Herbie The Reunion Part 2
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I hadn’t seen my best friend, Herbie, from c***dhood for close to six years when I got a call from him letting me know he would be passing through my area and wanted to know if I’d like to meet for dinner and drinks. The city he was going to be in was a 2 1/2 hour drive from me, so he suggested I stay at his hotel to avoid driving home after having a few drinks. Even though I hadn’t seen him in years, we remained in contact with each other and I was excited to see him again. I’d had many fantasies about Herb since high school.
During the drive I began to reminisce about my friendship with Herb and my thoughts landed on our time in high school. While in school we were pretty much inseparable and spent a lot of time at each others homes. I knew then I had a strong attraction to cocks but also enjoyed my time with the girls, and would often jack off to girlie magazines while fantasizing about getting my first piece of pussy. So, it was a somewhat confusing time for me.
One day in class Herb told me he had something to show me and asked me to come over after school. I went to his house and he took me in his bedroom and closed the door. He then reached under his mattress and pulled out a hard core porn magazine. We sat on the bed and started looking at the full page color photos of men and women having sex. I had never seen anything like it, close-up pictures of men with huge cocks fucking hairy pussies. I had seen the cocks of all the guys in my gym class and on the football team, but none like the ones in the magazine. I felt a surge in my cock when he turned the page and there was a picture of a giant cock shooting sperm all over a hairy pussy spread so wide you could see her entire vagina in detail. On the next page there were two men covering a girls face and filling her mouth with an impossible amount of sperm. I had to will myself not to cum in my underwear.
It was plain to see we were both getting aroused. One could easily see our boners straining against the fabric of our trousers. Herb asked me if I had ever jacked off before. His question caught me off guard and I sheepishly told him I had.
‘Let’s jack off together.’ he said.
I quickly agreed and we both stood up to get our cocks out. I unzipped my pants and as I struggled to pull my hard cock out I could feel it was already wet and sticky with pre-cum. Herb told me to undo the button and pull my pants down. He did the same and I saw his hard cock spring out as he lowered his jeans. I had seen Herb’s cock before, but never hard. Both our cocks were about 6 1/2 ‘ – 7’, but his was much thicker than mine, and had a fat mushroom head. He also had a much hairier bush than me and the sight was making my cock throb involuntarily. We sat down on the bed with our backs against the wall, put the magazine between us and began to fondle and rub our cocks. At this point I was more focused on Herb’s cock than on the porn magazine.
I watched as he started stroking his cock and I mirrored his actions. I was so turned on my cockhead was tingling and I knew I would be cumming soon, very soon. I didn’t last a minute before I shot my load. Spurt after spurt of cum began shooting up into my face and hair, and over my chest and stomach. This must have set Herb off as he began shooting torrents of thick cum all over himself. I was fascinated by the thickness and volume of his cum and how it clung to the hair on his chest. Some of my cum had landed on my mouth and I licked my lips and tasted cum for the first time. Herb got up and grabbed a dirty T-shirt and wiped himself clean and then tossed it to me so I could wipe up my mess. While his back was to me I put the shirt to my face and smelled his cumload and licked a glob of it and held it in my mouth a minute before swallowing it. My dick got instantly hard again and I wanted more. I turned so he wouldn’t see my rigid cock sticking straight out and pulled my pants up to conceal it.
We continued to have these jack off sessions a couple of times a week until graduation. Each time I tried to work up the nerve to ask if we could jack each other off. I wanted to play with his cock and suck it in the worst way, but I was afraid it would ruin our friendship if I asked. He had a steady girlfriend and I figured our jack off sessions were the closest he would ever get to M2M cockplay. So I remained content watching him jack off and spray his thick juices all over his hairy chest and stomach while I did the same. At night I would jack off and fantasize about Herb’s fat cock pumping those thick ropes of cum over my face and into my mouth, just like the girl in the magazine. Sometimes I would shoot my load in the palm of my hand and eat it, pretending it was Herb’s.
After graduation, Herb enlisted in the Air f***e and I went on to college. Before he left for basic training we had one last jack off session and afterwards he gave me the porn magazine which soon would find a new home under my dorm mattress.
I arrived at Herb’s hotel around 3:00 in the afternoon, knocked on the door, and Herb answered greeting me with a big bear hug. We complimented each other on how well we looked and how we both hadn’t gotten fat yet. It was great to see him again.
‘Scotch?’, he asked.
‘You know it.’, I replied. ‘On the rocks with a splash of water.’
