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repopmycherry

Losing my cherry to my uncle's partner Jeff

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Having a gay uncle made the struggles of coming "out" easier.  Uncle Pete encouraged my questions. Although having watched gay pornography on the internet, being a man of scruples, I wasn't allowed to watch porn at   Uncle Pete's until I turned 18. A few months before my 19th birthday I was at Uncle Pete's watching porn and stroking our dicks. One scene depicted a virgin losing his cherry. At that point I had only gotten and given bjs to guys my age. I was curious about getting fucked so I asked him if it hurts the first time.  Uncle Pete said it is important that the first guy that fucks you know you a virgin a takes his time. I respoded to that with "I hope I find someone like that when I am ready."  With that said he got up and dais, "I'll be right back." Five minutes later he came back in the room with Jeff, his partner. Uncle Pete suggested he fly Jeff and I to Key West for a three day weekend and let nature take its course. Long story short upon our arrival at resort things got steamy. Jeff kissed me like I had never been kissed before. He rimmed me, used lubed fingers and loosened me up. Holding an unfamiar bottle, he took two sniffs and told me to do the same. He kissed me deeply and fingered my ass a bit more along with his dick. He said to take some more sniffs of poppers and poised his cock near my virgin hole. (His dick was the perfect size to take my cherry, 7.5 cut inches but only the thickness of Italian sausage). He asked me if I was ready and I said yes. He slowly slid his cock into my ass and made it past the second sphincter. I was in a popper hazed heaven and I loved he was actually making love to me. He commented that he didn't put on a condom because every virgin's should be bare. His 20 minutes of sliding in and out resulted in an incredible orgasms causing my ass to tighten up releasing what felt like five streams of jizz from him. He looked at me and could tell I was in heaven. After we lingered for a bit he laid beside me lit up a cigarette. He looked so hot exhaling smoke I wanted to join him. He handed me my first cigarette. After coughing a few times I could take drags without coughing. Later that night we were walking around key West when we past a piercing parlor. Saying that now that was a man I needed an earring.  I  left the parlor with three studs in my ear. One stud for each day we would be in Key West. Jeff ended up fucking me 11 more times that weekend. I left Key West a contented new bottom and a new smoker.

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Jeff and I left the resort and took a taxi to the airport as there were no ubers back then. In the cab, I was thinking about the load Jeff had filled me with just before checkout. As we exited the cab, before entering the terminal,  Jeff pulled out two Benson and Hedges menthols and handed me one. I lit mine and took a long deep drag. Jeff commented to how expertly I exhaled the smoke. Walking to the security area I again thought about the loads I had taken over the last three days.

Taking our seats I just looked at Jeff with total lust. Thinking about how he had made me feel so special. I put my hand on my recently pierced ear and rotated the piercing studs as I had been instructed. The plane was jetting down the runway when Jeff leaned into my ear and whispered something that was ominous. Todd I should have told you that your uncle and I are both HIV positive and off of our meds. After what we did this weekend,  you are probably poz too

I was feeling quite conflicted. Three days ago I was a virgin and today I might be on my way to being HIV positive. Then I felt the urge to fart, but when I did all I felt was something warm and wet between my briefs and my crotch.

Our plane landed and Uncle Pete was waiting for us at baggage claim. He noticed my ear and just winked at Jeff and me.  Heading to Uncle Pete's car he pulled out his pack of Benson and Hedges menthols, and Jeff said "hand one of those to Todd."  Uncle Pete just smiled and said, "you've grown up a lot this weekend,  Toddy."

 

More to come(cum). Let me know how you like this post, 97% is somewhat fictional but not all.

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Great start and hope you continue tells us how uncle Pete and Jeff take care of their nephew

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Can't wait for Uncle Pete to see how grown up he is!!!  Being all poz and cumdump

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On 4/24/2018 at 10:15 PM, repopmycherry said:

Jeff and I left the resort and took a taxi to the airport as there were no ubers back then. In the cab, I was thinking about the load Jeff had filled me with just before checkout. As we exited the cab, before entering the terminal,  Jeff pulled out two Benson and Hedges menthols and handed me one. I lit mine and took a long deep drag. Jeff commented to how expertly I exhaled the smoke. Walking to the security area I again thought about the loads I had taken over the last three days.

