DISCLAIMER:
This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Author's Note:
This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re- post them at your own site, please contact the author for permission.
If it is illegal to read such material where you live or if you find the topic distasteful the please leave now. If you enjoy the story or if it evokes memories of your own, please let me know. I am happy to write stories from outlines.
Copyright 2012 Wolf, All rights reserved.
You may contact me at whitewold999@icqmail.com if you like. All flames will be ignored.
Rick's College Outing 3
First Job 2
By
Wolf
The night Barbra saw me getting fucked by that big burly guy and fled back to her apartment ended my relationship with her. She would no longer answer my calls. Her phone gave her the name and number of incoming calls, so she would simply delete any message from me. If I went to her apartment building and paged her, she would not ring me in.
As much as I tried to convince myself that I was still straight or at least bisexual and was deeply in love with her, I could not accept that I was truly a faggot.
The guy that had outted me to her was named Bob. He lived in the same apartment complex as Barbra. He had gone so far as to buy female stuff and put them in his guest room. One day during the fall he was planning a football party for a group of his buddies, and wanted me to service his guests during the games.
When I arrived, he buzzed me in, but I decided to make a detour to her door. She refused to open her door for me, and started yelling at me to go away, loud enough to be heard throughout most of the complex. She started adding insults like, "GET OUT OF HERE FAG, I DON'T DATE HOMOS, OR QUEERS! I was shamed so much that I slinked away with my head down. I made my way to Bob's place.
It was early Saturday morning, when most of the people were probably just getting up. Bob answered his door in his underwear. He simply returned to his kitchenette and sat down to continue eating breakfast. His greeting was supplely, "Get in here cocksucker!"
When I entered he turned his chair sideways to the table and said, "Get on your knees, I need you to take care of this morning wood! While I tell you what I expect of you today while I finish breakfast."
He told me that I was going to be his waitress today for the first round of NFL championship football games on TV today. He was having 6 of his poker buddies over to watch the games and drink some beer. He insisted that I go to my room and prepare myself like a 'Hooter's Chick' to service his guests. I had been servicing his friends even before he had outted me to my girlfriend Barbra.
It was still a struggle to convince myself that I was a bisexual, because when I dated Barbra or any other girls I was finding it harder to perform sexually, because when I tried to penetrate their pussies I would have to struggle to keep it hard enough to get it in. The only way I could get through the sexual act was to think about the last fat cock in my mouth, filling it with cum. I have to work hard to cum, but often do it before the girl reaches her climax. Usually he would be reduced to having to get them off by going down on them. Barbra was not the only one to comment that I was the first guy to go down on them after depositing cum in them. They agreed that it felt good, but often never agreed to a second date.
Here I was on my knees sucking Bob's cock and balls. That took about ten minutes, while he finished his breakfast. I assumed that he was close to cumming, and would be done for awhile. At that point Bob said, "We are going to have to work on your French kissing today!"
I thought that was great, I could handle kissing a man more that sucking his cock. I could even deal with doing that better while dressed up in full drag rather than in my normal street clothes. I pulled my head away from his cock and moved up his body, planning on kissing his mouth.
He put his hands on top of my head and stopped me, "Where are you going? I'm not going to be kissing you. I'm not gay! I want you to practice on my asshole!"
He scooted his butt right to the edge of his chair, draped his legs over the arms of his chair exposing his hairy asshole, and forced my head down under his butt. He even reached around his thighs to pull the cheeks of his ass open. He commanded, "Get down there and use your tongue like a good 'Hooters Waitress! I don't want you to embarrass me in front of my poker buddies today."
I couldn't refuse his command, so I buried my face in his hairy ass. He told me to stick my tongue in his asshole and wiggle it around inside. From time to time he would reach down and spread his cheeks, so that I could get my face closer and my tongue deeper. At first I thought it was gross but eventually I got used to it. Right when I was getting used to the taste and smell, he started moaning and jacking off. When he suddenly straightened up, pulling his butt away from my mouth. He squirted cum all over my face and hair.
While he cooled down, he said, "This is going to be a great party, because there is nothing you can't do to please the guys. You are going to provide exceptional service today. Now get in your room and prepare yourself for the party."