We brought each other up to date on our lives, at which time Herb told me his wife, Ruth, had filed for divorce. I asked what was going on and he said he’d fill me in at dinner. He told me he’d made dinner reservations for 7:00 and wanted to shower and get ready. He also suggested I might want to shower after the drive. While he was in the shower I busied myself watching TV. I heard the bathroom door open and looked over and Herb came out wearing only a towel and looking hotter and hairier than ever. He dropped his towel giving me a full frontal view of his beautiful cock. He walked over to the dresser and when he bent over to get his boxers I could see his firm, hairy ass and his cock and nut sack hanging between his legs. I could feel my erection growing at the sight.
‘Your turn.’, he said.
I got up, grabbed my toiletry bag, and headed for the shower. During my shower I started thinking about Herb’s cock and how we used to jack off together. I lathered my cock and began caressing and stroking it. Through the door I heard what sounded like someone having sex. I rinsed off, grabbed my towel and opened the door. The TV was on one of those pay-porn channels and Herb was lying on the bed with his hard cock poking through the dick hole of his boxers. My already swollen cock hardened into a full blown erection. Herb looked at my rigid cock bulging against the towel and asked,
‘Remember when we used to jack off to that porn magazine?’
‘I sure do, I still have the magazine.’, I said as I laughed.
‘Care to join me?’, he asked.
Without a word I dropped my towel and headed towards the other bed when Herb said,
‘Not there, right here, next to me.’
I sidled up next to him on the bed and began stroking my cock and looking down at his. He reached over and took my cock in his hand and started jacking me off. I reciprocated and began playing with his swollen mass of flesh. I could feel the engorged veins in his fuck stick as I stroked him. He stopped stroking my cock, lifted up and pulled his boxers off, then leaned over, took my cock in his mouth and began sucking me like I’ve never been sucked before. My cock was wet with his saliva as he bobbed his head up on down. I was caressing his hairy ass and reaching between his legs and playing with his balls as he deepthroated my cock. I pulled him up to straddle my face so I could finally take his tool in my mouth. Without taking his mouth off of my dick he put his knees on both sides of my head and fed me his cock. He was dripping a steady stream of pre-cum into my mouth as I sucked him. I grabbed his ass cheeks with both hands and pulled him deep in my mouth and held him there with his cock down my throat and his balls laying across my nose. I was about to explode, I bent my knees, placed my feet flat on the bed and began thrusting and shooting my cum down his throat. He sucked my pulsating cock even faster and deeper taking all I had to give. My whole being went limp. He got up off of me and I got down on my knees and started sucking his rock hard cock. I asked him to stroke his cock and shoot his creamy load all over my face. I kneeled with my mouth open looking up at his veiny cock as he jacked off at a furious pace. I saw him tense up and could tell he was about to cum. I reached up and pulled on his balls and he let loose thick ropes of cum across my face and into my mouth. It felt hot on my face and tongue, I took his throbbing cock into my mouth while he was still cumming and pulled him deep into my throat. He grabbed the back of my head and thrust deep into my mouth.
He pulled me up and started kissing me and licking his cum off my face. He ran is fingers across my forehead and cheeks scooping his cum off my face and put them in my mouth so I could eat the cum off them. He looked at me and said,
‘I’ve wanted to do that since high school, but I was worried about what it would do to our friendship.’
I could only laugh and say, ‘I felt the same way Herbie, I guess we valued our friendship more than our desires. Believe me, it was worth the wait.’
Herb said, ‘We’d better get cleaned up if we don’t want to lose our reservation. Let’s jump in the shower together to save some time.’
Herb took the lead in the shower and started lathering my back and deep into the crack of my ass, and then turned me around and took hold of my soapy cock and gently cupped my balls and lathered my stiffening rod.
‘Easy, boy.’ He said. ‘There’s plenty of time for that later. For now, just lather me up and let’s get dressed.’
He moved towards me and I took his cock and balls in my hand, poured some body wash on them, and worked up a thick lather taking care to hold his foreskin back and work my fingers around his bulbous glans. I could feel him hardening as I washed his cock and balls. He winked, pulled away and rinsed off, got out so I could rinse, and we both toweled off and got dressed for dinner.
At dinner, over a bottle of wine, he went into detail about Ruth filing for divorce. Seems she was supposed to be at a baby shower for her s****r that got canceled at the last minute.
