Bubble Butt Diary

I was actually a lately bloomer to butt-fucking. I was in college, probably 20 before I first had anal sex. I was certainly running around sucking on things and being sucked, but for some reason I thought that having anal sex meant I was gay (duh) and I didn’t want to be that. Gays were bad, and laughed at. So these were my thoughts. Any sex that I was having was all VERY secretive. Getting fucked in the ass felt like it would be a big production and not so discreet. Or so I thought.

I’d gotten in the habit of spending a few evenings and weekend days at the local rest area off the highway in my university town - btw, this is NOT going to be a romantic story - and so it was a particular weekend day that I got my first fuck.

So this guy pulled up in a white Ford sedan of some kind - the kind with kinda tacky red vinyl seats and red carpet details here and there - and after talking a bit I hopped in and got a little frisky. He had to shift around the loose papers and crap in the floors of the car.

Middle-aged (early 40’s?) dark brown hair sorta receding and a great bod, big nose and big hands and I figured … big cock. He looked Italian. I don’t remember much of what happened in the car (I may have sucked his dick in his front seat a bit, but I’ve never really liked that twisted sideways sucking position). He had a great cock, and I was ready to follow him home lol. I remember he didn’t come, it was just a quick suck as he seemed anxious to get me home and hang out.

I followed him home, wasn’t all that long.

What surprised me (even as my knees were knocking) was how kind he was, offering me a glass of water, asking me to sit down and chat, etc. I had been through several hookups already and this one seemed different. A nice apartment. Worked in the management of a local airline. For some reason hopping in a car and sucking a guy’s dick was nothing (or fooling around in the bushes etc) but I got very nervous with the ‘intimacy’ of this experience already. And he had a nice apartment, so I think I was also getting a little crushed on him, anticipating that maybe he would take care of me, and be my daddy etc. OK, pipe dreams, but anyhow I was getting nervous.

He offered to rub my feet, said that he loved giving foot massages. I took him up on that. So my shoes/socks came off. He said it would be easier if I took my pants off too. So then I was in this very comfy chair with my pants off and in my underwear. He sat on the ottoman of the chair and rubbed my feet. I was in heaven.

He said it’d be more comfortable on the bed, and I said sure. Yikes I never really realized how easily manipulated I was. But you can’t manipulate the willing. Next he offered a back massage, and I agreed, and he helped me take my shirt off. I was laying on my stomach, in my undies, and feeling suddenly less anxious, as he had these huge thick hands and a nice touch. There was the sound of clothes being dropped, and soon he was laying next to me.

Eventually on top of me. I have always loved the feeling of a guy’s full weight on me. I think it was only a matter of time before I got hooked on having a guys’ full weight IN me too.

We started making out, and he was great kisser. I felt sort of weird as I am a very touchy-feeling passionate bottom, and as I was grabbing his head to kiss him harder I held onto the bald spot for a moment - I wonder if that got him a bit. We stopped kissing and he got sort of aggressive, my undies came off and I he pushed my legs up over my head, folded me into a pretzel and put his bulge against my hole. Oops, that made him angry lol. I was looking a bit worried and he kissed me again, hard. By the way - this seems to be the best trick ever to distract a bottom.

I don’t remember how he got his underwear off, it may have just been pulled down, but I do remember that he tried to put that thick italian piece in me then with just a little spit. I squealed and pushed his hips back and said no. I’d never had anal sex, I said.

“You’ve never been fucked?” - he was shocked.

I shook my head. He was shocked, surprised, then got quiet. He got off the bed, got something from the nightstand. Lube of some kind.

His whole tone was different. It was more of a caring older brother kind of thing. He talked more gently, gave me instructions.

“Roll on your side.” I did. He was kneeling over the edge of the bed, and I felt awkward, almost like you would on an exam table with a doctor hovering over you.

Cold lube touched my hole and I winced. A hard finger followed, and all it felt like was finger nail. I said ouch, and meant it.

Two fingers was his response, slowly circling me open. I was holding my breath, not really enjoying that feeling of knuckles in my hole.

