Hooking up with our long time neighbor
written by:
safeplay

I have known Jill since I was very young. She and her husband Dale moved into the house next to my family. Jill, Dale and my parents became good friends over the years. As I got older, I noticed Jill more. Despite her being 20 years older then me, she was beautiful. She kept herself in good shape, spending a few mornings at the gym a week, jogging everyday. Jill is 5'6", about 120lbs. Shoulder length Wavy blonde hair, true blonde not a box blonde. She has these big green eyes and perfect skin. She also has these perfect toned long legs that just looked great in a skirt or shorts and this tight little ass that looked great in jeans or pants. When I was 17 Jill decided to get a breast augmentation. Just up a size to be fuller and more perky, I heard her telling my mom. Being a normal horny adolescent you tend to notice these things....and get caught looking once in awhile.

As I got older and more involved in sports, Jill seemed to take a larger interest in me. By the time I was 18 and ready to graduate High School we became jogging partners, often running together 4-5 times a week. It was nice to have someone to run with, especially someone so beautiful. I found myself so many times checking her out and yes, she did catch me. Usually she would blow it off or reach out and turn my head back and laugh. Once in a while she would startle me with a "see anything you like" comment. I tried my best to keep my wandering eyes controlled, sometimes it is just hard. Jill's husband Dale worked allot. He often traveled during the week. I was never sure if that was good or not. I know that Jill was not able to get pregnant and that is why they didn't have children. He seemed fine with she and I spending time together jogging. I guess he felt comfortable since he knew me at such a young age and he was friends with my parents.

Everything happened the summer after I turned 19. I was attending the local community college, hoping to work to get my grades up enough to get a full ride to the state school. Being at home had its plus and minus but I knew that one day soon enough I would be on my own. Jill and I still ran together 4 times a week but generally in the evening now. If something came up we would call one another to cancel before the other got home for the night.

This is about the time that I met a girl at school by the name of Jessica. Jessica was a TA in my economics class. She was 22. I guess that thing that struck me most about her was how similar to Jill she looked. Same height, same weight, same color hair. Tan and toned. I was attracted to her immediately. Over time she finally gave in and let me take her out. We liked each other immensely but she made it clear that she was not interested in a relationship at this time. Now sex on the other hand, she was interested in. After she saw what was between my legs the first time, she was very interested in sex after that. I do not like to brag but I was blessed. 8" and thick and sex is definitely something I am enjoy and aspire to get better and better at. One Tuesday afternoon Jessica was feeling rather "needy". My parents had just left for a vacation for 2 weeks that first week of June. Spring session at school had ended and there was another couple of weeks before summer session began. Her roommates were home so there was no privacy at her apartment but she did know I was home alone. She showed up at my house around 2pm that day. She had on a long thin spring jacket. I thought it odd when I answered the door and saw her standing there. She smiled and asked if she could come in. I obviously let her come right inside and closed the door.

"So you are alone right"

"Yeah, my folks left yesterday for Aruba"

"Well that's too bad"

"Um...why's that too bad?" I said laughing

She smiled and opened her jacket up. underneath she had on a short plaid skirt that just came to the bottom of her ass and a white tube type top.

"Because there is no one here to save you from a very naughty school girl."

She took her jacket off and walked over to me and we began to kiss. Our hands were all over one another. I had completely forgotten about meeting Jill for our run later that afternoon, my brain was obviously focused somewhere else. We made our way back to the bedroom and had proceeded to have the most dirty sex I had ever had in my life. We did it in positions I had only fantasized about. Finally falling into a wet, sweaty sex scented heap on my bed around 6:30pm.

"That was amazing." I said to her

"Mind blowing is a better word. It stopped being amazing about 2 hours ago" We laughed. Exhausted Jill said her goodbye's and left. I walked her to the front door and watched her pull away. I turned to go get something to drink.

"Funny" I thought to myself as I walked to the kitchen. "I thought I had closed the sliding screen door this morning." I noticed it was partially open. I opened the sliding door. "weird" I thought to myself again "I don't remember unlocking this today" I slid the screen door shut, closed the inside slider and locked it. Exhausted I got myself some water and settled in for the evening.

The next day I waited outside for Jill as usual. I was stretching in the driveway when sh pulled into her's.

"Hey! I am so sorry I missed yesterday. I got kinda busy. I hope you didn't wait too long." She seemed a bit anxious.

"It's ok Jake. we all get busy, sometimes more so then others. no biggie."