‘She came home unexpectedly and walked in on me and a fuck buddy with his cock buried deep in my ass. Neither of us saw her standing in the bedroom doorway and he was grunting and pumping a hot load in my ass. She screamed and we both jumped up in disbelief.’, Herbie told me. ‘There I was, butt naked, staring at her with a dumbfounded look on my face and a fresh cumload dripping out of my ass, and she was going on about, ‘How could you? In the bed we share together?’ ‘She turned and left, I heard the front door slam and she was gone. She’d gone to her mother’s and about an hour later she called and said, ‘This only confirms suspicions I’ve had about you for a long time, I want you out of the house in the next 24 hours and I want a divorce!’ ‘That was the last I’d seen or heard from her until divorce papers were served on me at work three days later.’
I felt both horrible and embarrassed for Herb. He assured me it was OK, he only married Ruth because he had gotten he pregnant and not out of love. He was happy not having to live a double life of lies anymore. He suggested we talk about more pleasant things, finish our meal, and get back to the hotel. He also told me he was happy that we both felt the same way about each other and wanted to get back to what we had missed out on all these years. I felt the same.
‘I’m here for the next two days, can you stay that long?’, he asked.
‘That would be great! I have some sick days I need to use up, let me make a call in the morning.’, I replied.
When we got back to the room, Herb fixed a couple of scotch’s and asked me if I liked amateur gay porn. When I told him that was the best kind he said he had something I might enjoy. He suggested we get naked, told me to get comfortable on the bed, and went about setting up his laptop. As he slid an SD card in the slot he told me it was his first time seeing this. When he pressed play you could see it was taken in a hotel room. There was a knock at the door and the man answering embraced another man as he entered. When the hug broke and the man entered, I was shocked to see it was me. I looked at Herb and he grinned and said,
‘I hope you don’t mind, this ought to be hot.’
I didn’t mind. I was no stranger to posting videos of me on xhamster. He fast forwarded to where I came out of the bathroom and he had his cock out watching porn. Both of our cocks started swelling at this point and Herb reached over and started to stroke mine. I did the same as I watched our earlier encounter play out on the laptop. I was getting harder by the second as Herb played with my cock. He told me to let him know if I was going to cum so he could slow down. He didn’t want me cumming because we were going to get down and dirty after watching the video. When we got to where Herb sprayed my face and mouth with his thick wad, I had to move his hand away from my cock. I was oozing a steady stream of pre-cum and ready to explode.
Herb closed up his laptop and got up to put back on the dresser. He looked hot as hell walking across the room with his fat cock sticking straight out and bouncing from side to side.
END PART ONE
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Neither Sandra nor Becky joined me in the limo for the relatively short trip to the production meeting, where I would formally sign the option rights contract, or so they all hoped. Fred was with me though and we shared a short private conference, the jist was that if any of Becky's proposed script changes were accepted that I would willingly walk away from the entire film project, and refuse to sign. Fred knows that I'm generally a pretty reasonable sort of fellow, and at least as...
Promises and Secrets: Reunion Part 1: An Unexpected Surprise. A Cross-dressing tale by Maria Ski *Ten years earlier* "I really would like..." my forefinger gently touched her cheek I lifted her chin and our lips touched... I held Tina in my embrace it felt right. She rested her head against mine. "What would you really like to do?" she whispered. "To kiss you again Tina," I replied. She stepped back holding my hands leading me to her bed. "You can kiss me again my...
It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE TWO Hayley Statten was restless and bored, wondering why she had come to...
I went to a fairly large, high school and was just one of those people that was just in the crowd. I did not play sports and was not in the popular crowd. I had girlfriends throughout school but was just not that much into the social scene. There were a few other girls that I would always notice in between classes, one special one, was named Lana. She was not super popular, but everyone knew her. She was an athlete and would wear short purple nylon shorts around the school. It would drive me...
CheatingReunion Party Hostess Back when we were still in college Kelly and I knew a guy who worked for a catering company. They would stage different types of parties like holiday business parties, class reunions and such. This guy would be in charge of hiringus college k**s to work as waiters, busboys and bartenders. Kelly and I would often work as hostesses for some of theseparties. It was easy work and we always got paid in cash under the table. I want to tell you about the time we were...
Samantha had been looking at the garment bag hanging on the closet door of her motel room all day. She was nervous, yet excited at what Paige, her college mistress, had picked out for her to wear to their Sorority Reunion. The night before had been amazing. Her body was still weak from the powerful orgasm she had while being used by Paige, and their friend, Allison’s 19 year old daughter, Alexis. Sam ordered room service for lunch and rested the activities that night. This night’s reunion was...
BDSMSo if you are reading this then you have either read The Hotel; or haven’t. If you have just ignore this. If not then go back and read it. We left off with my recounting of my experience with my cousin. After that we left for our respective homes and went about our lives. I never forgot what it was like to have slept with my cousin. I made her promise to keep in touch with me and we did. We talked quiet frequently. Most of the time it was about her and her boy friend but every now and...
