Latest sex stories about Hole in my jeans – added for who looking to read new experience of teenager narrative Hole in my jeans – story.
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By DaleHarris
I think it was just what every kid did when growing up was having holes in their jeans. From playing sports, to climbing trees, and from exploring the woods…it would just happen. Sometimes we would get patches and sometimes we would leave them be. As I grew older I still liked wearing jeans.
I was now nineteen, a freshman in college living in a tiny one be dorm room on campus. I had to wait one year to have enough money to attend. I had also just been barebacked by a thirty-six year old man, Mike, for the first time. I had always been bicurious and finally took the leap. I was infatuated with anal sex and knew I was a bottom all the way. I was a slender 115lbs, very pale, smooth body, 5’11” tall, with white blonde hair and blue eyes. According to my last and only girlfriend, I had a really nice ass. I met Mike online in a gay chat. We chatted for just an hour before sending him one fully clothed picture and one naked picture. I didn’t know better having my face in both of them. Mike had much more experience, he focused in on college aged boys, he was a hung top, and he liked barebacking. He sent me a picture of his naked body from the neck down. We met in my dorm room just two hours later.
I am sure the place I bought my enema, condoms and lube knew exactly what it was for. I raced back and gave myself the enema. I waited as the cool liquid worked inside my virgin ass. I barely made it to our dormitory bathroom to relieve the contents. I had hoped that Mike would be willing to use a condom since it was my first. Mike arrived at 2:30 am lightly knocking on my door. I was fully nude when I greeted Mike. He came in and on my twin bed. Mike inserted his long hard cock into my ass as I squatted down onto him. My ass did try to push him out and Mike commented how tight it was. I lowered myself down and wasn’t expecting it to hurt as much as it did. It felt different as his bare cock slid deep inside me. I was shaking the whole time and sweating. I was excited that it was happening but terrified that I didn’t really know him having unprotected anal sex ….which was also exciting. I went very very slow. His long slender cock with a big nice mushroom shaped head felt massive inside me. My breathing was heavy as the pain increased. I was moaning mostly at how painful it was becoming. Mike grew impatient and we switched positions. I laid on my back and pulled my legs up and apart. Mike reentered my ass. I tried to push back but his cock was very determined. When he pushed in, I lost my breath and my moanjnh was more of a whimper. The lube helped very little. Mike probed my ass faster. I placed my hands on his hips begging for him to stop. He did for a moment and told me the first time is always painful. Somehow I let him proceed. I pulled the pillow over my face and cried into it as Mike’s pace and long strokes increased. My ass was on fire. My legs were shaking as I clinched my bed sheets my entire body was boiling. Mike pulled out and I could catch my breath. He rolled me over onto my stomach. He leaned over and trusted deep. I felt his balls slam into mine as my ass was propped up on some pillows with my cock and balls hanging. I could barely hear his pelvis slapping up against my ass cheeks as I screamed as loud as I could into my pillow. My legs thrashed as he continued. Mike bred me that early morning. When his cum was injected so violently into my ass, Mike’s pleasurable cried made me calm down. He pumped his seeds then pulled out. I curled up on my side. My ass throbbing in pain and I had an itch inside my body I couldn’t scratch.
Mike sat on the side of the bed playing with my much smaller cock. It liked the attention but the rest of my body ached. Mike coaxed me into our dormitory showers. There he washed up as had a stream of cum, blood, and poo sliding down my legs. My ass farted razor blades , my legs weak. Mike enjoyed how real I was in explaining how it felt with him inside me. Mike got aroused from me talking and playing with his long rod. He tried for a second helping but my ass was not up to his challenge. Mike gave me advice for our next time and it got me aroused.
We died off, Mike got dressed and left. I slept on my stomach or side in whole body pain. I had no idea the pain and the amount anal drainage that would take place over the next several days. Mike told me to not insert anything into my ass and to save myself for him.
It was fall, the weather was cooling off and I had been trying for a second chance with Mike. After he had barebacked me, he told me about other guys who were just better at than me. He made me feel small and unworthy. Oddly. It made me want to prove myself more. I asked when we could meet again and he wasn’t sure. Days turned into weeks, weeks into months. Mike kept me at bay being alluf. Mike was now seeing someone on a regular basis at my college. I was hurt but kept trying. Mike seduced me into taking some risky nude photos of myself on campus naked. I jerked off for his pleasure online with my computer camera. He was very good at saying one more pic of you doing this in some public space and then I will fuck you. He played me.