I thought her comment was a bit strange but shrugged it off. "So you up for a run today then?" I asked

"Ummm.....yeah sure. I wasn't planning on it but ok. give me a few minutes." She went in and changed and 15min later she came back out. We started to run our usual course through the neighborhood. I tried to make some chit chat with her but she seemed distant, not saying much and what she did respond with was one word answers. We only had made it into the run about 20 min when she said that she really was not into tonight that she was tired and had a rough day. I told her it was fine and she turned and went back home and I continued on the run. For the next few days Jill dodged me. She didn't have an interest in running and continued to hurry away from me. Through the weekend she was no where to be found. I didn't even see her or Dale come out that weekend. That Monday morning when I as leaving for the gym I saw them both outside. Dale loading his suitcase into the car and a quick hug and peck goodbye. I beeped and waved as I went past. they did wave back. "out of town again" I thought. I wasn't sure what was going on but I was determined to find out if she blew me off again today.

I was outside waiting again that Monday night when Jill pulled into the driveway at 4:45. I walked right over as she was getting out of the car. Now I always thought Jill looked amazing but today....WOW. She had on a black skirt that came to about 3" above her knees, a white button down sleeveless top (kinda like a fancy office tank top with ruffles around the buttons) her blonde hair pulled back into a clip and 4" black pointy high heeled shoes. Her tan legs looking amazing in that skirt and her ass as well as it clung tightly to her.

"Hey Stranger!" I called out to her as I approached the car. "Everything ok? We haven't run in awhile? You up for a run tonight?"

"Hey Jake. I know, I'm sorry. I have been really busy at work, meeting's and all"

"That's ok. so you wanna change and go for a run?"

"I ah...hmmm...I would but I can't sweetie. I'm sorry" she hurried into the house but just before she closed the door "maybe next week sweetie...enjoy!" And boom, door closed.

"What the hell is going on?" I thought to myself staring at the house. I decided to go for the run anyway. About 15min in I just could not take it anymore and turned back toward the house. I had racked my brain trying to figure out what had changed and why I was getting the cold shoulder. I was determined to find out the answer. I walked up to the front door and rang the bell. Still dressed from work Jill swung the door open and laughed.

"Really Jake, I am sorry. I just am not into a run right now. No is still my answer"

"Listen, If I did something to offend you in any way. I am truly sorry. I am also extremely sorry about standing you up last week."

"It's fine Jake, really...no hard feelings"

"well I don't buy that. you have been giving me the cold shoulder since that day. we have run consistently for the last year and suddenly you blow me off after that happens. I can only say I am sorry so many times."

"Look, it's not about you skipping out on our run...it's...."

"It's what?" I asked.

"It's nothing...really don't worry about it"

"well it's something. just tell me what it is already."

"alright, listen, come in. I don't want to discuss this on my front porch with all the neighbors listening"

Finally! Some progress I thought. Jill moved aside and I walked in the house. She shut the door behind me. I followed her into the Den and we sat on the sofa.

"so what happened? I am really sorry for whatever even before we get started" I offered.

Her face was a light shade of red. "god I can not believe I am having this conversation with you." She said. "I ah...excuse me, I need a drink." She got up and walked to the kitchen, opened a bottle of wine and poured herself a small glass, then she got a second one and poured another and carried both of them over handing one to me. I was a bit surprised that she was giving me a drink. I took the glass from her. I knew whatever it was was serious.

"Wow Jill....is it that bad that we both need a drink"

She chuckled a bit and took a sip of wine. She did not look up at me.

"Look, it does have to do with last week."

"Ha! I knew it! Look I am really sorry, I should have called"

She glanced up at me a bit. "It's not because you didn't show, it's because I know what you were doing." I felt my heart skip a beat. "I saw you...and that girl...in your room"

"how...how did you..."

"We were supposed to meet. Your car was outside. I waited for a few minutes and then knocked. When you didn't answer I used the extra key your mother gave me for the back door and came in. I heard some moaning from the back room and didn't know what was going on. I walked back and saw what you were doing."

"Oh. you saw..."

"I saw everything Jake. EVERYTHING. You were doing things I didn't even know you could do and that girl....that girl....well I don't know how that girl even took that huge thing you have down there, and..." I cut her off

"Wait....you watched?"

"well I didn't mean to. I mean....i thought something was wrong and I walk back there and I see 2 naked people tied up like a pretzel having pornographic sex....i didn't know what to do and then I saw your penis and I couldn't....." her face getting redder, her crossed legs moving rapidly.

I felt a twinge in my pants and my brain was no longer thinking straight with thoughts of this beautiful woman watching me has dirty filthy sex with another girl through a door.

"couldn't believe what you were seeing or couldn't stop thinking about it?" I asked.