I retreated to the room where I shaved close twice with a new safety razor to start the transformation from Rick, a blond 20-year-old male into Rickie a blonde 20-year-old bimbo that lives for cock. To make sure I got all my hair off of my body I grabbed a jar of Nair and rubbed it all over my body from my neck to my ankles. I waited for it to do its thing before rinsing it off in the shower along with the remaining hair. The last thing I did was shave my pubic hair into a landing strip above my cock like women do. When I was satisfied that I was hairless, I sat in front of the vanity and plucked my eyebrows like I had been taught by Barbra for the Halloween party. I put on my skull cap and started putting on makeup. I can proudly say that I was getting pretty good at it. Sexy stockings and garter belt was the next thing to put on. I picked up my foam latex breasts and painted them with adhesive before setting them aside for the clue to dry. When the glue was tacky I attached them to my chest. Then I selected a demy bra that would hold up the breasts without covering the realistic nipples. I selected a skirt that was popular during the sixties called 'Cool-lots.' They were pleated skirts what were as much shorts as a skirt. Of course the crotch was cut out for east access. I clued my cock and balls back between my legs as usual before putting in the black thong. Then I put on the orange T-shirt and tied an overhand knot with the bottom of the shirt under my breasts. The last touch was to take the blonde wig off the foam head and put it on my head. I cemented the temples down to hold it in place. I stepped into my pumps as I headed for the door.
Bob was busy placing bowls of chips and nuts around the room. He had a cooler full of beer sitting on the kitchen counter. He looked at me and said, "You look great Rickie" as he approached me and pulled up the back of my skirt to show off more butt cheeks. "This is going to be a great party today. I want you to greet the guests with a cold beer for them and welcome them like you mean it! You will do whatever they ask of you from feeding them to sucking their cocks. There are two games today, the first at one and the second one at five. You will be on duty until they are gone and the apartment is clean."
He said, "You knew four of the guys that were coming, you have serviced them before. The fifth guy is a friend on one of the regulars who works on one of the floors of the building you and Barbra used to work at. I understand he used to be a jock n his day, he played college football someplace I understand."
A short time later the guys started arriving. As the buzz for entrance I rang them in and had beers ready by the time they made their way to his apartment door. The first to arrive was Chuck. I had sucked his cock several times at the poker parties. He was not bad at all, and he had a rather short and thick cock, but very large balls that produced a large amount of cum. The first time I blew him, I thought I was going drown. Now I know what to expect and swallow right away as I pull back to make room for the flood. I handed him a beer and welcomed him to the party.
As he walked past me he said, "You look nice Richie!" (The girlie name Bob had given me.)
The next to arrive was Tom, a tall slender guy, with a long thin cock, average in every way. Followed quickly by Sam, a short muscle bound guy. He was a guy that gets off being rough with me, while I was serving him. His cock was short and thick also.
Gilbert was next one to arrive. He was the guy that convinced me to dress up for the Halloween party as a hooker along with Barbra while he went as a pimp. That started my transformation from Rick to Rickie. He was the one that brought a guest along.
When I saw him I could have died. He was my old boss at the ad agency, Kevin. He was a big no nonsense kind' a guy, that always got his way. He was six-foot three and 230 pounds of muscle. He was in good shape, as a result of running daily and working out at 'Gold's gym.' He was not married and always had a sexy piece of eye candy on his arm at all public functions. As he entered he looked me up and down, and then addressed Gilbert, "Nice touch!"
I had no idea if he recognized me or not. Dexter didn't identify me as if I was just a servant as he passed me. He simply said, "Yes...Bob knows how to do things right!"
I had no idea how this was going to work out. I handed each of them a beer without talking, for fear that I would be recognized.
They were the last to arrive, so I followed them into the room with the wide screen television. Everyone was standing around talking to each other. The Fox pregame show was on. Chuck caught my attention by lifting his bottle of beer in the air. I went to get him a fresh Miller's out of the cooler and handed him the fresh bottle while taking the empty from him to discard it. He grabbed my arm and pulled me in front of the guys and started manipulating my breasts while standing behind me. He used one hand to feel my breasts while he pushed his crotch against my backside. His actions embarrassed me terribly, causing my face to blush.
Kevin and Gilbert simply stood there watching until Chuck backed away from me with a bulge in his pants. He had his hands around my waist, and pulled me along with him as he headed to my room. He made a bold announcement, "RICKIE AND I WILL BE BACK IN A FEW MINUTES!"
As we entered my room he closed the door and pushed me to my knees, as he fished his cock out of his pants. He said, "Let's make this quick, I don't want to miss the opening kickoff!"
I set about swallowing his cock right to the root and used my tongue around the head. He grabbed my head and started fucking my face. In four or five minutes he was moaning and shooting in my throat. Then he pulled back and filled my mouth up before he pulled out and shot cum all over my face, some dripped down on my orange T-shirt. I was swallowing as fast as I could in an effort to keep as much of it in my mouth.
