Judge Santiago Burdon

Claudia: The First Time

There are many positive events that occur during most everyone’s lifetime that will always be considered as cherished memories. Examples such as our first day of school, your first crush, first kiss. Possibly a sports or scholastic award, marriage, birth of your children,  and adding to the list other events throughout your life. One of the advantages of keeping these memories active, is they can edit out the unpleasant happenings. That’s the manner in which I used them and it worked perfectly. There is an event I experienced that most men I  have shared this story with, comment on how it was a fantasy of theirs when they were teenagers. Let me fill you in on the details.

I earned my pocket money when I was a young lad  by cutting lawns during the summer, raking leaves in the fall and shoveling snow in the winter. I had amassed a large list of clients that kept me flush year round. 

There was a divorced woman without any children that lived on our block I worked for often. I mowed her lawn, shoveled the snow off of her sidewalk as well as other tasks. This woman was extremely attractive. She was more beautiful than any Playboy Bunny I’d seen in the magazines. I fantasized about her when I masturbated. Whenever she called me about cutting her lawn it was hard not to show my excitement.  Usually when I was done mowing she helped by raking the grass clippings and putting them in a plastic bag. Her blouse was always unbuttoned real low so when she bent over I could see her tits. She never wore a bra and knew I was checking her out but didn’t care. I started to think she was doing it on purpose. One afternoon she noticed I had an erection. It was pretty obvious for her to see poking out at the front of my shorts.

“Oh my what’s that in your shorts?” she giggled.

“I’m so sorry it just happens sometimes.”

“It’s okay, don’t be embarrassed Santiago. Were you thinking about me?” she cooed. “What, you’re about fifteen sixteen now?”

“I’m fifteen. Remember my birthday is two days before yours. You turned twenty nine last month, you said.” 

“My Lord, such a memory. Don’t be spreading around how old I am. It’s a privilege awarded to a woman not to disclose their age”

“Don’t worry, the rules at my house are; Don’t ask, don’t tell, you don’t know nuttin’ and didn’t see nuttin’ eeder,” I said, imitating my Old Man. “Some Italian code bullshit.”

“That’s good to know you’re able to keep a secret. Hey, why don’t we go inside for some lemonade and take a break. What do you say?”

“Okay Mrs. McBride sounds great. I’m terribly thirsty.”

“And I’m not Mrs. McBride any more. I’m divorced. Call me Claudia.” 

The inside of her house gave me a comfortable feeling. Antique furniture decorated and adorned the living room with lace curtains in the windows and a large Oriental rug covering most of the wood floor. She told me to sit down at the kitchen table. Then poured a big glass of lemonade and bent over right in front of me when she set down the drink. I got a perfect look at her tits while she stood like that for a minute or so giving me an unobstructed view.

“What are you staring at? Oh so I see. Do you like my tits Santiago?”  

“I’m so sorry.”

“It’s really okay honey.  Do you want a better look? Would you like that?”

I was dumbfounded. All I could do was shake my head yes.

“Okay honey here ya go.”

Then she unfastened the last two buttons on her blouse and took it off. My cock grew larger and harder, throbbing as it poked at my shorts. I didn’t try to hide it from her. I figured she liked knowing I got a hard-on from seeing her tits. They were so perfectly round, with pink areolas and nipples. I’d never seen tits more sexy in my life. I wanted to squeeze them and suck on her hard nipples.

“I want you to promise me that you won’t tell anyone about this. Not a soul. Do I have your promise?”

Again I shook my head yes.

“Good, now give me your hand, I want you to feel my tit. You want to touch it, don’t you?”

“Yes. Oh for sure “

She took my hand placing it on her left breast and started to move it around rubbing her entire tit. She smiled and put my thumb and finger lightly on her nipple, and asked me to pinch it softly, and sighed. 

“Now get ready,” she whispered. Then she unzipped her jean skirt letting it fall to the floor. The panties she had on were red, with small white poke-a-dots. They were so tight I could see the outline of her pussy.

“Have you had sex before Santiago?  I mean have you fucked a girl? Put your cock in her pussy?”

“No Claudia, I finger fucked Cathy Duffy across the street and my older cousin Angela gave me a hand job and blow job but haven’t fucked anyone.”

“I’ve seen you late at night with the Duffy girl. I could tell there was something going on. Let’s make sure you won’t be fooling around with her anymore.” 

She moved closer to the table reaching for my other hand but knocked over the glass of lemonade. It spilled onto my lap and shirt. I quickly sprang to my feet pushing over the chair.

“Oh baby, I’m so sorry. Let me get a towel to wipe you off,” she said trying to be apologetic while giggling with her hand over her mouth. I watched her ass as she glided into the kitchen pantry. Her panties didn’t cover her cheeks. It was so sexy, causing me to become even more sexually aroused. I put my hand in my shorts and moved my stiff dick so it was upright which was much more comfortable. Touching it made me so excited I wanted to start masturbating right then. When she turned to walk back she saw my hand inside my shorts. 

“Don’t you dare! I was hoping to be the one who makes you cum. Let me give you an orgasm.  Is that okay with you baby? Do you want to have sex with me?” 

“What? Yes yes yes. I want you. I was just getting my cock situated.”

“Okay good. Come over here let me wipe the lemonade off of you.”

She began wiping my stomach with a small towel. Then she moved down to my shorts and started rubbing my groin with long firm motions.

“You know what I think honey? Let’s get you out of these wet shorts and give you a nice warm bath. What do you say?”

“Uh huh.” I was unable to speak. I couldn’t believe this was actually happening.

