Twenty one years of of bisexual exploration

Monday morning came around and my wife needed a ride into work. I got up early and took a shower, again making sure to clean my ass well and then dropped her off at 7:30. I stopped on the way back to message my new friend and confirm our plans and bought an e-cig. After my first smoking blowjob I decided it was something I wanted to include regularly and though my new friend was a smoker he didn't smoke inside and 8 AM was not the time for an outdoor blowjob by the pool. I asked him to wear a belt and made my way to his house.

I parked on the side of his house and he met me at the gate to the privacy fence and led me to the house, passing his caged pool and entering the master bedroom. I took him in as we walked.Greg was handsome, 6'2" and in fairly good shape. He had salt and pepper hair and from the pics he had sent me, a very nice cock. When we got inside he told me we'd have to try and be quiet because his elderly mom was asleep (I came to find out it's pretty common for guys his age to have an elderly parent living with them, which complicates things) I assured him I'd do my best.

He smiled at me and moved in closer putting his hands on my hips and pulling me in for a long deep kiss. His stubble stung my lips and made me feel feminine and I put my arms around his neck and let out a quiet moan into his mouth. He was a great kisser and we made out for a couple of minutes as my hands started to feel his body. I started kissing his neck as I began unbuttoning his shirt and exposing his hairy chest. I moaned again as I ran my hand over the hair on his chest, he was so manly and it turned me on. I peeled his shirt off him and he pulled at the bottom of my Tshirt and pulled it off me and we immediately started kissing again.

I made my way to his neck and let my hands slide from his chest, down his stomach to his waistband and grabbed his belt pulling him tight to me before finding the bulge in his jeans and rubbing it. I kissed my way down his chest and stomach, stopping to suck and nibble his left nipple (he had mentioned he like that) and dropped to my knees, grabbing his belt again and looking up at him as I pulled the end of the belt and pulled it free from the buckle, feeling like I was opening a present.

I unbuttoned and unzipped his pants and admired the bulge in his boxer briefs before pressing my face against them pulling his pants and underwear down and freeing his cock. I admired it and wrapped my hand around it as I began kissing around his cock. It was better than the pictures, a solid 7+ inches with a nice girth.i savored the moment and teased him before licking up the shaft to the head and sliding him past my lips as I looked up at him. He let out a soft groan and leaned his head back as I started to suck him. After a minute he pulled me for a deep kiss and took my shorts off me and climbed in the bed.

I grabbed the e-cig and climbed between his legs, kissing his thighs and then taking a drag of the vapor and blowing it on his balls, he moaned again and put his hand on my head "mmmm, that's fucking hot" he said. I repeated the process a few times before I started to get lost in blowing him. After a few minutes he pulled me up for another kiss and grabbed my ass "I want to eat that ass" he moaned "only if I can keep sucking this cock" I replied as I stroked him "mmm, of course, just sit on my face" I turned my hips and straddled his face and teased the head of his cock as I felt him spread my ass cheeks and tease my virgin hole with his tongue.

I took as much of his cock as I could and moaned deep, it felt so fucking good. We stayed in 69 for what had to be at least 20 minutes or more. I was in full slut mode and was worshipping his cock as he worked his tongue and fingers in my ass. I licked and sucked, forcing him deep in my throat, gagging and moaning, my drool covering his cock, I sucked his balls and slapped his rock hard cock against my tongue and face. I had never sucked with so much lust and passion and moaned constantly as he worked on my ass, it felt so amazing and I had him throbbing.

After awhile I moaned "Oh my god this is so good, I want you, I want this cock inside me" and took deep in my throat without gagging. I reached back and spread my ass cheeks for him as I continued worshipping his cock and then I heard the click of the lube container and began to feel him generously apply lube to my hole and start to work it into my ass with his finger. His finger easily glided past the first ring of my ass and I moaned as I felt him working the lubed finger inside me, getting my hole well lubed.

He tapped me with the tube of lube and muttered make sure to get my cock good and lubed and I took the lube from him and spit on his cock and stroked his saliva drenched cock with one hand while I squeezed a generous amount of lube on his cock, working it all over with my hand.

He gently pushed me off him and told me "roll onto your side" and I eagerly complied, panting with anticipation of feeling a cock inside me for the first time. He put a hand on my hip and I reached down and spread my cheeks for him and felt the head of his cock press against my tight lubed hole. I moaned as he teased my ass with the head of his throbbing cock and pushed back against him as I felt him start to apply pressure to my ass. I pushed out like I had read to do online and his cock head slipped past the first ring of my ass, it burned for only a couple of seconds and then felt amazing.

This time I was completely lubed and the pain was just a quick flash and then a feeling of pleasure began. He was sliding into me very slowly and each small addition drove me wild but he was less than 2 inches into me and I wanted to feel it all "I don't want to hurt you I'll take it slow" he said "It doesn't hurt, give it all to me" I moaned as I started to push back against him, he felt me push back and pushed himself deeper and quickly was balls deep in me.