Taking our seats I just looked at Jeff with total lust. Thinking about how he had made me feel so special. I put my hand on my recently pierced ear and rotated the piercing studs as I had been instructed. The plane was jetting down the runway when Jeff leaned into my ear and whispered something that was ominous. Todd I should have told you that your uncle and I are both HIV positive and off of our meds. After what we did this weekend,  you are probably poz too

I was feeling quite conflicted. Three days ago I was a virgin and today I might be on my way to being HIV positive. Then I felt the urge to fart, but when I did all I felt was something warm and wet between my briefs and my crotch.

Our plane landed and Uncle Pete was waiting for us at baggage claim. He noticed my ear and just winked at Jeff and me.  Heading to Uncle Pete's car he pulled out his pack of Benson and Hedges menthols, and Jeff said "hand one of those to Todd."  Uncle Pete just smiled and said, "you've grown up a lot this weekend,  Toddy."

 

More to come(cum). Let me know how you like this post, 97% is somewhat fictional but not all.

The three of us headed to Uncle Pete's car. There was a tingling in my white briefs. The last load Jeff had filled me with just before we checked out of the guest house oozed into my white briefs. I was somewhat conflicted about being filled with poz cum, but also not afraid or opposed to getting charged again. Would being poz be all that bad.

 

We got to Uncle Pete and Jeff's house and brought our luggage inside. We stepped outside and took seats on the patio. I grabbed the pack of Benson and Hedges menthols, lit one and took a long deep drag.  Uncle Pete did the same and while he exhaled smoke, he asked me what I was thinking.  I  admitted to being aroused by the situation I was in now.

 

Jeff, grabbed a smoke and lit one. He was telling Uncle Pete I was a insatiable bottom. Uncle Pete just grinned. I got brave and asked Uncle Pete why he had Jeff be first and not him.

Uncle Pete said it was his intent to have me broken in before the three of us engaged in a three way. They suggested we take ourselves inside. Uncle Pete moved closer and touched my newly pierced ear. Then he leaned in and slid his tongue in my mouth.  I was so turned on by him kissing me, my cock sprang to attention. He told me, to head to their room and undress. 

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I went upstairs and got undressed and waited. I must have fallen asleep because I woke up to a tongue being slipped into my mouth. I opened my eyes to se Uncle Pete lying beside me naked. Again he inspected my newly adorned ear with the side of his finger, turning the piercing studs, just like the guy at the piercing place had recommended. After the are healed we will get you some small hoops like the 3 Jeff and I wear. (Maybe the piercing thing was all part of their plan).

I looked down to sneak peek at his already hard cock. I had forgotten his dick curved upward. Uncle Pete then told me Jeff wouldn't be joining as Jeff thought Uncle Pete and I deserved some alone time. He then handed me a bottle of poppers as he began to rim my ass. He then fingered my ass a bit as he climbed on top of me. He lubed my ass and his cock and poised it at the opening of my ass. Then he began to slip it in. To my delight and with the help of the poppers I felt his curved cock slip past my second sphincter and rub against my prostate. I was in total bliss as he pulled my bottom lip between his teeth. He told me how tight I felt. We continued for at least 20 minutes before he told me how much he loved me, and he was about to share his DNA with me. At that he emptied his 8 day load from his nuts into my ass. 

He rolled off, and he was going to make an exception to smoking inside an lit two Benson and Hedges menthols and handed me one. 

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Uncle Pete was lying beside as we smoked. I was thinking about all that had gone on since I first ssked my uncle about getting fucked for the first time.  Jeff had made love to me in Key west, gave every load to me bare. My ear now sported 3 piercings, (like Unle Pete and Jeff), and I was smoking cigarettes regularly.  I came to the realization that I was probably HIV positive, probably from Jeff's load. Oddly, I wasn't angry or confused.

We dressed and went downstairs where Jeff was fixing lunch. We ate our lunches outside. Then Jeff showed me a website called Breeding Zone and a story he had posted about charging his partner's nephew. Our Key West story. I actually got hard reading the story.

At that point I finally mustered the courage to ask, "How will I know I am positive?" Jeff, looked at me and said, some guys get something called the "fuck flu" and some don't. The only way to be sure is to keep taking our bareback loads. With that my unclev said, Todd, you up for some more. Three minutes later the 3 of us were up. The air smelled of poppers and cum and over the course of 4 hours my ass had been loaded with 6 more loads of cum. 

For the next six weeks the three of us engaged in sex. Me with my uncle, me with Jeff, and my uncle and Jeff together.

Finally the day arrived when the piercing studs could be replaced with hoops.

Part 6 to come soon......

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