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(aka From cautious to chaser)

Drew started down the slippery slope when visiting a public toilet in a park. As he was relieving himself, another guy entered and instead of urinating started to wank his dick. The sight of this, turned Drew on and before he knew what was happening he was sucking thus guy off.

As a result Drew started visiting this place regularly to suck and be sucked. After a few such encounters, people started either wanting to fuck him or be fucked by him. Drew would have none of that!

This changed, however, when Drew came to the park, bringing with him a men's magazine just purchased that included a special gift of a condom. After perusing the magazine, the sexual tension got too much and he proceeded to the toilets to wank off his cock. Whilst he was in the cubicle another man entered the toilets and started wanking himself off at the urinals. Drew spotted him and joined him. But after some sexy playing with each other, the man said how much he like to be fucked. Drew thought that he did after all have a condom on him and agreed to do so. The next stage down the slippery slope and he wrapped his cock with the condom and started fucking this stranger. The excitement was too much and before long he'd shot his load. Thereafter Drew would bring a packet of condoms with him to satisfy the needs of several demanding men in the park's toilet block.

Sometimes, some of the guys he met would try to Drew. Even with a condom, there was no way Drew would risk this and would always refuse. This changed when a newbie in his late teens who was still a virgin, eagerly desired to fuck Drew. Knowing his status, having played with him a few times, Drew acquiesced to allow the youth to take his anal virginity. It was very difficult for the youth to shove his erection up Drew's virgin hole and when he finally managed it, the pain was so unbearable that Drew had to get him to pull out almost immediately. Although, the experience had been initially unpleasant , it did lead Drew further down the slippery slope, now Drew became willing to be fucked with a condom.

Drew started frequenting a popular cruising site. There he was often in demand to fuck or be fucked. Drew remained cautious and always fucked with a condom, despite offers to do without. One interesting feature at this site, on hot sunny days many frequenters would walk around the site absolutely naked. Sometimes Drew also went naked. It was this that eventually led Drew further down the slippery hole.

As Drew was walking naked along one of the quieter side paths of the site, he espied a good-looking naked young man in his early twenties. This man was obviously interested in Drew and headed further into the bushes and found a secluded clearing. When he got there the young man went onto his knees offering his arse to be fucked. Only condoms were not on offer. Drew was torn between fucking him sheathless and walking away. But the temptation got too much for him and before he knew it, he had gone further down the slippery hole! Drew squirted lube on his now erect penis and entered the man bare. He thrust in and out with his bare cock until the excitement of the situation became too much for Drew and he shot his load inside the man. Not only was the young man very appreciative,but asked Drew to felch his cum around inside him. Yet another new experience for Drew. After that Drew went on to fuck other men bare, but was always careful not to let anyone fuck him bare.

Once again Drew started further down the slippery slope, as he was fucking another guy bare in a coppice within the cruising site, when another guy came along to see what was happening. Drew, being an exhibitionist at heart, welcomed the attention and was happy for onlookers to admire him pistoning in and out of this man. The watcher wanked himself off to the sight, but much to Drew's surprise, he suddenly felt the man shove his cock up Drew's arse. The man must have presumed Drew was happy to be fucked bare if he was fucking another guy bare. Drew so enjoyed the experience of this bare cock up him that he let the man fuck him for a while, before ensuring he stopped short of cumming inside him. There was no way, Drew was going to let that happen to him. After that from time to time, Drew allowed people to fuck him bare but with always the proviso that they weren't to cum inside him!

There's was absolutely no way that Drew would go down the slippery slope any further, was there? He popped into a local toilets that was used for cottaging. Several men were wanking themselves in the urinals. Drew went into one of the cubicles and also started getting himself erect, when one of the others in the bloc joined him within the cubicle. Drew sucked the man off and when he was fully erect, he was very keen to fuck Drew bare within the cubicle. It didn't take much to persuade Drew to turn around and bend over within the confined space to accommodate this man's bare dick inside him. He forcefully fucked Drew. There came a point when Drew felt the time had come for this man to withdraw to avoid spilling his semen inside him, so Drew tried to pull away but was rather stuck within the small confines of the cubicle. The man continued his onslaught. On no less than four occasions Drew tried to pull out but to no avail! Then the man pulled out, but Drew then noticed to his horror that the man's cock was coated with fresh jizz. He had come inside Drew bare!

Drew didn't immediately become a cumdump far from it. Although he continued to fuck people bare, he still refrained from being fucked bare. Often he still used condoms. But he continued down the slippery slope when he was sucking a guy off in the darkroom. The angle Drew was at was perfect for people to come up behind him and stick their cocks right up his bare arse, which is what one guy proceeded to do. Drew was surprised by this man's no-asked bare entry, but he enjoyed the feeling so let him continue, whilst he continued to suck on cock. The man's ploughing of Drew's arse kept apace with Drew's sucking of the other's cock until in synchrony they both blew their load. Drew enjoyed his first experience of simultaneously receiving two loads, one oral, one anal. This just pushed him further down the slippery hole!

