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Introduction:

Maddie expands her sexual knowledge
My Life and Other Pleasures 2
Having checked in on the twins, who were fine, I walked into Stevens study still hot from the memories that I had resurrected. He was sitting on the overstuffed couch that he loved to sit on after a long day reading a magazine. I approached and stroked is hair from the front before giving him a long kiss.
“What’s that for Maddie?” he asked looking puzzled.
“Just for being you.” I responded by slowly dropping to my knees. When Steve came home from work at the hospital, he always showered and put on a pair of loose gym shorts. They weren’t very attractive but he was comfortable in them. Pulling them down I started to run my tongue up one side of his semi hard penis and down the other. He became hard almost instantly. Steve was gifted. Almost seven inches long and with a healthy girth to match. The first time we slept together, it felt like I was a virgin again, only he was gentle and attentive. Wrapping my mouth around the head, I sucked gently while slowly licking the tip of the head with the tip of my tongue. In one smooth action, I took as much of his cock as I could in my mouth. It wasn’t much, just a few inches, but he enjoyed it. It brought back more memories……
Summer 1999.
Jennifer and I had just graduated high school and were enjoying the summer before we started college in the fall. My parents gave me a car a graduation present. It was an old piece of crap, but it was mine. Jennifer and I had worked jobs during our school breaks, and saved a few dollars, so we decided to get a small apartment together. It was small and gross, and our parents objected to it, but we wanted to be independent. We knew that we would have to move home again when we started school, but for the summer, we would be adults.
“Jennifer?” I said stepping on a cockroach, “It’s your turn to make dinner.”
“I’m busy Maddie!” she yelled.
I was angry. It seemed that I was the only one that was making an effort. When I walked in to our shared bedroom, Jennifer was crying. Paul had told her that he just wanted to be friends and cut her loose. Jennifer had thought that Paul was her forever guy and she was devastated by what he told her
“I thought that we’d be together forever” she sobbed “I thought that he loved me”.
“He’s a prick and doesn’t know what he’s losing.” I told her walking over to her bed. She was sitting Indian style on the mattress and looked a mess. I pulled her close to me and hugged her. “You can do better hon and you will.” After she loosened her arms from around my hips, I laid her down and lay next to her. Holding her close to me, I stroked her hair until she stopped crying and fell asleep. Giving her a quick peck on the back of her neck, I soon dozed off next to her. I wasn’t angry at her anymore.
In the morning, Jennifer slipped out of bed and made breakfast. Giving me a gentle kiss on the lips awoke me. She still looked like a mess, but wasn’t crying.
“Good morning sunshine” she said forcing a smile. “We only had a few eggs and some cheese, but I think you’ll like it.”
“I’m sure it’s great Jennifer” I told her still wiping the sleep from my eyes as I sat up in bed. It was great. We sat on her bed for a few hours and talked. She cried a lot more, but it seemed to get it out of her system. She was going to be ok.
Around the last week of July a guy that I remembered from school stopped in at the gift shop that I was working at. His name was William and to say the least, he was gorgeous! 6 ft. tall, nice build and very popular. After browsing for a bit, he approached me at the counter.
“Hi. Madelyn isn’t it?”
“I prefer Maddie” I told him trying not to blush but the silly smile on my face betrayed me.
We talked for a while and then he asked me if I’d go see a movie with him. I accepted. I was so excited. The only boy that I had dated to that point was Matt.
When I returned to the apartment, I screamed, “Jennifer I have a date tomorrow night! Do you remember William from the football team? He wants to take me to a movie!” I was acting like a stupid school girl.
“Are you planning on sex?” she asked with a serious look on her face. “He’ll expect it.”
“No. I made Matt wait and this guy will be no different.”
“Maddie he’s a pussy hound. All he wants is a quick score. If you don’t let him screw you, he’ll just toss you aside. He’s a punk just like Matt.”
“I don’t think so Jennifer. He was so sweet.” At the time I just figured that Jennifer had a bad opinion of men because of Paul. I should have listened to her.