After months and winter break, it finally dawned on me I was being used by Mike. I decided to turn a pair of jeans into assless chaps. I met a guy who was willing to take pictures of me in them. I shared them with Mike. This seemed to spur Mike and I had gotten his attention. My pale little ass in those tight chaps actually turned me on too. Mike wanted to see me again after his regular guy had gotten boring.
Mike came to my dorm late on a Tuesday evening. I remember that we were in a blizzard warning and travel wasn’t advised. I had a feeling that Mike was going to stay with me if he even made it here. He did show but almost an hour later than planned. We showered first. We took a very hot shower. It was steamy as I was sucking his cock. We mutually jerked each other hard and went back to my room. There I slipped on my assless chaps. I had pepped my ass well and had been playing with anal toys to get ready for Mike. I went on all fours as Mike moved into position. He teased me rubbing his cock around my hole. I shook my pale ass for him. Mike plunged into my ass. This time, I was moaning with delight. I had taken pain medication and now I just felt him sliding into my hole. Mike fucked me as hard as he wanted. I was much more appreciative of his efforts as I begged for his cum. Mike soon pulled out as I rolled over. He shot his warm cum, which wasn’t much onto chest. I rubbed it in my skin. My ass was throbbing but a feeling of emptiness came over me. Mike softened as I jerked off while he watched. I held the urge as long as I could. Then I launched my cum high in the air. It shot over my head and splattered on my face. Mike gasped as how far I could shoot. He moved over me and we mutually sucked each other dry. Mike stayed and we got in one more barebacking in my dormitory showers. My moaning got the attention of other patrons and were shocked when they yanked back the shower curtain to laugh to see Mike’s cock going into my ass! Mike only stopped a second then continued as I begged for his cum in my ass. No one on the floor ever said a word to me again.
Sadly, Mike grew tired or me and he found another boy to breed. I too had become more comfortable with my sexuality and discovered that there were other guys who liked young bottoms.
I found this gay bar on the west side of town and for one night….I didn’t let my inhibitions get in the way. It was late spring and the weather was warming up. I was extremely horny and masturbating to online porn was not doing it for me. I went out with another gay friend of mine. We were of similar builds slender and bottoms. We both went there in tight fitting shirts and custom made jean shorts with socks and sneakers. We both didn’t have underwear either. I strategically cut a hole in my shorts to invite anyone bold enough to enter me. When we got there, it wasn’t like we had expected. We were hoping for loads of hot college guys. Instead it was a heavy leather clad crowd of much older men. We went to shoot pool.
It wasn’t long before a couple of graying men came up to us. The conversation immediately turned sexual. It was evident we were bottoms by our attire. A man with a silver beard and dressed in denim and leather noticed my hole and jammed his finger up inside me. His fat finger made me jump a foot and clinch my ass. My response got laughter from the man and onlookers. My friend was groped by two other guys. He looked scared as they ushered him away from me. A sense of impending doom came over me. I wasn’t getting out of here. Two other guys rubbing themselves came over. The man removed his finger from ass. He sniffed it and told the others how tight I was. Two other guys came over and took my wrists, holding them down over the pool table. The silver bearded guy said loudly enough for others to hear that we came to their bar for one thing…..
The sound of my friend crying out until it was muffled with something. The sound of my jean hole being ripped open made me shake nervously. I told myself I could be scared or I could just go with it. A warm sensation came over me. I turned off my scare button and told the guys”what are you waiting for?” The guys looked at each other. The two guys holding my wrist let go. I stood up, turned around and unzipped my shorts. They fell to the ground as guys took their clocks out. I went to my knees.
I sucked on three different cocks. Taking turns on each one. I heard my friend scream and then he went quiet. I focused on my moment. Three became a rotation of five cocks. They let me stand as I leaned up against the pool table. Guys were jamming fingers up my ass, yanking on my bald hard cock. One guy lifted me up onto the pool table. He spread my legs and slid his uncut log inside. I moaned over exaggerating for a moment. His big sweaty tan hide behind his leather vest. He pumped in me slowly. A man thin wiry man got on the table and offered me his thin short cock. I easily swallowed his inches. Guys took a numbered of turns inside my ass. My throat turned raw as I suckled on multiple cocks. The crowd around me grew as my shirt was now ripped off my body. Guys talked casually around me as cum was now being deposited onto my face and into my mouth and ass. The sensation of this group of older men having their way with me was extreme. Then as it continued maybe an hour in, the number of guys around me only seem to grow. The sensations went numb. The pain had reached its peak and I felt nothing more other than my body limply being moved around by some of the larger men. I never saw my friend before I blacked out.
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By DaleHarris
#Gay #Group #Virgin