I moaned as I felt him bottom out in me "mmmmm, there it fucking is, give it all to me daddy" I said like that slut I felt like. "Finally I have a nice cock deep inside me" I thought as he started to fuck my ass at a faster pace. After a minute he was fucking me at a faster pace but shallower and it didn't feel quite as good, still felt good but I really enjoyed him deep in me "mmmm, give it to me deep daddy, it feels so good when you're deep in me" and he pushed himself balls deep again and I let out another long moan "fuck yes, just like that" and he started picking up the pace giving me all 7 thick inches in my ass with each stroke, I had to bury my face in a pillow to keep from moaning too loud as he pumped me.

I couldn't believe how good it felt, how little pain there had been but then suddenly I was overwhelmed with the feeling that I was going to shit. "Oh no, I feel like I'm going to shit" I said suddenly "that's normal" he said back as he fucked me harder and deeper "no, I think I'm really going to shit, I feel it". As he started to pull out I could feel my body trying to release and I jumped up and ran to the master bathroom and as I sat on the toilet my ass exploded and my body released. I was so embarrassed, at that point I didn't know I had to clean out before and my morning shit felt like it fell out of me with an overwhelming sound and smell.

I finished and wiped thoroughly which wasn't easy with all the mess and lube. I washed up and came out of the bathroom and apologized. "I'm so sorry" I said with despair and he pulled me in and kissed me "don't worry it happens, you ready to try again?" "You want to?" I replied with surprise "of course I do" he smiled and pushed me on my back and pulled my ass to the edge of the bed and slipped his cock easily back into me "mmmmm, oh my God, yes" I moaned as he started fucking me again, he held my legs spread as he started to really fuck me deeper and harder and leaned in for a kiss. We kissed deeply and as we broke the kiss I told him I wanted to ride him.

He pulled out of me and played on his back and I climbed on top of him. For a brief moment I thought about sucking his cock again but then remembered the state of my ass and thought better and climbed on top of him and grabbed his cock and lines it up to my ass. Again his lubed cock slipped easily into my ass and I was overwhelmed with feeling feminine as I started to ride him but found it difficult to get him deep because my legs didn't want to stretch to accommodate his burly frame. He noticed my struggle and rolled me off and back onto my side and took me, it felt amazing and made me feel submissive to this strong, hairy man.

A few moments passed of him fucking me and me moaning and we were interrupted by my alarm, I had 15 minutes to get dressed and get home to log in for work, we had been at it for almost an hour and a half. "Shit! I moaned. I have to go, I'm going to be late for work" "damn he moaned" and pulled out.He pulled me up and gave me another deep kiss and I apologized and quickly got dressed. He took my hand and walked me out and even though we were outside and anyone could've seen us I didn't care and I wrapped my arms around him and kissed him at the gate "rain check?" I asked "yes please" he replied and kissed me again. I hustled to my car and quickly drove the less than one mile home, smiling the whole way. I was in lust with this man and I definitely wanted to see him again.

About 20 minutes after I got home and online I started to get these awful stomach cramps and looked it up and found out my stomach was apparently full of air from him fucking me. It hurt but as I sat on the toilet I thought "it was worth it". Once the cramps subsided I sent him a message on Grindr and we chatted a bit. I let him know how good he felt deep in me and apologized again for the mess. He was sweet and patient and the next morning I found myself once again in his bedroom.

The next morning when I arrived he met me with a kiss and took my hand and brought me inside. We started the same way but this time when I was on my knees he told me to close my eyes and put an unlit cigarette in my lips to my surprise "I need to have the real thing" he said as he gave me a light and I was all too happy to oblige. I gave him a smoking blowjob and once I finished we moved to the bed and got into 69 position. Like the day before I lustfully devoured his cock as he ate my ass. "Several times I moaned "I want you" and lubed his cock but then found myself unable to stop sucking him.

After about 30 minutes he rolled me off and got his knees over me and came in my open mouth, his hot load hitting my face and mouth as I moaned for it. Wiping the cum on my face on his cock and licking it clean. He turned and started sucking my cock which promptly exploded into his mouth and we shared a cum soaked kiss after he collapsed on the bed next to me. "Sorry, I wanted to save that for your ass, but you just sucked me to good" he said in between kissing me. "I'm sorry, I kept meaning to ride you but your cock is just so suckable" I cuddled up on his arm and we kissed for another few minutes and then got up and got dressed and I left to go home for work.

We chatted many more times but he had a schedule change, it's been 2 years and we still haven't been able to hook up again, though we have had a few almost including with a friend of his. Mostly his elderly mother is a cock blocker and I can't host.Having finally lost my anal virginity but instead of satisfying my curiousity it turned me into a slut and soon I was meeting more men and exploring far more...