This is a fictional story containing sex between an older man and a younger man. If you have a hard time separating fantasy from reality, or if this theme turns you off, you shouldn't continue reading.
The events in this story are loosely based on my personal experiences when I moved away from home. I won't say they are completely true, but they aren't so far from reality either.
Use of this story is strictly prohibited unless permission is granted by the author. If the content of this story is illegal where you live, then stop reading.
If you have feedback on my writing, feel free to email me. hcoboy1987@yahoo.com
Letting Go of Myself, Part 1
Ever since I've moved into my own place I've always been somewhat of an exhibitionist. I love coming home on a Friday and not wearing clothes for the rest of the weekend, especially in the summer months. Living alone has also let me experiment sexually and I've bought all kinds of toys from clothes to butt plugs and dildos.
What do I look like you ask? Well when I moved into my apartment I was 22 years old, 5'10 around 140lbs. I have strawberry blonde hair and blue eyes. My dick is average sized but my most prized possession is my cute bubble butt. It's very round and when I walk it jiggles just the right amount to make any top man's mouth water. I had sex a few times in college and knew without a doubt that I was 100% rock bottom. On a few occasions I was able to have an orgasm without even touching my penis and I took pride in this.
When I got my own place, I was excited to finally be able to buy sex toys. At first I was very shy and I bought a regular sized dildo that was about 6 inches long and average length. I loved it. I'd lube it up every night before bed and fuck myself silly. Over time I noticed that I wasn't getting as much feeling from my "rubber lover" so I then started skipping the lube to create more friction. This was good for a while but it was only short lived. I also noticed that when I looked in the mirror (as I often did being the exhibitionist I am) my hole was getting stretched and it looked more like a woman's vagina. I thought this was pretty cool and I wondered what stretching it more would feel like.
As my fantasies got more intense, I also would get into making my body better. Since I was basically going naked full time in my apartment I figured my body should look the part. I decided that I should remove all of my body hair. Luckily the body hair I did have was light and was mostly on my legs. My chest is naturally smooth and I love it. I got into waxing my legs every few weeks and it made me feel so sexy when it was done. All smooth like a little boy or a sexy woman.
I think it was at this point that I started to get off on feeling slutty. My sessions with my dildo got a lot more wild. Instead of holding inside my moans I found myself moaning loudly. And when they came out they were high pitched like a woman's. I'd also do wild things with my body like get on my back and spread my legs as high and wide as they could go and say things like "here's my pussy daddy, please fuck me". I'd then imagine older men (late 40s to 60s) fucking my brains out all night. The man of my dreams would always look the same: taller than me, beer gut, hairy allover, your typical bear.
I was really horny one night and was browsing my favorite sex shop online and found this dildo called "The Bam". Now, some of you reading this may know what "The Bam" is like from seeing it on video or maybe first hand, but it is a gigantic dildo. I knew I needed something bigger than my current "rubber boyfriend" so I decided to break up with Mr. 6 inch and start a new relationship with Bam.
He arrived in the mail in about 4 or 5 days and I couldn't believe how big it was. The first night I used it I didn't even get close to being able to get it inside. I got the head in once and then it popped out immediately. The moment it was inside was the most intense feeling I've ever had and I just new I'd have to get it back inside me. I stopped for that night as it was getting late and I had to go to work the next day. On the following day, I got home and immediately stripped naked (as usual) and pulled out the Bam. This time I used a lot more lube and knew I'd have much more time to play. After maybe 30 minutes I was able to get Bam in me to stay.
It was amazing. I started to move up and down on it after a while and probably after 10 strokes, my head tilted back, my eyes closed and my mouth opened and a loud "Ohhhhhhh" came out. I had the best orgasm of my life. After that happened I knew I was hooked.
Fast forward about two weeks and I was a completely addicted cock whore. I was able to take it almost all the way down to the balls and I rode it hard and fast while moaning like a bitch in heat. A few times I put on a pair of glittery heels, a garter, and stockings and pretended it was a big burly man fucking me on our wedding night.
Another side effect of my sessions was my growing pussy (I started calling it that after Bam opened me up nicely) I'd become obsessed with stretching my hole out and looking at it in the mirror. I didn't want to be tight anymore. I wanted to be able to take a dick in my pussy as easily as a women does and LOVE it.
As much as I was enjoying Bam fucking me every night, I felt that I wanted to try out the new skills that I had learned on a real person. The problem was finding the right guy. I started talking to guys on gay.com and most of them weren't really into slutty bottoms, which rightfully so isn't such a bad thing. They probably thought I was some cootie queen with a bunch of diseases or something. Also most of the men didn't seem like the type that would really want to take control and be the man and treat me like his bitch. Most of them seemed to be only into plain vanilla sex. Sigh I pretty much gave up on gay.com but soon after I found something else.
I went on to craigslist after I found out that they had a personals section for gay guys and I wondered what that would be like. I was surprised to see that there were a lot of posts on there that were nastier than things I've ever thought of. I instantly knew I was at home :-). Sometimes I would just read the posts on there and stroke my dick or finger myself and get off. It took a lot of time before I mustered up the courage to actually put a post on there. I don't' remember my first post exactly but I'm sure it was something like this.
