• Home
  • /
  • Stories Hub
  • /
  • First Time
  • /
  • Tricking a Straight Boy

Tricking a Straight Boy

I'm living with two hot young Aussie guys and for three days there has been a sexual tension building. last night it boiled over...

No it wasn't Will (Will is my new roommate, Will is eighteen, fucking hot and so far it seems as if he is totally straight although I might get him). It was Dean (my mate who is staying with me for a couple of days before he moves to a ski resort just south of here). I know I have been a bit lazy and I haven't mentioned Dean much, but honestly I didn't think much of it. I met Dean here at the end of last season and we rode a bit together. Few nights on the grog and nothing much more. He emailed me about a month ago and said he was heading back over here (he went back to uni in Perth) for the winter and had a couple of weeks to kill and I offered him somewhere to crash.

Dean has dark hair and is a good six foot four (bit taller than me) and he is kinda quiet. I never thought anything would happen with Dean at all.

So here is how it happened. We were in my room (Will who shares my room was out at some staff thing) and Dean wanted to watch some porn. I do have some hot two girl threesome porn on my laptop so opened it up and left Dean to it. At some point I left the room and when I came back I caught Dean rubbing himself. He was a little embarrassed but didn't mind too much as he complimented me on my porn. I passed it off and said that since arriving in town I had been super horny.

Then I had an idea. But this is evil... hehehe.

I told Dean that I knew a chick (he actually knew her as well from last year) who has a reputation as being 'easy'. Anyways I explained to Dean that I reckon she'd be up for some fun with two Aussie guys. He sounded keen (might have been that we had been drinking for a couple of hours as well). So then I did the evil thing, I went out into the lounge and 'pretended' to call Jen (the 'easy' girl). I don't even know this chicks number or where she lives this year.

Hehehe. Ain't I evil!!

Returning to my room I told Dean all was good and that Jen would be coming around in about an hour. Lots of high fives and "Ow Yeahs!!" Jen was 'going' to meet us at the hot tub and now I had an hour to figure out how to get Dean into some speedos.

An hour passed and I jumped up off the couch in my room and started to ge ready for the 'hot tub with Jen'. I opened my top drawer (the one with all my speedos and Aussiebums) and I pulled out my AussieBum Portsea's and waved them at Dean asking "Do you think Jen will like these mate?"

"You serious?" replied Dean chuckling a little bit.

"Why not? I reckon she'll love it, us two Aussie's wearing our DT's." (DT's stands for dick togs).

That put Dean on the back foot and he stopped giggling. "I haven't worn a pair of them since I left school."

Thank God that I love speedos so much and I have a few 'extra' pairs - hehehe. I pulled out a pair of black speedos and threw them at Dean "These will do you mate."

I didn't really wait for a response from Dean, I just stripped down and got into my speedos.

As I was now naked, except for my speedos, Dean realized that I was dead serious. With that Dean was up and headed to my bathroom to change into those tight, lycra, speedos.

When he appeared he was wearing nothing but the black speedos. Dean is a little slimmer than I am so I thought the speedos would be a perfect fit since they were a little tight on me. What I didn't expect was the size of Dean cock, that made them look AMAZING!!

I could tell Dean wasn't one hundred percent confident wearing speedos in front of me, but I think the alcohol was working and Dean sat down on the bed in them and didn't try and cover up. Dean just started up on how we would root the infamous 'Jen'. From there the conversation moved to condoms where we compared each of our collections. We ended up figuring out that with each of us cumming 3 times we'd need 6 condoms plus a couple of extra - hehehehe.

I looked at my watch and all of a sudden, it is time to go see Jen.

I put on a pair of shorts and grabbed a towel, Dean did the same. I could see the back of his speedos above his board shorts, ow man this was going to be good. We grabbed a bottle of whiskey, bottle of coke and a bucket of ice, Dean asked what Jen would drink so I assured him by bringing a spare glass (which wouldn't be used... because Jen wasn't coming/cumming).