Robert Sherman had been undecided about attending the school reunion which was for former pupils that had left the school between forty-five and thirty-five years previously.He had left forty years previously and he had left under a bit of a cloud and with a sore backside.Three days before he was to leave the school he and Shirley Watts, they were both aged seventeen at the time, were caught in a very compromising position as his penis was in her mouth.They would both normally have been...
MatureThis past weekend was our class reunion in my hometown. I was so excited to see my old friends that I haven't seen in years. I asked my husband if he'd like to come with me but he said that it was my reunion and that I should have a great time. My sister still lives in our hometown, so I decided to stay with her.On Friday morning I finished packing and headed off for my six-hour drive. One of the organizers set the whole reunion up on Facebook. It was great because we got to know who was...
CheatingFiftieth High School Reunion When I received my Fiftieth High School Reunion packet I almost shredded it along with the other junk mail. I went to my tenth reunion and never went back. I realized that I didn’t like anyone that I had attended school with, I was the youngest member of my class, and I was a nerd. I didn’t know I was a nerd. Not until I saw the movie called Revenge of the Nerds. That was when my wife and finally realized that I was a nerd. I had been sixteen throughout...
The last time I had seen Rose was at our ten-year high school class reunion. In high school, Rose had been the one girl I wanted to date, but she barely even knew I existed. At the ten-year reunion, I confided that I had always had an immense crush on her and that if I had to do things all over again, I would have said as much.To my surprise, Rose told me she had a crush on me as well, but that she had been too shy to approach me. Both of us had gone out separate ways, married and started...
CheatingI went to my high school’s 25th reunion expecting nothing. I was recently divorced and figured I might as well get out of the house, enjoy a trip, have a few laughs. And ended up at a table with two women that had, long ago, been a part of my teenage fantasy life. By the end of the weekend, adult reality turned out to be even more interesting than my adolescent fantasies.One of my old classmates was Beth, a girl I had dated a few times my senior year. I had some very fond memories of goodnight...
MatureThe five of us, Tad, Tim, Ted and Joan and I were all grinning. Joan extricated herself from her three reunion classmates. She lay back splayed on the bed. Her body was flush. Her nipples jutted out from her red tits. Her cunt was leaking cum. She had a dreamy satiated look in her eyes. I climbed on the bed and pulled Joan's sticky body to me. We held each other gently and murmured words of everlasting love and lust. Tad, Ted and Tim got up slowly. They said they had to get back to their rooms....
Wife LoversI often wondered what it would be like to meet up today with one of my old neighborhood friends that I use to suck and fuck with when we were teens. I have a class reunion coming up and would love to see Mark again. How would that be for us to look at one another and remember what we use to do to each other. Could we bring it up and laugh about it, or would he be in denial and not want to acknowledge he had my cock in his mouth and ass. This story is going to be the happy ending story of how I...
School Reunion Orgybypheonixstar82©I am a happily married man, I am 26 I think I am average looking, I have received compliments on my looks before, I am not some buff hot bodied person, I am average. I do however have a few strengths that I like to use, one is my blue eyes, I get a lot of compliments about the deep colour, the other is my ass, I don't get it but the woman like my ass, I think my strongest thing is my personality, I get along with anybody and am usually the life of a party. My...
This past weekend was my class reunion in my hometown. I was so excited to see my old friends that I haven’t seen in years. I decide to stay with my sister while there. I asked my husband if he’d like to come with me but he said that it was my reunion and that I should have a great time. On Friday morning I finished packing and headed off for my six hour drive. One of the organizers set the whole reunion up on facebook. It was great because we got to know who was going to be there. I...
High School Reunion By Debra Darling Debra was the femme name of a fairly conservative cross dresser. She did, however, like to push the envelope on occasion as long as she could do it safely. The company she worked for was owned by a parent company based in Glendale, CA. Debra was visiting on company business and she chose to stay nearby at the Glendale Red Lion hotel. Her evenings were free and she was planning on attending a monthly gathering of drag queens in LA. No one was...
I was sitting in Bennigan's with my wife and my best friend Ben. Ben and I had been friends forever it seemed, at least from the sixth grade on. After we finished eating we sat there making small talk and Ben asked me if I was going to our classes twentieth reunion and I told him that I wasn't. "Hey bud, you really need to go, the things are a blast." "Why would I want to go and see those assholes? Most of them made my life miserable when I went to school with them." "That's the...