Raped by a hobo – Chap 2

Gay sex story: Raped by a hobo – Chap 2

It had been 2 weeks since I had my first really truly fantastic orgasm, it was forced on me by the dirty old resident hobo, the bearded scraggly old man had ambushed me on my way to the park and molested and groped me until I came into his rough scratchy hands. Since then I hadn’t left the house, except for school. I should’ve felt violated and disgusted, perhaps even angry or victimised.

But I didn’t, I was just curious as to why this had happened, this man was the only one who actually made me cum. And in return I didn’t even have to touch him, I admit it was against my will, but only for a bit. I just couldn’t figure out what to do next. See ever since that had happened his parting words were ringing in my ears “if u want more you know where to find me, my little whore.

And next time it will be better”. I didn’t know what to do, my mum told me to stay clear of this man, the public seemed to agree as I never saw anyone talk to him, instead they avoided him like the plague. Yet I knew I couldn’t go to him, he was a hobo, and he had technically raped me…kinda. That day was all I could think about for 2 weeks, my friends at school weren’t interesting to me anymore and I know I didn’t pay attention to the teachers, my penis was always hard and throbbing but rarely satisfied, I just didn’t know what to do.

But like most things in my life I didn’t have a choice in what happened next, my parents were throwing another swingers party at my house, and this time it was big, they told me to make myself invisible for the next 6 hours. It was 8pm. So naturally I went for a walk outside, as I left the house I started to move towards the park to my normal route, when I remembered the events that had happened before. I knew I wasn’t ready to face that man again, so at the last minute I turned around and went the other direction.

I wasn’t familiar to this way and I remember that it was quite nice to just walk around, all the houses were empty on this side of the street, my dad told me it was something to do with the economy or something, and quite a few were run down. It was really fun to imagine how the street would’ve looked if people were actually living there. The cool air was refreshing and I finally had a clear head, I dunno how far I had walked, but it was the best feeling. Its only when I started to get thirsty that I realised I must have walked quite far, I looked down at my watch and found that I had walked for 30 mins.

Wow, I had seen not a soul for that entire walk, no talking, no cars, no dogs. Nothing. I decided to head back when across the street I looked a house. It was the most run down looking house I had seen, the front yard was fairly big but the grey steel fence was rusting badly, the little gate that should’ve opened into the house wasn’t there, it had fallen down.

The house looked dangerously thin, it was two stories but the space in the middle had collapsed, the rooms on the left and right looked fine. The weird part was that the middle of the house, where the door should’ve been, wasn’t there. As in it looked like someone had driven a car right through the house and then made it all the way through the house then escaped into the back yard. I could even see the children’s mini slide from here, including a tap near it. Seeing the tap reminded me of my thirst, I decided it was safe to go get water, I mean, there was literally no one here so I did.

I made it past the gate and walked through what should’ve been the front door, as soon as I did the room looked huge and very very empty, it was a big house! To my left and right there was a massive empty room, about the size of our houses main room. I kept walking, past those rooms towards the backyard to the left there was another room and I could see a walk in bathroom with the door ripped off.

And to my right was a massive kitchen that was in remarkably good condition, as I kept walking I finally reached into the backyard, and this time was surprised by the view. I didn’t realise this house was on top of a hill, I could see a massive amount of houses that seemed to just stretch on, to my right in front of the kitchen was a small park bench, and the neighbouring house which had no fence at all separating it. As I looked left there was the children’s play set, and beside that was a small shed.

But it was the view that had me dazzled, how amazing, the backyard didn’t need a fence as it dropped straight down to small cliff, I could see every house, and if anyone still lived there I’m sure they would’ve seen me too. I decided to have a seat on the bench and just relax a bit. I sat there for a while as I realised how nice this place was, so private yet so open, anyone could see me, the house this bench, it protected me from being seen from the back, but ahead of me was openness filled with empty houses. I started getting more and more comfortable. So comfortable in fact that I didn’t hear the man approach me until it was too late.