“You have much to learn girlfriend.” She said while stirring dinner. Jennifer was a great cook and dinner was great.
After dinner, we watched a little TV. Paul had left about a 12 pack of beer in the fridge, so we put a few in a large bowl with ice and retired to our bedroom. After we had both had a few, we were quite relaxed and feeling gabby.
“Ok Maddie. If you’re going to go out with this prick, you need to know a few things. He’s a hound and nothing more. If you’re not going to give up pussy, you’re nothing to him.”
I protested to her, “Jennifer you’re not going to start that crap again are you? He’s a good guy.”
“Maddie, I went out with him about a year and a half ago and he was all hands. When he tried to push sex on me, I told him no, so he dropped me off at a convenience store asking me to get him a soda and then just drove off. You remember when my parents called to find out where I was? I was walking five miles home.”
“He’s different now.” I said buzzed and a little upset.
“Ok Maddie. If you’re going to go out with him, maybe I can save you a long walk home.” With that she reached into her night stand and retrieved a small dildo. “If he pushes that you two need to have sex, just offer to give him a blowjob.”
“Put his penis in my mouth? That’s disgusting! Why would I do that?!”
“Trust me Maddie. It’s not as bad as you think.” Jennifer then placed the dildo in her mouth and slowly started to move it in and out. Soon she had deep throated the whole thing. With her lips tight, she withdrew it and handed it to me. “It’s your turn.” Seeing the revulsion on my face, she said with a smile, “Remember when you went down on me the first time? I’m sure that you thought that it would be gross, but you seemed to enjoy it once you were done.”
She was right. The taste and smell did scare me a little but overall I really enjoyed the pleasure that I was able to give her.
“Guys love blowjobs. Some like them better than screwing. “However” she said cautiously, “you want to try this with an older guy. William is just looking to bust a nut.”
“Jen, don’t start this again.” I said cracking open another beer. “He’s not Matt and I don’t have your reputation.” It was the wrong thing to say.
“I didn’t deserve that Maddie!” she said harshly and grabbed a beer while walking out of the room.
Shit. That was stupid of me. She was still hurting from her break up with Paul, and I more or less just called her a whore. I finished my can and went after her. I had a great buzz and wasn’t sure what to say. Jennifer was standing in front of the kitchen sink sobbing gently when I approached her from behind and tried to wrap my hands around her at the shoulders. She resisted for a second, but I finally got my arms around her.
“I’m sorry Jen. That was a very wrong thing for me to say.” I kissed her on the side of her neck and she responded by gently gripping my forearms.
“We’re OK Maddie. I’m just in a bad place right now.” Turning in my arms she kissed me and we went to bed. She slept as I held her and we both slept great.
Friday night came and William picked me up at my apartment. We had dinner at the Chinese place and then went to the movie. He was all hands. After putting his arm around me, he tried to reach into my shirt. I played it off while putting his hand back on my shoulder. A few minutes later he slowly reached his other into my lap trying to massage my crotch.
“William, stop.” I whispered at him. He pulled both of his arms back and folded them on his chest.
Once the movie was over he drove me to the local make out place. He was a great kisser and when he tried to play with my breasts I allowed it. As I’ve said before, my breast were tiny and he seemed to grow bored with them quickly. Again reaching down to my crotch, I brushed his hand away. “William, stop!”
“Maddie you’re so hot I just want to feel you.” He said breathing heavy.
I thought that now was my chance to try giving a guy a blowjob.
“Will you’re not going to get pussy tonight.” The pissed look on his face reminded me of what Jennifer had told me about being dumped far from home. “How about I give you a blowjob to calm your sex drive down some?” He perked right when I asked him. Before I had a chance to say another word, he moved his seat back, unbuckled his belt, and unbuttoned his pants.
Repositioning myself, I Just told him not to do “it” in my mouth. “No problem Maddie” he said with a huge smile.