** Headline: 22 year old Bottom Slut for Older Bear Tops
Looking to hookup with a total top that knows how to put his bitch in his place. I like men who are older, taller (5'10"+), and hairy. I want to suck your cock before you fuck my brains out. **
I'd usually post a few pics of my dick, ass and hole. I never showed my face.
I made that post and needless to say within 5 minutes I had responses from tons of horny older guys that would love to fuck my butt as I described. They usually wanted to see pictures of my face to make sure I wasn't a "butter-face" as they say. I complied.
My only problem now was finding the right man to get with. A few were flakes and didn't respond to any of the messages I sent back and after emailing with those that seemed genuinely interested, I found the perfect guy.
He was an older man named John (I know, I know, so many connotations with that name). Ex married, 6'2, 210lbs and hairy all over. His dick was huge! Probably about 8 inches long and super thick. We exchanged IMs and we got to talking regularly. Eventually we setup a night to meet and get to know each other.
He told me to meet him at a local Starbucks and to wear something cute. I didn't know what he meant by that so I just wore something I'd typically wear on a first date with a guy (a nice shirt with tight jeans and sneakers). When I arrived at the place he was already sitting at a table and I knew right away it was him. I walked over and I saw him look me up and down and I knew immediately he was undressing me with his eyes.
I said "Hey, I'm Elliott" and shook his hand.
He said "You're also 5 minutes late!".
From then I knew I was hooked. From moment one he is already unafraid to show me who's in charge. We made small talk and finally I told him that I wanted a coffee and he agreed. We walked up to the counter and he insisted he order for me. I told him what I liked and offered to pay for mine but he just looked at me and said "I'm the man and I'll be paying" right in front of the cashier. The cashier just kind of smiled and took his money.
After we got our drinks we sat down and I had to ask if I looked like what he was expecting me to look like and he said that I looked even better in person. He wasn't as excited about my clothing choice however.
"I told you to wear something cute", he said.
"What this isn't cute enough for you?", I said.
He chuckled and said "Well it's ok but it could be better if you were showing a little more skin."
I was perplexed. I've never thought anyone would want to see my skin. Being a redhead I was naturally light and didn't think someone like that should be showing their skin.
He followed with, "You have that beautiful light skin. Like a porcelain doll, you should show it off more"
He also said "And those shoes. It's summer, you should be wearing sandals or flip flops. Showing off those pretty feet"
I blushed at that. Hmm so maybe this man had a thing for my feet. Definitely a plus in my book.
I was getting a little hot and bothered with all this sexy talk and I was comfortable with him, so when he asked if I wanted to go for a ride in his car, I quickly complied. I didn't even ask him where we were going in fact, I just hopped in and we pulled out of the parking lot into the night.
As soon as we got about a half a mile away from the place he told me to take off my clothes.
I asked him "Here? Now?" and he said "Yes, right now"
Always being in the mood for an adventure I pulled my shirt over my head first showing my sexy smooth chest and dime sized nipples and then took my shoes off. I undid my belt and pulled pants and underwear down to my ankles and sat their looking at him.
He looked at me and said "That's not naked bitch, take everything off"
Giggling I took my socks off and slid my pants and undies off and threw them in the back seat.
He smiled and said "That's better"
After a while, I asked him where we were going and he said he was taking me to his house where I'd hopefully spend the night with him in his bed. I immediately sprang a boner at that, thinking of all the potential things that could happen with this man in one night.
After about 15 minutes we arrived at his place. A modest two bedroom house in a middle class neighborhood. Seeing it kind of made me like him even more, knowing that he's not a rich snob but at least lives in a respectable place. We pulled into his driveway and parked.
He looked over at me and said "Home sweet home" and got out of the car.
I started to put my clothes on and he came around to my side and opened my door and pulled me out.
I said "What the hell are you doing! We're gonna get arrested"
He just said plainly "It's late and nobody around here cares. It's not like you're ugly to look at or something. If anyone sees they'll probably be happy they got a show"
He didn't even retrieve my clothes from his car and walked me into the house totally naked. As soon as we got inside I felt his hands on my hips and I stopped walking. He started smelling my hair and groaned and then started kissing my neck and licking my ears. This got me really turned on and i leaned back into his body while he kissed me. Finally he turned me around and we were looking into each other's eyes. Me roughly 4 inches shorter than him looking up at him and smiling while he was looking back at me like I was dinner. I loved it.
He broke the stare and pulled my head to his face and started kissing me really rough and darted his tongue inside my mouth. I was moaning lewdly as he treated me like his toy. I threw my arms around his neck and he lifted my left leg in his hand and stroked my smooth thigh. I moaned really load when he did this and he must have known I liked this because he went for my other leg and i jumped up into his arms.
There we were in his living room. Me and my smooth body wrapped up in this man's big strong hairy arms. My legs wrapped around his waist as his tongue explores my mouth. He moved down on my body to my neck and I felt him biting my neck. I asked him what he was doing and he said he was "Marking his bitch for the night" This drove me crazy. Being branded as his little fairy whore.