Drew started to take bare cock, throwing caution to the wind, except he still did not knowingly accept poz cocks. Drew was now kidding himself as he happily accepted any cocks without asking. He particularly enjoyed one occasion when in the darkroom, he was taken by four different men, all who spunked deeply into his hole, so that their sperm started oozing out of his arse. Drew craved and got more of this action. He continued down the slippery hole!

Encouraged by barebacking sites that insisted it was safe to be barebacked by those who were poz but on medication, he took his next step down the slippery hole by contacting someone, who described himself as poz on meds. He arranged to meet him for an anonymous fuck. Drew arranged to let himself into the man's house and find him inside with his arse lubed and ready to be taken. Drew entered gingerly and found the man lying on his bed naked and ready for action. Drew spent little time with preliminaries, dropping his pants, stroking his cock erect and then plunging it into his first acknowledged poz bottom. Down the slippery slope Drew went as he shoved his cock down the man's slippery hole! Drew was really turned on by what he was doing and thrust in and out quickly. Just as quickly he came to a climax, splattering the inside of the poz bottom with his negative spunk. Drew left without further ado, but determined to find another poz on meds arse to fuck. There was, of course, no way he was going to let a poz fuck his arse!

Drew next went to visit another contact, who was also poz on meds, and attended his local sauna. He met up with him and they went into a private cubicle, where they spent time sucking one another off before Drew got himself ready and placed his cock against the bum crack of another poz arse. He pushed in firmly added by the lubrication of saliva and found a welcoming hole within. Drew enjoyed fucking yet another bare poz arse. It turned him on, but he felt reassured that he didn't think it was too risky. The excitement led him to ejaculate inside quite quickly. But the session wasn't over as his contact wanted to be sucked off by Drew. As he sucked him off so the wonderful cock grew in his mouth and Drew realised he wanted this cock up his arse. Knowing his status, but that he was on meds, made Drew feel okay about doing so and yet once again it pushed Drew further down the slippery slope as this magnificent specimen was pushed bare up Drew's arse. Drew was surprised how much he was turned on by the experience of receiving a bare poz cock up his arse and longed for his poz, albeit it undetectable, seed would flood his insides. It wasn't long before his desire was realised and the cock pulsed as great wads of poz sperm shot up his hole. Drew wanted more, did this include going that final slide down the slippery slope and accepting an unmedicated poz cock?

Things progressed faster than Drew could have imagined, he was contacted on a barebacking site by someone very close in his vicinity, but who was described as poz not on meds. Drew replied that he was willing to meet up, but who only be prepared to fuck him and not be fucked by him, rationalising this might be safer. The following evening he popped round to the man's house. They soon got down to business and the guy was happy to accept Drew's full grown cock up his arse. Drew picked up a good rhythm and was completely turned on by the experience of fucking his first fully poz arse. So he descended even further down the slippery slope, no longer cautious in his actions, Drew had effectively become a chaser. Drew blasted his load inside the man and presumed this was the end of the proceedings, but the guy had other plans. He persuaded Drew to accept his cock up inside him, agreeing that he would withdraw if requested. Drew felt really turned on, but scared as he accepted the man's poz cock up his arse. The man ploughed Drew's arse really well and Drew was enjoying the feeling of bare cock inside him. Drew was now descending to the bottom of the slippery pole as the man's pole slid up his slippery arse. This carried on for quite some time before Drew called a halt to the proceedings fearing the danger of him accidentally shooting his toxic load inside him. Drew got the shock of his life as the man withdrew his now wilting cock from Drew's hole for it was covered in spunk. He insisted that he would have withdrawn at any time if Drew had asked him, but considering he had not, he happily shot his very toxic poz cum inside Drew.! Drew had now slipped to the very bottom of the slippery pole!


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Once he gets poz, the next step is to be a gifter, then a stealth gifter! ?

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18 hours ago, Bicycledude said:

Once he gets poz, the next step is to be a gifter, then a stealth gifter! ?


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I have to have had a new idea or experience before adding to or writing a new story. Currently I've only the one idea that I'll post in general bareback stories at some point in the future.

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Need another installment of this story. A sequel

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A very hot, well written story, I look forward to seeing more from you.

My journey was similar to Drew's, but I've not yet taken a toxic load. 

Hopefully that will happen soon.

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As one who has been on that slippery slope and enjoyed the ride to the very bottom  

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The story is Great drama as we follow him down his pole.  Does he stop there and settlte sown with one guy who may or may not like Open relationships.

Is he faithful or does he continue to be Fucked Bareback by Strangers. Does it end there or does it start Fisting/Water Sports or does he sink lower and seeks Unmedicated POZ  LOAD and Std's? 


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      Any younger guys gonna be cruising the Adult Book Stores in Tampa for the Labor Day weekend?  

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