With that I unzipped him and tugged down the sides of his jeans. He wasn’t wearing underwear and there it was. He was rock hard and ready to go. I picked it up with my index finger and thumb and looked at it for a second. It was bigger than Matt’s and had pre-cum leaking from the tip. I was really grossed out. With my other hand I used a finger to wipe the slimy looking stuff off of the head and wiped it on his pant leg. Still holding it with two fingers I then put just the head of it in my mouth. Pulling my mouth back I drew up another drop of per-cum. When my tongue touched it I gagged a little but got over it pretty quickly. Going back down, I was able to take in a couple more inches. Jennifer was right. This wasn’t bad at all. Although he was rock hard the skin was baby soft and smooth. My biggest issue was that stuff came out the end of it. After a few more slow strokes I was able to get almost all of his nearly six inches in my mouth. I tried to be careful, but sometimes I would get a little toothy, especially on my up stroke. When my teeth would hit the rim of the head, Will would understandably wince a little. After another minute of this, I was actually enjoying myself as I pumped up and down on this hard organ that was going deep into my mouth. I was no longer holding it with my fingers; instead I used that hand to rub and massage his hairy balls and sack gently. The new sensations I was experiencing were fascinating to me. The feel of the head as it rubbed against the top of my mouth to the back of my throat. The shaft and head along my tongue as I moved it in and out of my mouth, so soft yet so hard at the same time. Even though I was pleasuring Will, I was starting to become aroused myself. Being a naïve 18 year old I was not prepared for what happened next. As I continued to pleasure him, I noticed that he was getting harder and his sack was starting to tense up. I thought to myself, I must really be doing this well because he seems to be really enjoying it. I felt his penis jerk in my mouth and a jet of semen splashed on the back of my throat. I immediately pulled it out of my mouth and vomited on his lap and still ejaculating organ.
“WHAT THE FUCK!!!” he yelled hands in the air. “WHY DID YOU DO THAT?”
Looking at him while I wiped my mouth clean I responded “I told you not to do that in my mouth!”
“It just happened. I didn’t have time to say anything! FUCK!!” With that he opened his door, stepped out and brushed off as much of my vomit as he could. He didn’t think that I could see him, but he was gagging a little as well. Using a couple hands full of dried leaves from the ground he cleaned his hands the best he could and got back into the car. “I’m sorry I yelled at you Maddie.” He said. Not sorry that he came in my mouth and betrayed my trust just sorry that he yelled. What a pig.
“Just take me home.” I half expected to be dropped off in the middle of nowhere like Jennifer was, but he drove to my apartment and parked right in front. Reaching over to kiss me, I pulled back and said “Are you fucking kidding me?” Getting out of the car, I slammed the door shut and walked up the walk to my front door. To his credit he did wait until he seen me unlock the door before he peeled out. Jennifer was waiting inside with a beer in one hand and a bottle of mouthwash in the other.
“Which one would you like first?” She was unable to hide the smile on her face seeing my disheveled hair and blood shot eyes.
“It’s not funny Jen” I said grabbing the mouthwash and heading for the bathroom. Once there, I saw myself in the mirror and vomited again. I used the mouthwash, brushed my hair and exited the bathroom to see Jennifer’s smiling face with the beer still in hand.
“I told you so Maddie” she said handing me the beer.
Taking the beer from her, I opened the can and proceeded to guzzle the whole thing. “I need more.”
“Drink up. There’s plenty more in the fridge.” Paul had shown up looking for a quickie with a 30 pack in one hand and a boner in the other she told me. They made out for a few minutes and then she told him, “Let’s just be friends”. When he protested and tried to take the beer, she told him leave it or I start screaming rape. He had left disgusted. Jennifer was defiantly feeling better.
Taking another from the fridge, I guzzled most of it before I let rip a belch that I’m sure woke the neighbors.
“Feel better Maddie?” she asked with the stupid grin still on her face.
“No.” I said finishing that one and grabbing yet another.