We continued kissing as he walked me to his bedroom and through me on the bed. He commanded me to get his cock out. At this point he was still totally clothed and I was totally naked. I kind of liked the whole vulnerability of it. It was a huge turn on.
Once I got his cock out, I started to lick the head and swallow it in my mouth. He took a step back, pulling his cock out of my mouth.
He said "Did I tell you that you could suck my dick slut?"
I frowned and said "No but I couldn't help it"
He looked at me puzzled. "Couldn't help what? You saw this big dick and couldn't wait to get it in your whore mouth? Yeah I knew it. Your'e just a faggot who needs a man like me to treat you the way you want. Let you go wild on my big cock and do all the dirty things you can dream of. Is that what you want?"
It was crazy. This man knew me better than I think I knew myself. I just said "Yes, sir"
He stopped me and said "Whoa! Whoa!. I may be in charged but don't call me sir. You are to call me daddy. Daddy sounds so much more loving and that's what I want our relationship to be, a loving one."
I loved this and said "Yes daddy"
The he said "Ok then bitch, well if you want this dick then you better come get it."
I hopped off the bed and then he stopped and told me to crawl towards him.
I giggled at this and started crawling, but every time I moved forward, he would take a step back. This continued until we were completely out of the bedroom and in the kitchen. He leaned back on the kitchen counter and stopped and let me catch up to him.
Then he said "Now suck me you little slut!"
I complied and took all 8 inches of his dick in my mouth to the balls. I think he was surprised as he let out a loud growl. He started thrusting hard and fast in my mouth before telling me to suck his balls. I did this for a while and then he told me to try to do a handstand facing him. I did this and started to fall towards him and he caught me by my legs and picked me up off the ground. It was amazing what this man could do. He lifted me until my ass was in his face and my face was at crotch level and he started eating my boypussy as I continued to suck him off.
I couldn't believe what was happening. This man was doing things I never even thought of and this was our first night together. Who knows what was to come. He pulled me off his dick and put me down gently on the small table he had in the kitchen.
He said "You're pussy was nice and wet and open for me baby. Not tight like some of those virgin boys"
I wasn't sure how to take this. "Is that OK with you?" I asked.
He licked his lips and said "Baby it's more than OK. It's what I prefer. I don't want to have to loosen you up or take it slow. I just wanna slide in that honey pot of yours and I know there won't be any pain for you, just all pleasure"
I knew this man was a keeper when he said that. So being the slut I was, I leaned back and spread my legs high and wide and asked "So when are you gonna put it in my pussy stud?"
He smiled and said "I thought you'd never ask baby"
With that he pulled his pants down to his ankles and pulled me to the edge of the table. In one swoop he put his dick inside my pussy and it made my eyes roll back in my head. While I say his dick looked big, it felt probably twice as big if that makes any sense. While I've had much bigger things in there (my Bam dildo) it seems that a live dick made it even better. He was pistoning in and out of me like an A+ top. I of course was moaning like crazy.
He looked down at me and knew I was loving this even more than he was. He looked at me and said "Yeah bitch let it out. You are safe with me, become the whore that you want to be. Moan for me bitch! Tell me what you want!"
"I want you to fuck me stud! And then when you fill my pussy. I will want it again and again and again" I said.
He said, "I knew you'd be like this from the first time I saw you. A nasty bitch that will do anything to get her slutty coin slot filled. Well here you go baby. Wrap your legs around me. You're in for the ride of your life".
I did what he said and wrapped my whore legs around his still clothed back and just let myself go. I said things that seemed like they weren't me "Give it to me stud, make me your bitch, fuck your pussy. Take me to heaven stud!" But I guess after all this is what I had really wanted. A man to fuck me so good and hard that I lost control of any inhibitions that I once had.
I felt my orgasm building and finally I shot my load all over my face chest and tummy without even touching my cock. He kept going and it seemed like he had amazing endurance. He kept fucking me for a good 10 minutes after that and when he started to cum I couldn't believe it. I was having another orgasm! This man was amazing!
He shouted "Oh I'm cumming bitch! Take my load inside you and have my baby!"
I replied with "Oh yeah honey give me your load! Make me pregnant!"
After he came he collapsed over me, sweat dripping onto me to combine with my cum on my body. I was totally spent. He whispered in my ear and told me that he loved me and surprisingly I told him that I loved him too. This was all happening so fast but interestingly it didn't feel wrong either.
He picked me up and carried me into the bathroom and joined me for a shower. We soaped up and shared sweet kisses and then stepped out and dried off. He told me what side of the bed was mine and I hopped in.
Needless to say, the night didn't end there. We fucked 3 more times in his bed in different positions: I rode him, he picked me up in his arms, put me on my belly and finally finished in our new favorite style, missionary.
When he finally drifted off to sleep, I glanced over at the clock. It was 3am. I couldn't believe everything that happened tonight. I eagerly awaiting the next morning and hopefully the beginning of my new life with my new horny stud.
End of Part 1