When he was finished he put his cock back in his pants and zipped up. He grabbed my lipstick off the dresser and told me to fix my lips before returning to service the guys. When I checked my face in the mirror I was shocked to see cum all over my face and wet spots on the T- shirt. I reached for some tissues to clean my face and wipe the stuff on the shirt, but Chuck stopped me and said, "Just fix the lips!"
I rolled up the lipstick and applied it to my lips as instructed. He grabbed my arm and led me back into the other room, where the guys were settling down to watch the start of the game. They were arguing about the prospects of the outcome of the game. They were about equally divided between the two teams. They were boisterous supportive of their teams, but when there was a lull in the action of a commercial they all wanted beers or refreshments. From time to time one of the guys would demand that I knee between their legs and give them a blowjob. After the first game they relived themselves one at a time in the John.
There was very little time between games, so that interrupted their victory chest thumping or complaining about critical calls that cost their team the game, to start selecting their team for the second game. Some of them insisted that I suck their cocks while they casually argued about point spreads. During the course of the game when there was an exciting play, they would come up out of their seats. If I happened to be sucking them off, I would get a cock rammed down my throat or fill to over flowing with a sudden burst of hat cum. As the game came to a victorious close for the home team Bob and Kevin were adamant about a victory celebration by Bob fucking my ass while Kevin fucked my mouth. Until that moment I don't think Kevin recognized me.
While Kevin was ramming his cock down my throat he suddenly asked, "Aren't you Rick, the guy that used to work for me?"
I had to admit that I was his ex-employee.
I could see the recognition of the scandal that had led to my dismissal. There was a glint in Kevin's eye that promised to prove to be interesting. As the guest left I had to clean up the mess, vacuum the floor, wash the dishes and air out the apartment, because it reeked of the stale cigar smoke. As I was finishing the restoration of the place, Bob told me I could go home as soon as I finished, but when I was about to head for my room to change back into my street clothes he stopped me. He insisted that I go home dressed like the whore I was!
The thought of returning home looking like a cum spattered whore was truly embarrassing for me, but I did as told. As I headed from the gated entrance to the apartment complex's parking lot, luck was unkind to me, I walked right into Barbra and her girlfriend as the returned home from jogging around the local park.
The conversation between the two women was interrupted as Barbra surveyed the cheep looking attire I was wearing, and observed the dried cum spots all over my wig and T-shirt. She showed nothing but contempt for me as she continued walking towards the entrance. As they passed me I heard the other woman ask, "Do you know that person?" Barbra's curt response was, "I never saw that faggot before!"
I was crushed and humiliated as I got into my car for the trip home. Being unemployed at the time, my financial situation was rather desperate. My car had been neglected for too long. On the drive home the car had been difficult to start for some time, and it chose that time to suddenly shudder and come to a shuttering stop. I had to push it to the curb by myself. While I was struggling to move the car a truck stopped behind me.
The truck was a city landscaping crew. It was a crew cab pickup filled with tree trimming equipment and pulling a trailer that was a wood chipping machine. The four passengers piled out of the truck, thinking I was a woman having car trouble. As the approached my car they eventually realized that I was not a woman. Just the same they helped get my car off of the road. One of the guys opened the door and released the hood, as a second guy opened the hood. While one tried to start the car the second guy had his head under the hood looking for the trouble. The other two guys huddled around me. Eventually the guy under the hood announced that he found the problem. Apparently a wire had come off my alternator. The car had been running off of the battery. He attached the cable, and announced that they would have to jump start my car. They told me to leave the car running until the battery was fully charged. Having started my car they insisted that I should repay them with blowjobs.
I was in no position to refuse them, because any one of them could have beaten the shit out of me. One by one they escorted me into the bushes alongside the road. As soon as I sucked the cock of one, he would return to the road and the next guy replaced him. The fourth guy to join me in the bushes was the leader of them. He wanted more than a blowjob. He insisted that I present my backside to him. As he flipped my skirt over my back he pulled down my thong clear of my butt. He rammed his thick cock into my ass roughly. It hurt like hell the way he fucked me, but I only whimpered while he fucked me. When he was done he walked me back to the road while I was pulling up my thong and striating up my clothes. My T-shirt had added cum spots on it.
The crew waited until my car was moving down the road before they climbed back into their truck. While I was driving home I was trying to convince myself that all of the sex was not my fault. Bob had been blackmailing me into be his sexual slave, and the work crew would have raped me if I hadn't done as they wanted. As much as I tried to convince myself that it had not been my fault, I also had enjoyed the sex, even the last hard ass fucking.
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to whitewold999@icqmail.com