We drank ourselves silly that night as I told her how the date went. By the time we both passed out, there was a large pile of beer cans on our makeshift coffee table.
In the morning we both felt like crap. Taking turns vomiting in the bathroom, we tried to make the best of it. We both showered got ready for work and went about our day. At work that day, I dealt with the usual assholes. My head was pounding from the night before but I couldn’t forget the advice that Jennifer had given me about a blowjob. I needed to try it with an older guy. Then an idea hit me. Uncle Rob.
For those of you that don’t remember, Uncle Rob is no relation to me at all. He is a friend of the family that treated me like a niece. Uncle Rob was the guy that let me and Matt have sex for the first time at his house. However, Uncle Rob is a drinker. Not a sloppy drunk, just a guy that enjoys his beer. He works with my mom, and although she doesn’t approve of his behavior, she trusts him with my life. I still remember days when I was younger that he would threaten to whip my ass if I didn’t get off of the street that I was playing on, and I respected him for that. Knowing that Uncle Rob worked the same hours that mom did helped my idea. Uncle Rob liked his beer and knowing his physical appearance, I figured that If he off at six, then he would have at least 4 beers in him by 8. The next evening I told Jennifer about my idea.
“Are you nuts Maddie?” Jennifer asked with a surprised look on her face. “He’s old and gross.”
“Why is he gross Jennifer?” I asked. “Yes he’s more than twice my age, but why is he gross? You’ve met him, he’s a handsome guy. Why is he gross?”
“Maddie he’s gross because of his age. It’s like blowing your grandpa.”
“That’s messed up Jen. He’s a great guy. You said that I needed to try a blowjob with an older guy and I’m going to.”
“I was talking about a guy that was 22 or 23, not in his 50’s.” She said still looking amazed at what I had told her.
“He’s only 44 and I’m going to do it.” I said not wavering.
Jennifer gave me a disgusted look and went to our bedroom. Giving her a few minutes, I followed her in.
“Look Jen, I know that you are just looking out for me, but I think I have it right this time. Yes he’s much older but he’s a great guy and he’s safe. Besides, he’ll probably say no and send me home anyways.”
Jennifer looked at me and said “I hope your right this time.” She smiled and gave me a hug. “Knock’em dead this time babe.” I gave her a quick kiss and walked out of the room closing the door behind me.
I sat in the living room for a few minutes trying to get my nerve up. I couldn’t believe it but my hands were actually shaking. Finally deciding to just get up and go, I walked out the front door and got into my car. I sat there for a few more minutes, started the car and drove until I was about two blocks away from his house. That gave me a few more minutes to walk and think about the best way to approach him. Walking up to the front door I looked at my hands. Lord, I was shaking like a leaf. Twice I lifted my hand to knock and twice I chickened out. The third time was a charm and I meekly knocked. I was so nervous I could feel my heart thumping in my chest.
The door opened and there he was. He had a beer in one hand and a cigarette in the other. “Maddie? What are you doing here?”
“May I come in Uncle Rob?” I said with a slight shakiness in my voice.
“Of course you can.” He said, “You know you are always welcome here.”
I walked in and he peeked out the door to see if anyone was with me. Satisfied that I was alone he closed the door behind him.
“So what brings you over hon?” he said taking another swig of his drink.
“Any chance I can get one of those?” I asked pointing to his beer.
“Sure, but if your mother smells it on you, you didn’t get it here.”
“Oh you don’t know do you. I have an apartment with my friend Jennifer for the summer.” With that I walked into the kitchen and retrieved two beers from the fridge. One for me, and a fresh one for him. Help loosen him up just a little more I though.
I sat on the couch and he sat in his recliner. I could tell he had a buzz going and the beer that I was drinking was starting to relax me. We engaged in small talk for about 15 minutes then I went to the kitchen for two more cans.
“Easy on those Maddie, you do have to drive home.”
“I know Uncle Rob, I’ll be good.” I said definitely feeling looser. About half way through the second beer I finally decided to go for it.
