getting ready to jerk off after I left. He was kind of a tool like that sometimes, but I still wanted him as a partner rather than some other person I didn't know as well. He answered the phone to talk to his grandma who wanted to wish him a happy birthday, and he absentmindedly wandered out of the room and down the stairs to his living room while he was listening to her drone on in old people speak.
Something hit me at the moment I realized I was alone in his room. I could find this fleshlight that I was sure he had somewhere. I knew I wouldn't really get away with it without him knowing, but the obsession was in my head and I had to see it. I quickly got a heavy erection making my cock ache like hell just thinking about it. I was lying on his bed, so I just flipped my head down to look underneath the bed, also pressing my cock into the mattress, which somehow eased the tension on my boner. I was greeted with a bunch of crusty socks that smelled like teen boy cum, as well as random baseballs and shit like that, definitely lost down here over time. I noticed one of the socks was full of a large solid object, like it had something big stuffing it - this must be it! I gripped my boner to stop the pain with one hand, and grabbed for the sock immediately before reaching inside it. I pulled out the object and to my surprise it was not a fleshlight. I knew exactly what all the different brands looked like as I had some plenty of internet research. What I found instead was a tube-shaped box, like a travel case for your toothbrush but much bigger. It was made of plastic, and popped open with a simple flick.
My mouth dropped open in shock when I saw what was inside. I knew exactly what it was immediately, but I thought only girls and gay guys used them. It was a dildo and three or four butt plugs, as well as a small tube of lubricant. I can't explain my feeling at this time except to say that it confirmed that I had a sex toys fetish. Simply knowing that these were sex toys, that were somehow made for giving people mind blowing orgasms, made my face numb to think about. I groped my cock over my pants to apply pressure and relieve the pain of the super-erection. Oh shit, I didn't realize until it was too late that I was cumming. I simply held my cock tight over my sweats, and waited for the tense pulsing to calm down. My mind swam with generic images of sex toys and genitalia and titties.
I was so in shock by my reaction that I didn't notice Ethan re-enter the room, still on the phone with Grandma but saying goodbye. I didn't put anything back, I wanted Ethan to see that I found his most intimate secret and I wanted to hear what he used them for. Even with the shock, my boner hadn't gone away, if anything it throbbed harder. My obsession with having the best orgasm was as the surface now, and it had taken over. I would do anything I had to do to get Ethan to share with me what he did with these.
Without noticing what I was doing, he sat down in his computer chair and finally said "Ok grandma, love you too, ok, talk soon, bye now." He hung up the phone and turned to me. "Hey how's the project coming OH SHIT" His eyes opened to their maximum, "WHAT ARE YOU DOING??"
"What are you doing?" was my response, with a nervous smile that betrayed my expanding interest in his sex life, "Do you put these up your ass?" Frozen silence from him. "Does it feel good?" I continued, asking honestly.
After a minute of shocked pause, it seemed like something clicked in him and his face turned to calm. "You don't seem freaked out about it" he said.
"I'm not" I responded, "I would do anything to have a good orgasm, I just didn't know straight guys could use these too."
"It smells like you jizzed in here bro" he said.
"I did" I responded, matter-of-factly, gesturing to the wet stain on my sweatpants.
He considered me for a moment, then continued "Trust me, anyone with an ass will love it."
"Even me?" I asked with a smirk, as I pulled down the front of my sweatpants, revealing my maximized hardon, a nice thick boy cock.
He realized what I was asking, sighed, and said "Just get on the bed, I'll show you how it's done."