As I heard a rustle behind me I tried to jump up but a hand held me down by pushing my shoulder down, damn I thought, this guy was strong, I wanted to scream, but only whimpers came out, I was shaking with fear, “shhhhhhhhh, no point shouting, you came out all this way for me. And now your here in my house. If you try to run or make any loud noises I swear I will catch you, and I will beat you up so bad.”

I finally found my voice and said “sir I don’t think you got the right person, I’m only 12 years old” he laughed and let go of my shoulder, then he made his way around to face me. As I looked up in trepidation I got the shock of my life, it was that hobo. He looked at me with his scraggy beard and short messy hair, he had a trench coat on.

I didn’t know what to say I was shocked, so he sat down on the bench to my left and put his arm around me. I stared straight ahead, I couldn’t believe this, just my luck, I was trying not to see this guy and I walked into his damn house. Then I remembered what he just said, that he would beat me up. The hobo put his arms around me, and I thought he was hugging me, but he just lifted me up and put me on the lap, the trench coat was unbuttoned and I realised he was completely naked underneath. I was petrified, I didn’t want him to beat me, so I just shut up and sat there, fortunately, his strong musky odour was somewhat comforting to me.

Then it began, he leaned forward and whispered into my ear, “lovely view isn’t it?” I couldn’t answer as while he was speaking his hands had found themselves into my shirt he left hand across my tiny chest and his right hand rubbing my belly, I could feel his calloused hands gently scratch my tummy. As he was doing this his lips had found my ear and he was ever so gently nibbling it, I started to get goosebumps and tilted my head right, away from his lips, but it just made my ear lobe accessible to him and he quickly sucked it into his mouth and kept it there, nursing it, he did this for a while until his right hand left my stomach and found a way into my shorts (I wasn’t wearing underwear), he then started kneading and squeezing my inner thigh.

His left hand then came up through the neck hole of my tshirt and found my face, my right cheek was in the palm of his left hand, he pushed it towards me so that our lips almost met. “kiss me” he commanded, and without waiting for a response he started to kiss me,. As he kissed my lips his right hand was slowly getting higher up towards my penis.

Slowly he nibbled on my bottom lip, sucked it and pulled it down, then he really started kissing me, full on, like I saw my parent do when they were having sex, he kissed me so much and I felt his tongue in my mouth, he did this for a minute or so. Then he pulled away and said in what seemed and angry tone “I said kiss me”, and with that he pulled off my tshirt and threw it aside.

He then put his left hand in my shorts to join his other hand and massaged my other leg, both his hands were dangerously close to touching my tiny penis at this stage, as he did this he started at me expectantly, I didn’t know how to tell him I’ve never kissed anyone before, and I got the feeling he didn’t care. So I pecked him, as our lips made contact both his hands firmly squeezed my legs, I didn’t know what to do so for a few seconds I just let our lips stay touching, then I remember how he kissed me.

I started kissing both his lips one at a time, first top then bottom then top the bottom, after that I started licking his bottom lip and sucking on it gently, as I did this I realised that his hands were moving much faster and were now grazing against my 3” penis. I then tried to put my tongue into his mouth but I couldn’t quite reach, I went to go hold his head and hesitated, I felt a hand rub my now hard dick, and took that as a sign to go ahead, so I reached up and put my arms around the back of his head. Gently he came forward not by much maybe a couple of inches. But it was enough for me to twist my head around and lock lips, this time my tongue was dancing in his mouth.

It was then that I started thinking about what the heck was happening, I’m sitting outside at maybe 8pm, there are houses everywhere, I’m in the lap of a naked hobo shirtless, with a pair of hands molesting me as I reached back in French kiss this man, and I was enjoying this? Yes, I was. Maybe it was the smell, maybe the memories or perhaps the perversity of it all, I dunno, but as this man started to wank my penis I could feel his dick hardening under my bum, and this excited me, so I started to wiggly around a bit trying to get his penis between my bum cheeks. As I was doing this my throbbing penis was being wanked by this hobos 2 fingers and the 2nd orgasm of my life started to approach. He must have sensed this and stopped. “Take off your pants boy” he huskily whispered.