“Do you remember a couple months back when you let me and my boyfriend use your bedroom?” I asked barley able to maintain eye contact.
“Are you kidding? I was a nervous wreck the whole time I was gone.” He chuckled. “Was it at least worth it?”
“Actually it sucked.” I said wrinkling my nose. “But that’s what I wanted to talk to you about.”
Turning slightly pale he looked at me and asked “You’re not pregnant are you?” When I told him no and laughed, his color returned. “Damn girl. You scared the shit out of me for a minute.”
Still laughing slightly I started again. “What I wanted to talk to you about is paying you back for letting us use the house.”
“And how’s that Maddie?” he asked looking curious. “What did you have in mind?”
I started to stutter for a moment trying to pry the words from my mouth. “I’d really like……. Well I want…. Can I ….. “
“Spit it out Maddie” he said growing impatient.
“Uncle Rob, I want to give you a blowjob.” I couldn’t believe that I just blurted it out like that. My face was flushed with embarrassment. I just looked down at the floor and expected him to tell me to go home. His reaction really surprised me.
“Ok.” I was in shock. “When you came here last time, you stated that you were 18 and an adult. You are also very beautiful women. You’ve made a decision and I’m not going to object to it. At my age a hot chick like you offering to suck my dick is an honor.” He actually blushed a little with that.
“Thank you Unc……” He cut me off.
“First of all, don’t call me that. Just Robert or Rob is fine. The uncle thing is a little creepy.”
“I understand” I said still trying to look him in the eye. “How do you want to do this?”
“Depends, would you like to be on your knees, or on a bed?”
Uncle Rob had hard wood floors so I chose the bed. Leading me into the same bedroom that Matt had taken my virginity, he lay down on the bed and invited me to join him.
“Rob, walk me through this. I want to know how to do it best.”
“No problem Maddie. Run your hands up my legs gently then down again. Grab the bottom of my shorts and pull them off. Ok, you’re doing great. Now run your hands over my underwear and across my cock. Don’t forget the balls. They like attention as well.”
As I followed his instructions, I could see him getting hard through his underwear. It must be the cloth I told myself. He can’t be that big.
“Ok” he continued. “Now pull my undies off.”
Reaching up to the waist band, I pulled them down and was shocked. Although I had only been with two guys, Rob had the biggest penis that I had ever seen. It was at least six inches long and fat and it was only half erect!
“Rob, don’t do it in my mouth please.”
“Ok Maddie, I won’t. Use your mouth and tongue to play with it.”
Picking it up with two fingers again I just looked at it for a second. No pre-come, but it was huge in my eyes.
“Maddie your holding it like it’s a bug. Gently hold it and lick up and down. Pay attention to the head. It’s the most sensitive.”
As instructed, I licked up and down the shaft and then started to flick my tongue around the head.
“You’re doing great Maddie. Now put as much as you can in your mouth.”
Doing so, I almost gagged again.
“Gentle Maddie, and fewer teeth. Ok, you can’t take it very deep so put as much as you can in your mouth, and softly stroke the rest.

He was enjoying it, but taking a long time. Taking the initiative, I pulled his organ out of my mouth, sat up and pulled my shirt and bra off exposing my small but perky breasts.
“Good girl!” he said getting a little firmer. “You’re doing better.”
Gulping his penis down again I continued to play with the head with my tongue as I bobbed up and down. Not long after, I started to feel his balls tense and his penis was starting to become as hard as steel.
“Ok Maddie, take it out of your mouth and stroke it slowly.” I did as he said and after a few strokes, streams of semen started to shoot out of his penis coming back down on the back of my hand. I couldn’t believe how much came out of him. After a few more strokes I noticed that a little dribble was still on the head. Thinking what the hell, I slurped the head. I managed to suppress my gag reflex and swallowed the few drops that I had retrieved. It wasn’t as horrible as I had imagined it would be, just salty and slimy.
“Oh my God that was great Maddie!!!!” he said half panting.