I could see her face get a bit more red as she stammered to answer.

"well no, I just couldn't....and when I realized I just....dammit jake that girl looked like me for Christ sakes!"

"Did you wish it was you?"

"Jake! c'mon now! It was awkward and..."

"And erotic and a piece of you wished it was you and you were turned on and a bit jealous and now you are avoiding me because you don't know what to do....that's it isn't it."

"NO! its not like that...it's that...."

"It's that you feel jealous because it wasn't you. I guess Jessica does resemble you a bit"

"Her name is Jessica! Her name starts with a J. C'mon Jake! how much more like me does she have to be!"

Her head still hanging down a bit. I out my hand under her chin and raised her head to look in my eyes. "Maybe inadvertently she resembled you. But honestly, you are 10 times better then she is."

"Well that's not true. I'm old, I'm worn down. I don't even know what I am saying, I shouldn't feel like this. I have known you forever, I'm friends with your mother..."

"Last I checked I was of age to make my own choices....and so are you. besides, Mature women are so much better and you are not worn. Look at those legs, look at your skin." I reached out and ran my fingers slowly over her shin. She didn't move or stop me. I ran my hand up her leg and then her side, up her right arm, slowly across her neck and then up under her chin, raising her head up. She looked into my eyes as I slowly moved my head in towards her.

"Deep down Jill.....I really preferred it to have been you, not her." I leaned in closer and her eyes closed I moved forward and our lips touched. Lightly at first and her tongue quickly found its way into my mouth. her hands moved up my sides and she pulled me in closer. we kissed deeply and passionately. Our hands running over one another hard and fast. Quickly I pulled her towards me and I laid back on the arm of the sofa and she crawled on top of me. pulling her skirt up so she could straddle my pelvis. we kissed deep and hard. my hands finding their way to her legs. They felt so smooth as I ran them up both legs to her nice little ass, then up her sides and over her breasts through her shirt and back down. We both were breathing hard. I reached up and started to unbutton her shirt and her hands reciprocated by reaching down and starting to tug at my running shorts. She pushed her body up as she got my shorts half way off and I had her shirt completely unbuttoned when she suddenly stopped.

"Oh my god...wait...I don't think this is a good idea. I mean....there's your family and Dale and your 19 and...." She pushed herself back down my legs a bit and buttoned her bottom button. As she slid down I pushed my shorts and underwear down and releasing my hardening cock.

"AND Jill there is this thing right here that you could not stop thinking about." She looked down and saw all 8" of my exposed cock inches away from her and hardening quickly. Her breathing became very quick as she stared directly at my now fully erect cock.

"Go ahead.....you can touch it"

"Jake really....I just can't...I ah....."

"Whatever you saw me doing....I've wanted to do that and more to you for a long long time Jill. Dale's gone, no one's at my house. No One ever has to know." I put my hands back on her legs. Her eyes had not moved, fixated directly on my member.

"I just....listen...oh my god....what if...what if we just....I want you...really I do...but I can't ..." I had her skirt all the way up around her waist now and my hands massaged her outer thighs. I could see her nipples right though her shirt. I was slowly pulling her back towards me and quickly her wet cotton panties were snug up against the base of my hard cock. Jill's hip slowly grinded on me. Her hands ran down onto my chest as her hips swayed more into motion. I reached over and slid her panties to the side and she reciprocated by moving herself into position. the head of my cock just touched her wet pussy lips and she quickly jumped off of me and sat back on the sofa.

"Wait wait.....Jake...I can't...I really shouldn't.....this is wrong" Her hands moved up to her face "What are you thinking!" she said to herself softly, her head in her hands."

I stood up and slid my shorts and underwear fully off. I kneeled down on the floor in front of her and kissed her leg right above her knee. I just had to have her. I looked down her perfectly toned long legs and could not help myself with how sexy they looked, especially in those black heels. I wanted to mount her from behind so badly and grab those heels and pull her back into me hard. I leaned into her legs and slowly kissed her left leg up and with my right hand, gently ran it up her leg, pushing her skirt up once again. As her skirt caught between her tight ass and the sofa she leaned upwards as I pushed it back up again, exposing her white panties. her legs slowly moved apart as I moved my head and tongue up through her thigh. With my right hand I gently rubbed the front of her wet panties. She dropped her hands from her face, eyes closed her head tilted back. I gently pulled her panties to the side, exposing a beautifully wet, trimmed pussy. I moved my head in and let my tongue take a slow, hard lick from the middle of her slit to the top and then gently rolled my tongue over that spot. her hands came down and she put one hand on my head, the other on the sofa. I reached up with both hands and grabbed the sides of her panties and began to pull them down. Her hand grabbed hard into my hair as she moved her ass up and I slid them off her. She immediately put her legs together so I could slide them off her and I dropped them to the floor. I picked her right leg up and sat it on the sofa, moving her more towards the edge giving me much better access and area to that warm, wet pussy. She dug her heel into the couch as my tongue once again touched her clit softly. I began to roll my tongue around her pussy slowly at first and then more rapidly. Her legs tensed and her breathing became deeper. She thrust her pelvis more into my face as my licking became longer and harder. I pushed my face deep into her crotch, my tongue piercing her pussy. I grabbed both her legs and pushed them both up onto the sofa and licked wildly.