We made out way upstairs to the hot tub (which is on a patio so it is outdoors). This time of year the complex which I stay at is like ten percent full if that. And of the few people that are there, most of them are old people who have their own hot tub on their decks and don't use the communal one. As an added privacy measure, the automatic locks come on at 10pm, we got in at 9:55pm.

Dean and I head up to the hot tub. We have it to ourselves.

I pretend nothing is unusual and strip off my board shorts and jump into the hot tub. Dean didn't hesitate for long but it was long enough that I was in the hot tub as he slid down his board shorts, man what a sight!!

There is just something about straight guys in speedos. That was Dean in a nut shell, absolute str8 guy wearing speedos (my speedos and in my hot tub).

We are both semi-hard and I'm the only one who knows that Jen isn't coming, hehehehe. Keeping the mood alive I start the conversation up on threesomes (I've had a couple).

Dean says that he hasn't had any threesome's but he is up for it. I've gotta keep the mood going so I tell him about my threesome with Brad and his girlfriend. The story takes me more than half an hour to tell and I'm now fully hard! And I notice that Deans hand is obviously rubbing pretty hard too. The 'easy' chick Jen hasn't rocked up yet but I think Dean has forgotten about her after I've told him about me sucking off another guy.

As I finish this very erotic story I'm way too hot so I slide out of the hot tub (my major major hard on now showing through my speedos). I'm sitting on the edge of the hottub (it is like minus twenty celsius) but I'm sooooo hot. And I'm kinda keen to show Dean my hard on. And then the party starts...

I'm now sitting on the side of the hottub in my AussieBum Portsea's and my now full on erection is fully visible to Dean. I keep talking about my threesome with Brad and his girlfriend which keeps me hard and I know that Dean is hard. For those that haven't read my story about Brad and his girlfriend (you can read it on my blog) I ended up sucking off Brad in front of his girlfrend, actually I sucked him off as I fucked his girlfriend. I stressed the me sucking off Brad which is kind of an odd thing saying that to a straight guy but he took it ok.

Time to make a move...

I've had that much alcohol I don't mind asking Dean if he has even been sucked off by a guy... His answer is "No." But it isn't a negative no. After my story I did kind of talk up my blowjob skills.

Then, like on cue, Dean was obviously too hot from the hot tub and decided to site on the edge of the hot tub. He was wearing my speedo and he was now very, very hard and I'm not sure how his cock was held in.

In one motion I slid down towards Deans cock and at the same time asked him if he'd mind me 'helping him out with that.'

Dean's only response was to throw his head back as I pulled those speedos aside to reveal his cock. There was absolutely no resistance from Dean at all (being a srtr8 guy I thought I would have to work it even more but by the looks of it sharing the experience of my threesome with Brad was enough). I then sucked for all my life, it has been a while since my last cock and I was hungry.

It wasn't long and I could feel Dean getting close.

If there was any chance of me getting to cum I had to keep Dean horny so I stopped...

"OK mate, your turn." I said as I sat up on the side of the hot tub. At the same time I pulled down the front of my speedo to reveal my shaved cut and super hard cock.

I was only half serious at this, I expected Dean to chicken out and I'd have to jerk myself off.

To my surprise, Dean didn't need to be asked twice. He dropped to his knees for his first ever cock suck. He was a bit rough but after I told him to play with my arsehole (ow many I love that) it was pretty good. I came in Dean's mouth with some warning and he seemed happy to swallow it all (and guys I had a HUGE LOAD).

Then I sat Dean up on the edge of the hot tub and sucked him like there was no tomorrow. He lasted surprisingly long (even with my fingers playing with his arse). But when he finally came I sucked it all down (I wasn't going to be shown up by a str8 boy).

  • Index
  • /
  • Home
  • /
  • Stories Hub
  • /
  • First Time
  • /
  • Tricking a Straight Boy

All contents © Copyright 1996-2023. Literotica is a registered trademark.

Desktop versionT.O.S.PrivacyReport a ProblemSupport

Version ⁨1.0.2+795cd7d.adb84bd⁩

We are testing a new version of this page. It was made in 132 milliseconds