“The pleasure was all mine.” I told him. I wasn’t exaggerating. The wetness between my legs was incredible.
Handing me a rag that was on the night stand, I wiped his seed off of my hand and cleaned up the puddles of sperm that went from his belly down to his pubic hair. I laid next to him and sighed. God that was good. Now I just needed to go home and take care of myself. I was so tensed up I almost ached. Rolling over on to his side, Rob reached over and started to circle one of my nipples with his finger.
“I’d be happy to return the favor Maddie.”
Before he finished his sentence I was wriggling out of my pants. I noticed my panties as I pulled them off of my feet. They were soaked. I needed to get off so bad that it hurt. Rob didn’t waste any time. He buried his face in my crotch and went to work. The first orgasm was almost instantaneous. All he had to do was to kiss my swollen clitoris and I went over the edge. As I bucked my hips, he continued to lick, suck and kiss my aching pussy. I was in heaven. The second orgasm was maybe a minute later and it was as good as the first. Turning up the heat Rob slid one finger, then two into me as he licked all over my overly wet puss. After my third climax he stopped and crawled up next to me and laid down. Looking down I noticed that he was hard again. Not giving him a chance to protest, I mounted him, guided the head of his penis to my wet hole, and plunged him deep inside me. It hurt so badly that I wanted to scream. At the same time it felt so good that I couldn’t stop. Reaching up he massaged my breasts as I rode his huge organ taking him as deeply as possible. He started to pump matching my downward thrusts as we both approached orgasm. He came first, me a second later. As he emptied him self-inside me, I came again with wave after wave of pleasure coursing through my body. Collapsing on his chest, I was breathless. My heart was racing and my loins were weak with fatigue.
Rolling off of him, I was sore, but so relieved at the same time. This was the best sex that I would have until I met my husband.
Rolling on my side I reached over to play with his nipple as a returned favor, but Rob was fast asleep. I got out of bed and walked to the bathroom with Rob’s sperm running down my leg. I sat on the toilet for a couple minutes trying to allow his semen to exit my body. I was nervous. I’d never let a guy come inside me and I was worried. After a few minutes I wiped and there was blood. “Great” I thought to myself. “He ripped me open again.” I sat for another minute, wiped and realized after a minute or two that my period had started. Packing my crotch with toilet paper, I returned to Rob’s room and got dressed. Rob was still passed out, so I gave him a kiss on the forehead and walked to my car. My legs were still shaky, but I managed.
Arriving home, Jennifer was all mother hen.
“So how bad was it!” she demanded. “I’m sure he just busted a nut and sent you on your way!”
After going into the bathroom and exchanging the toilet paper for a tampon and a pad, I told her how it went.
“Jennifer I had a religious experience.” I told her with sleep still in my eyes. “Today was the best day of my life ever.” Falling asleep on the couch, I wondered what was next for me.
2012 Memories done
The jet of sperm from Stevens’s penis brought me back to reality. Hitting the back of my throat signaled me to take as much of him in my mouth as I could. Spurt after spurt of semen poured down my throat. Steven always came a ton. Once the contractions subsided I pulled his organ out my mouth.
“That was fantastic Maddie! How about we go upstairs and I return the favor?” Memories of Uncle Rob returned for a second.
Once upstairs we made love until we were both exhausted. The twins awoke me early so I fed and changed them and then went to my computer to write my new book. I think I’ll just do an autobiography……………
1 comments

anonymous readerReport

2012-08-25 13:45:08
You are NOT a very good writer. Pay attention to where you should place commas. A comma is to indicate a pause in the sentence. By omitting them you create 'run-on' sentences. The reader doesn't know where he should pause. i.e. '...I walked into Stevens study still hot from...'. you should have put an apostophe between the 'n' and the 's' in 'Steven' to show WHOSE study and you should have placed a comma between 'study' and 'still', otherwise it indicates that the study is what is still hot. If you really want to be a writer, take time to learn sentence structure, grammar and spelling.

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