To this day I still hate fingers, and being on my side during sex ;)

The two fingers added a thumb and I asked him to stop. I wasn’t sure this anal sex thing was going to be all that good for me.

His response was to lower the lights, lay down next to me and just make ‘hush’ sounds, stroke the side of my leg and my hair.

Stroking and playing with my hair works. I almost immediately became limp/relaxed again, and I’m sure he could sense that. He was laying on his side behind me, one hand snaked around under my neck to cuddle me closer, and the other hand was stroking my hair, cooing in my ear and just telling me to relax.

“Just relax, nothing’s going to happen here, I’m not going to hurt you. Just going to admire your lovely body, get off.”

That was comforting and I relaxed even further. In fact I was really falling for this guy. Nice apartment, handsome guy, nice big dick, and I even fancied myself working for an airline too. Yeah, that’s how easily crushed I was.

What followed next I will never forget. On my side (sorta uncomfortable), in one smooth move he put the tip of his cock just inside my hole and also wrapped his left around my neck and tilted my head back toward him so that he could kiss me.

I felt the cockhead and pulled away a bit but the kiss pulled me back into his “embrace” (really it was a vice grip, seeing it now) and within a few seconds i was taking his cock up the ass.

It hurt. I panicked. He held me close to him and started making those ‘hush’ sounds again. He was thick. To me it was the biggest cock I’d ever seen and I could not imagine what he was going to do with it.

The pain continued for a few minutes and I was starting to cry from it. He pulled out, told me to relax and just let go. Resisting it was makes it painful. Tensing up.

“Being on your side is the best way to take a cock for the first time. It’s how my boyfriend gave it to me.”
This was all TMI for me, and not helping.

“Let’s try it on your stomach if you like.” He was taking on the caring older brother thing again.

I said that I had probably had enough, it was hurting. I sat up on the side of the bed and he sat next to me, played with my cock. It was soft.

He reached over to stroke my hair again, and I closed my eyes and breathed a few calm sighs of relief. I had survived my first fucking.

My cock started to get hard from his fondling it a bit

“Hey lookie here…” (or some such other comment) and I felt annoyed, because of course my cock was going to respond to being touched. It has a mind of it’s own.

He leaned all the way back on the bed and pulled me with him, and we started kissing again. I was grateful for how kind he was, I remembered. And embarrassed at not being able to perform better for him.

“You were great. Do you want your glass of water?”

I said sure. Within 10 seconds he had jumped off the side of the bed, pulled me over to the edge of it and thrown my ankles high in the air, and plunged in again.

It was pretty much rape. He stood near the side of the bed, pulled me closer to the edge and grabbed my thighs to pull my ass right up closer to him, then slipped in again. It hurt and I was squealing a bit but I had the full weight of him on top of me and it split my legs open very wide as his broad chest and shoulders lay on top of me.

He started kissing me aggressively, and fucking pretty deep at the same time.

“Relax. If you resist it will hurt more, just relax and let it in.”

That was my first experience of a ball-slapping juicy wet fuck, and the first time I heard that amazing schlocking sound of a cock going into a wet hole: like rubber boots stomping through a wet field.

He didn’t fuck me for long, as he could tell I was in real pain (I was, I never did relax) but I remember being disappointed when he pulled out and shot a load all over my chest. My only thought was “ouch - now i have to clean up all that mess.”

I didn’t go back to see him, but I did end up responding to a job fair “cattle call” and worked for the same airline as him. :) We met once on the campus, but it never went further than a hello. We were in different departments. I think he was smart enough not to get involved with a coworker now.

That first experience set me up for a lot of different things.

I hate cold lube. I hate fingers in my ass (lol)
I hate being on my side when fucked.
I love being bred (sorry to offend, but it just feels so intimate and “right” … “natural)

And from this experience I now love aggressive guys that are also passionate (kiss, verbal). And I love being fucked when I’m not really up for it. I got a HUGE crush on that guy after what he did to me. Showed me how silly I was for saying no to him, lol. (Even when I really wanted it, but was just scared at how to go about it.)

There it is.

-BubbleJock
http://www.twitter.com/BubbleJock