"Oh my god...oh my god....that feels so good...oh yeah...right there...oh shit...oh shit.."

I pushed hard into her pussy with my tongue and started to give her long, hard licks, each time at the top rolling my tongue over her clit. Her hands forcing my head into her. Finally I felt her body tense around me.

"Jake..i'm...oh my...I'm.......ahhhhhhhhhhhhhhhhhhhh. Her body shook and her hands grabbed hard into my hair and pulled as a giant orgasm rocked her. I kept licking as her body pulsated with pleasure. her orgasm lasted for what seemed like forever before her body began to relax. I slowly kissed down her leg, looking up at her. her eyes closed, a chasseur cat grin on her face. I stood up and then sat next to her on the couch. Slowly she opened her eyes and continued to smile at me. Her left hand reaching out and gently touching my chest. She swung her legs up and onto me. Gently brushing my cock with her thigh.

"You are so bad Jake."

"Really? was it bad, because it didn't look bad from where I was." She laughed and pushed on my arm.

"It was bad because I haven't had an orgasm like that in a long time from anyone but myself."

"From yourself huh? you are a bad girl aren't you Jill" She moved her finger into her mouth and smiled again.

"Not as bad as I would like to be....but bad enough."

"Well. how bad do you want to be Jill?"

"Very bad Jake. So bad that you wouldn't even recognize me." She leaned in and we began to kiss again. her hand quickly found its way to my balls and she began to stroke them and then slowly up my shaft. My hands found their way over her body. I unbuttoned her bottom shirt button and quickly my hands found her breasts inside her shirt. She grabbed on hard to my cock.

"Shit I want this thing so bad. I don't know that we can do what it is we both want to do, but there ah...could be some alternatives."

I kissed her neck. Wanting her so bad I would agree to almost anything. "What alternatives."

She kissed my neck as well and ran her tongue up and kissed my ear, took my hand and whispered.

"Follow me"

I got up and pulled my pants up and she took me by the hand and I followed her up the stairs. Her heels clicking across the hardwood floor as we got to the steps. My eyes could not remove themselves from staring at her long toned legs and her nice tight ass in that skirt as I followed her closely up. We went down the hall and entered the second room on the left. It was a guest room. Not much in there but an end table, an old dresser with a TV on it, 1 lamp and a queen sized bed. We entered the room and she turned. Our lips met and we kissed for what seemed to be forever. our hands ran wildly over one another. Her hands found my waist and she pulled my pants back down, my erection springing wildly out in front of her. She helped me step out and then she pulled my shirt up and off me. Standing there now completely naked, I reached forward and slid her shirt off her. She reached around and unclasped her bra and slid it off, revealing her very nice and perky C cup breasts. I put my arms around her and pulled her close so my hard cock pressed up against her. The fabric of her skirt felling so soft as the head and shaft of my cock rubbed against it. I reached down and unzipped her skirt in the back and then slid it to the floor. She stepped out. Now just in her soaking wet panties and heels. I put my hands on her hips and slid my fingers under the sides of her panties. I tugged them a bit to slowly move them down over her hips. Unsure at first she tensed a bit but as I tugged on them she gave in and she helped slide them down and stepped out of them. We embraced one another again, now both completely naked.

"Jake....Look...don't be upset...I just don't know if I can go through with this.."

"You brought me up here Jill. We're naked. What do you want to do now?" I asked as I slowly slid my hand back down over her sopping wet pussy. She took a deep breathe as I slowly grazed her wet lips.

"I have an idea" She spit out. She pushed me back on the bed and I laid down. She began to kiss my legs and slowly worked her way up closer and closer to my cock. I thought she was going to take it in but instead her hand found its way to my shaft and she began to slowly stroke the shaft.