I followed her into the bathroom and she turned on the water to the bathtub and it filled quickly.

“Come over to me baby, let me get you out of those sticky shorts.”

I walked closer and she unbuttoned then unzipped my shorts sliding them down to my ankles.

“Santiago, don’t you wear any underwear?” 

“Not during the summer because my ass sweats and gets all itchy.”

“Honey your cock is bigger than I imagined it would be and you’re circumcised,” she said while stroking it slowly. “Baby it’s so gorgeous! I want you to fuck me all afternoon. Get in the bathtub let me wash you.” 

Carefully she guided me into the tub. I relaxed in the warm water as she started washing my shoulders, then my back, moving down putting her hands in the crack of my ass. I was sure I’d have an orgasm when she washed my crotch and cock. The washcloth was lathered up and with long loving strokes she massaged my chest.  Her hands moved down to my stomach then over my legs then back up again coming close to my hard-on without touching it.

She smiled knowing exactly what she was doing to me. I couldn’t take the teasing any longer.

“Claudia, you’re driving me out of my mind. I want to put my fingers in your pussy now. Stand up, let me take your panties off.”

“Oh Santi, I like it when you tell me what to do. Okay I’m all yours.”

I pulled down her panties and she wiggled a couple times in a sexy way. She was lightly biting on a finger while smiling, acting  as though she was an innocent embarrassed schoolgirl. Her pussy was beautiful, shaved so it showed everything. There standing in front of me was an absolutely gorgeous, completely naked woman. I slowly moved my hand toward her pussy and she squatted a little and spread her legs giving me easy access. My finger slid inside smoothly, she was so wet. I pulled it out but  I inserted two fingers and stuck them deep in her vagina and she squealed asking me to move my fingers faster. I obeyed her command and she grabbed my shoulders pulling me closer.  Her pussy lips were spread wide open exposing her pink clitoris.

“Please Santiago touch my clit. Please move it around fast. My God I’m so fucking horny!” she screamed. 

I stood up and got out of the bathtub dripping wet. I didn’t care about drying off. I led her to a chair at the vanity gently sitting her down. Then I spread her legs and she opened them even wider, scooting her ass to the edge of the seat. I got down on my knees in between wide open legs and she grabbed my head and pulled it close to her pussy.

“Lick me Santiago, please suck my clitoris. This right here,” she cooed, showing it to me. Then she began masturbating, moving it side to side rapidly with her fingers.

Give it to me. Open your pussy for me. Now! I want it in my mouth.”

She surrendered to my command. My tongue softly touched her clit caressing it with my lips as well. As I licked her, I put  two fingers inside her vagina moving them in and out quickly. She was so wet and excited, groaning, moaning begging me not to stop. 

“Santiago, I’m going to cum. When I cum I squirt and it shoots out. I’m not pissing. Please, I want you to watch.”

I moved my fingers in and out, with my other hand while my fingers rubbed her clitoris quickly but lightly.

“Santiago, oh fuck, Santiago I’m going to cum. I’m going…”

She moaned, grabbing at my head pushing it into her pussy. I once again began licking her clitoris. Then she screamed in pleasure followed by a stream of liquid that squirted from her pussy. She pushed my head aside and began using her hand to play with her clitoris, moving it rapidly, masturbating and squirting in my face. This really turned me on. I wasn’t at all grossed out by her orgasm. I don’t know why but I opened my mouth drinking her up. I never knew about a woman squirting when cumming. I was getting a first hand Education.

“Baby are you okay with my squirting?”

“Claudia, it really turned me on to see you cum like that.”

“I’m happy you like it. I can do it as much as you’d like.”

“Fine with me.”

“Do you want to fuck me or do you want me to suck your dick? Tell me baby.”

“Fuck me please. I know I’m going to cum right away. Please, I want to fuck you,” I pleaded.

She stood up, sitting me down in the chair. Standing in front of me she started masturbating again. Then she turned her back to me and sat down on my lap sliding my cock into her pussy. It was so warm, wet and soft. She moved up and down on my cock bending forward so I was able to view everything. 

“This is called the reverse cowgirl. Can you see your cock fucking my pussy. Fuck me baby. Fuck me hard. Cum! I want you to cum now.”

I had no problem obeying her demand. My orgasm was seismic, I screaming that I was cumming. It seemed to last for a couple of minutes with a lot of cum. Unlike other orgasms I experienced this was so much more satisfying cumming in her pussy.

“Did you cum baby? Was your orgasm good?”

“It was fantastic Claudia. Incredible.”

“Now you’re no longer a virgin. You will always remember Claudia as your first fuck. The one who took your virginity.”

She kissed me with her lips softly on mine, her tongue sliding in and out of my mouth. Then she used her tongue circling around mine. Her hand was stroking my cock then suddenly she went down on me and started sucking it. She moved it in and out of her mouth, with her hand stroking  my shaft. She stopped sucking me and licked it as though it was a popsicle. I couldn’t believe it but I had an erection and was  ready to fuck her again.

“Baby you’re hard again and so fast. I have known men who couldn’t get hard and fuck again after a couple of hours. You are going to be my special lover. Do you want to fuck me again? “

“Without a doubt.”

We fucked for what seemed like the entire afternoon. Then after that we took a shower together and I got dressed. 

“Goodbye Santiago, remember don’t tell a soul about today, okay?”

I promised to keep it a secret then we kissed goodbye.

While walking  home I couldn’t stop thinking of what had just happened. I had a smile on my face from cheek to cheek and 

 I was positive it would stay like that forever.  

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