I shameless jumped of his lap and quickly threw my shorts away, I then turned to him and put my arms out for him to pick me up. He looked at me and smiled, then laughed, “look at you, what a little slut, you want this so badly aye, look your practically begging for it” I don’t know why but the way he said it seemed so demeaning, yet I could only nod, I just really wanted to be back on his lap right now, but he had other plans, “lay down on the floor” he said, and again I did, the grass was cool and a bit of condensation was starting up on it.

as I lay on his back I saw him throw off his trench coat, the he got on top of me, putting half his weight on me he started kiss me very very roughly, not like before. It seemed like he lost control. He grabbed the back of my head and pulled it up, he stuck his tongue down my mouth and slopped it all around, I was scared yet my body was still excited.

He grabbed my dick in his fingers and said I’m gonna fuck you so good. I was confused, I knew a guy could fuck a girl but I didn’t know how he would, I figured he meant that figuratively speaking. As he squeezed himself on top of me, I had to open my legs up for him, as soon as he did that his pelvis lost control. He started thrusting it everywhere, he didn’t seem to care sometimes it hit my legs, sometimes it hit my balls which hurt a little, sometimes it grazed across my penis which I loved, and sometimes, it rubbed against my bum hole which felt really really good.

He was doing this while he had his arms under my armpits with his weight on my chest, not heavily, but no way I could move. He did this for a while, and I lay there waiting for his dick to hit my bum hole or penis, it was really quite fun. He told me to spread my legs wider and push my knees up, so I did, I realised that I was in missionary position with my knees in the air, his grip on me got tighter and I realised I literally couldn’t move anymore, and his thrusts became short and harder, thankfully though they all hit my bum hole.

It was a really nice feeling, the cool condensation of the grass contrasted well with his red hot dick, both against my little bum hole, I learnt from before that when he was playing with my ass the more I relaxed the better it would feel, I started to relax, and sure enough his dick started to push against my hole for a little while, I think he noticed that because he released his hug on me, and put his arms under my legs, his elbow joints under my knee joints, then he came down and grabbed my elbows with his hands.

He started thrusting again, the first few shots were either too high or too low, but after that he started tapping my hole again, after a few successful hits, he shuffled even closer and pulled my arms towards him, it hurt and I didn’t know what he was doing, and then it happened he pulled my arms hard and thrust, I felt a really sharp sudden pain in my bum hole and as my hole tighten up immediately, I realised half his dick was in there. It took a couple of seconds before I started to squirm and kick trying to get that penis out of my hole.

But he held me down and pulled me closer, each time I squirmed and kicked, I felt the penis slip slowly deeper into me. I didn’t realise at the time it was my wiggling and squirming that was getting his penis to slowly wriggle deeper into my virgin hole. It burnt a lot and each time it slipped in I squirmed more, not understanding that if I had just stopped so would his cock.

Then quite suddenly the hobo dropped my legs and wrapped his arms around my back again, I was so scared he was gonna fuck me that my asshole clenched tightly causing me more pain. But from the moaning from the hobo I realised he quite liked the tightness. He grabbed me and lifted me so quickly up that I was in his lap, and then quite suddenly he lay down on his back, now my ass was wrapped around his dick with me sitting on top of him, I was basically riding him like as if his penis was a horse.

I was amazed that he managed to make me be on top of him within a second when just a moment ago I was being penetrated in the missionary position. The surprise made me forget my position for a second and my slightly more loosened asshole quickly slipped down all the way to the bottom of his dick. I could feel his pubes like a jungle around my tiny balls and my asshole on his big hairy balls. I noticed that at least it didn’t hurt much anymore.

My mind was quite confused, my bum hole felt like it was really itchy now, at least it didn’t feel like a burning fire, but every now and again a spasm of sharp pain ran along my now deflowered sphincter. I could feel hair tickling my hole and my balls and even my penis as the hobos pubes were touching them. My legs were spread wide and my knees were barely touching the floor.

