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[FAILURE] 28 [M4F] #NYC - Person got to ride a $1000 sex toy. My dick went unsucked.
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funnybillypro is a male looking for a female in FAILURE
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I want to start this post to remind guys that—absent blatant disrespect from your RAOBJ attempt partner—a failure does not give you an excuse to shit on or yell at the other person. If you are like I once was and think, "Who would do that?" People do. Just a friendly reminder.

I posted this ad months ago which spawned this success story last month.

I received a PM from a user who saw the success story/ad and asked if I was still looking to get a blowjob from someone riding the toy. He accompanied the message with a picture of some great, full tits and another of a nice, feminine ass. See, he's a trans guy very early in his transition. I identify as a straight man. He still had feminine features and no facial hair. And seriously, the tits were great and the face was actually really cute in the follow-up face shot I asked for. So I said, yea, let's do it! Worst case scenario is he rides my Motorbunny and I jerk off and it's just a couple of dudes hanging out masturbating. Why not?

His user history also seemed fun and outgoing, so I thought this would be a fun experience. Sadly it was not. And not because I'm writing a post talking about a potential blowjob from someone using male pronouns.

After a rescheduling on his end (finals season), we finally landed on meeting yesterday. He came over straight to my apartment and I opened the door, and this person shyly said 'hello' while staring at the floor. He's shy, I thought. I try to go in for a hug and that was awkwardly received—so I decided to proceed with caution from then on (lots of asking what i can or can't do). Not everyone is so comfortable getting naked with total strangers as I am (and that's okay).

I had the Motorbunny set up on the rug, freshly cleaned. I tried to make small talk, offered him water, etc. None of it was really taking so I wasn't so sure how this was all gonna go down. He just started quietly getting undressed, so I went ahead and put a condom on the dildo attachment curious how things would play out. I was chilling as I was when I opened the door: loose, shiny black sweatpants and no shirt. My cock breezing loose in my pants against the soft, comfortable interior.

He lowered himself onto it and got comfortable. I manned the controls and turned it on and he was instantly all, "Oooohhhhhhh." I thought, "Great! Maybe we can bond over how dope this toy is!" He was vocal about when he wanted more and turning the twirl function on, but there wasn't any eye contact or smiling or anything. So that was disappointing, because as much as it's fun to have someone vibe their pussy out on this, it's more fun when we're connecting over it. Even if they're not into playing with me or my body (as you'll see in the linked previous success story).

I'm super hard as we turn the dial up and I watch him handle the vibrations. I asked to suck his tits which looked great—anything to try and connect. Eventually I stand up and drop my pants and ask if he's ready to try and focus on sucking my cock. Maybe an enthusiastic freak will emerge from that. Very timidly, as this boat engine of a sex toy is shaking my entire apartment (note to self: put some padding or pillows under it to absorb the shakes), he says the word 'condom.'

I'm not against receiving a blowjob with a condom on. However, I gotta be really turned on with the other person and that just wasn't the case. I'd rather just get an awesome, sloppy, wet handjob. But someone riding the motorbunny and giving a handjob doesn't seem very doable. Instead I countered, "How about I sit back, touch myself, and watch you enjoy this?" I got a head nod out of him. I reached over for some lube, ramped the toy up higher, and enjoyed the show in front of me.

His pussy very impressively took the toy to the max setting. This thing at half-power is probably the intensity of a Hitachi Wand, so it's a lot. Before I could get close to cumming, he said he thinks he's done for the day. So I slowly dialed everything down, put my soft-but-full cock in my pants, and asked if he wanted help getting up (he declined). I tried to make small talk as he got dressed. Showed him another sex toy I had won at a raffle recently that, let's say, is more geared towards pussy havers. I'm a comedian, so really anything I can say to try to get a smile out of this dude would have been validating.

Ultimately, he was probably very nervous and maybe uncomfortable with the whole thing? He knew I identify as straight and asked if I was doing it just because he still looked feminine. I mean, yes, but it just was something different. And I said fuck it, because like I mentioned, if I didn't wanna get blown I could have always turned it into a masturbation session. I was disappointed we couldn't connect a little.

Why am I posting an unsuccessful RAOBJ story? A lot of the failure stories I see on here are super super negative. Usually someone is 'totally' at fault. I didn't see anyone at fault here. And I wanted to show that sometimes shit doesn't work out just because the chemistry isn't there (I'm not into men, so hey, that could have been a factor who knows). And it doesn't have to mean your day is ruined. It doesn't mean you have to be angry at someone.

I ended up pulling up some porn, and got so squirrely, I put a new condom on and rode the Motorbunny myself. Ugh. I came so hard with it vibrating against my prostate :)

p.s. cis men, please do not contact me. no, i am not interesting in you sucking my dick unsolicited.

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Posted
6 years ago