I had my hands on the hobos chest, trying to at least get some of the pressure from this big dick put of my hole, but it was futile. All it did was give me balance, as I finally looked up at his face, I could see that he was completely enjoying this. His face looked blissful, and every now and again I could feel small spasms from his penis, and I could feel it run across the inside of my rectum.

He loked at me and grinned, “you took it well, fuck, you have no idea how this feels. You little boy pussy is amazing, just stay there for a while, get used to it, sorry about the sudden roughness”. That when I got quite annoyed, he said sorry, but he sure as hell didn’t mean it, I could tell cause he just went back to laying there penis spasming in my “boy pussy”.

I was quite annoyed, I decided to teach him a lesson, I don’t know where I got the courage from, maybe cause he had scared me so much, but without thinking about it a quickly raised a couple of millimetres and jumped down as hard as I could onto his penis, hoping to cause him a little surprise in return. It seemed to work, but not in the wa I wanted, he moaned and groaned in pleasure, not pain.

Then he told me to do it again, this time I went up by a centimetre at least and dropped again, it still didn’t hurt him, he just started moaning more and calling me a little slut, that really annoyed me. He didn’t respect me at all. So taking a deep breath I decided I had to hurt him.

So I started to really jump up and down on him, as hard and fast as I could, trying with allof my prepubescent weight to somehow hurt this man, I slammed on him maybe 5x but nothing, he just got more loud and happy, I relaised maybe my bum will hurt him more, so I put most of my weight on my arms on his chest, and this time I lifted and slammed only my bum on his, each time his penis slipped in and out of my bum hole, I was sure this would work, I did this maybe 10x when I suddenly must have hit something inside my body because as I came down on him for the 11th time I felt a sudden pleasurable warmth fill my body and my balls tightened, and I swear some precum must have squirted out from my little boy penis.

I stopped to let this feeling take over my body, it didn’t last long though, but my breathing had gotten suddenly quite deeper and my arms were shaking on the hobos chest. “keep going, keep going” moaned, almost begging me. I wanted to but I wanted to do it right so I started riding him a bit slower this time, not slow, just slower. I moved my ass around, left right back and forward, then as I slowly descended I felt the tip of his penis hit something in my bum again, it was almost the same feeling as last time, I knew then this was the spot. I memorised my position.

My hands were on his chest, I was standing on my knees with my back arched down bum in the air. From this position every time I lowered my ass, I would feel the delightful sensation. I loved it. each time it did, my penis felt like it was just on the brink of cumming. As soon as I found this position, I started to riding him again, harder, and it felt amazing, I didn’t even remember I was on top of a dirty smelly hobo who just raped me again.

As I rode and my ass kept rubbing that special spot I was having the best time of my life, I truly never wanted it to end. I got myself into a pattern, I would 7 small, soft, slow pushes down and the 8th one would be a big drop, each time without fail, the 8th one made me squeal. I looked down at my rock hard 3” penis and saw a lot of precum in the hobos pubes, this made me hornier and I started to have the sensation of Cumming start in my smooth boy testicles. But again this man couldn’t wait.

He stopped my fun and grabbed my ass with his right hand and my upper back with his left arm. He pushed me all the way down again, it fel nice, like a nice full feeling in my anus, but he wasn’t touching that sweet spot, he rubbed my arse vigorously pulling and pushing my ass cheek, and then without warning he started to fuck me.

I was still on my stomach on as he went crazy, he just started to thrust really hard and deep. He penis slipping almost all the way out sometimes. He kept doing this while hugging my back. I was so light and he so horny that I thought it would’ve looked strange, I thought my upper body wouldn’t be moving at all cause it was being smothered against this man so hard, but I thought my bottom half was flopping all around.

As he was doing this he suddenly hit my special spot with so much force that I felt my head spin, he kept thrusting and thank god I was just coming around when he hit again, it felt amazing, he was fucking my like crazy, it felt like he would be thrusting 5x a second, and 2 in every five touched me in that special place. I started to realise how to make this position happen. I quickly got off my feet and crouched on my feet, I arched my ass up as he kept fucking my hole. After a few adjustments I got it.

I had my hands on the floor beside his shoulders, and my feet on the floor near his waist, and he was under me fucking me with all his might, except this time he was hitting me every time, and I just knew I couldn’t take it for long, every time his hit I, I felt more precum dribble onto his tummy and my arms almost gave way each time.

As he fucked me and fucked me I knew I couldn’t hold it much longer, and quite suddenly I started to cum. It started quietly at first, very quietly, I could feel my penis get really warm and my balls start to clench up. Then 2 thrusts later I felt a quick bit of sperm escape my penis, as this happened he seemed to be close too and he fucked me faster, then next few thrusts all hit my special spot as I started to violently cum, my penis was jumping around everywhere as he fucked my ass, releasing my little boy seed out of my penis, I was moaning like a slut, and loving it, my cum just kept squirting out more and more, some landed across his cheek and neck and chest. Every time he thrust I splurted more cum out of my little boy pee hole. And then it was over.

For me. I was done, and spent. I collapsed with sheer exhaustion, my chest landing on his cum soaked chest, but I didn’t care, my legs dropped and my knees were once again touching the floor. It was the most intense orgasm I think anyone in the world has ever had. My super sensitive dick was finding the pubes it had landed in made it twitch with super sensitivity. I was ready to stop. Unfortunately he wasn’t.

Just as my super sensitive penis was starting to become softer, he sat up and with his cock still in my ass lay on top of me back into missionary position, and started to fuck me, but I couldn’t take it, his pubes rubbing my penis was too much for me and I started to protest, but he was having none of it. I pushed him but my 12year old arms were no match for a man in such a state of arousal.

He grabbed my arms in one hand and forced them on my chest, he kept them there as he started to fuck me with long hard stroke, I was squirming as much as I could but nothing worked, then it happened. He hit my special spot again, except this time it was horrible, I sent super ticklish waves up my body causing me to arch my back, he seemed to like this position and despite how uncomfortable it was for me, my penis was getting hard. It didn’t feel good, but I was getting hard. He kept fucking me, each time getting quicker and harder.

Then with his other hand he grabbed my wet soaking penis, dripping with cum and precum in his pre hand and started to wank it really fast and hard. This was too much for my senses and I stated whelping and squealing, he must have thought I liked it cause he got more horny and started fucking me harder while still holding my arms down and wanking my tiny pecker. I started to cry with overwhelming sensation. The tears just egged him on. This went on for maybe 20 more seconds, me crying, while my special spot was being used against me sending waves of sensation through my highly sensitive body, and my penis being stimulated beyond belief.

It lasted another 20 seconds, but it felt like an hour as he sexually tortured my body, then finally he stopped, I started to whimper with relief when he started to hug me, I thought he was done, “hug me babe” he whispered into my ear, I did. I wrapped my arms around his neck glad that his hands no longer were stroking my cock, “legs too hun” he said.

I complied. Anything to have this stop. Then he started fucking me like crazy, so hard and fast I thought only dogs could do that, I was so stunned from his dick hitting my prostate again and again in such rapid succession I did nothing but hug him tighter, until I finally heard him breath very heavily and start to moan.

I knew he was going to cum and despite the sensitivity of my bosy, this turned me on. He moaned again a long deep moan and I felt his dick get a bit thicker, and then I felt spurts of hot cum fill the inside of my rectum, as he continued to pump in and out. I heard the sloshing and felt the warmth as he kept pounding the last few strokes into my ass. and as he fucked me for the final few seconds, my body responded to the constant stimulation, I couldn’t help it and I orgasmed again, it wasn’t big, and no liquid came out, but it still made me shake and vibrate for a couple of seconds.

The hobo just rolled over onto his back with his now softening dick still in my ass and fell asleep rubbing my smooth and now very wet ass. As I lay on him tired and exhausted I must have drifted off to sleep too with a hobos dick in my ass.

Parent Post: Raped by a hobo

• Raped by a hobo - Chap 2