"I know how bad you want to....but I think this is all the further I'm ready to go right now." I knew what she meant. My hands fondled her and I started to stroke her wet pussy as she stroked me as well. As her pleasure grew she stroked me faster and harder. my cock bulging and pulsating in her hand and I reciprocated by rubbing her with longer and faster strokes. Our bodies grew tense. I wanted to explode so badly. Her body arched in anticipation of another orgasm and as she shrieked out in delight I pushed 2 of my fingers slightly into her and I could feel her pussy pulse on them as her orgasm rippled. I leaned in and gently licked her nipple, then began to lightly bite it and kiss her breast.

"Oh shit...fuck it....I can't take it anymore." She quickly rolled over and sat up on me. Raising her ass in the air she grabbed my cock and started to put it into position.

"Do you want me to ah....get some...I mean put on...."

"A rubber? Why"

"Well so you can't ....i mean......so we"

She positioned the head of my cock against her lips and slowly slid down onto it. I could feel every inch of her insides as she lowered herself slowly. Her eyes closed and brething hard. I could feel that it was a very tight fit as she slowly slid down the length of my shaft. Finally she took it all in and opened her eyes as she was now sitting on me with all of me deep in her.

I smiled at her. "So I guess you didn't care about the condom?"

"unless you tell me we need one, remember I can't get pregnant" her hips moving a bit more rhythmically now as her pussy juices flowed over my shaft making entry easier.

"Well do you want me to cum in you Jill."

"Well you aren't Cumming on me Jake, if that's what you wanted here." She said laughing. "Although...maybe another time...." She smiled.

I reached up and began to massage her breasts. Her hips moved faster and faster as she rode me. I began to move my hips back in forth in opposite rhythm to her so as she moved off, I pulled farther out and as she moved back I would push harder into her. She rode me long and hard. Her pussy clenched tightly around my shaft and I could feel her having a small orgasm on me. Her body tensed and her hands pressed into my chest as she came. I put my hands on her waist and rolled her over onto her side. I slid up behind her and she guided my cock right back to her wet slit. I pushed into her deep and began to move quickly in and out of her. I reached around and started to fondle her nipple. Her hips moved wildly onto me.

"OH yeah...yes jake...right there...right there...oh...oh..."

"you like that baby...you like me fucking you from behind like that"

"shut up jake and just fuck me...fuck me hard"

I pushed her over onto her stomach. I pushed my cock deep and hard into her from behind. Her hands grabbing the sheets tightly as she took me deep from behind.

"OH MY GOD!" She screamed out. I grabbed her ankles and pushed her legs upward and apart, giving me more access to her. I pushed in harder and harder. Grabbing her heels and using them as leverage I pushed forward on her legs and slid my cock in all the way to my hard balls.

"Uhhhhh....uhhhhhh.....oh my god...oh my god....holy....uhhhh...uhhhh...fuck me...yes fuck me.....keep going...yes...yes....yes.....ahhhhhhhhhhhhh....ahhhhh...ahhhhh.." Her ass clenching tightly as I rammed her hard and deep. Her orgasm building. My cock saturated from her flowing juices. Her orgasm began and I continued to ram her hard and deep. She tipped her ass up in the air a bit and it shook as she came hard on my cock. Her quiviring pussy felt so good as I pumped her while she came that I couldn't contain myself. My cock felt like it was going to burst and she felt it in her too.

"OH yeah Jake....cum...cum in me...I wanna feel you explode in my pussy...." I tensed as the pressure built and began to erupt. I pushed my cock deep into her and held it in as I felt an emmense pressure and then complete relief as I shot load after load of cum deep in her pussy. It began to run out immediately from her as I shot 3 loads in her wet hole." I pulled my cock out of her and fell over onto my side on the bed. She laid there motionless on her stomach for a few minutes as we both caught our breath.

"OH my god....that was unbeleiveable" she said, head down on the bed. She moved her legs up in the air and rolled over and scooted up next to me. Kissing my chest lightly and running her hand over my abs.

"You enjoyed that did you?" I said a bit smirkedly.

"Not one bit." She said, then kissed my neck up to my ear "I didn't like it at all....I fucking loved it" Her hands moving over my body.

"So.....you're saying you may be interested in doing this again?" I said smirkedly again.

"I must be out of my mind...but oh my god yes" She said. I could feel my cock twinge again and start to harden slightly.

"So um...Jill......are you ready?"

"Ready for what?" I put my hand on her head and pointed her towards my rising cock.

"To go again."

"Oh my god! You're still...."

"For you....absolutely. You've forgotten that a guy my age is ready and willing at any time."

"Your forgetting that a woman at my age is in her peak and ready at any time as well"

"We have a few days Jill....lets make them count"

She kissed my neck again. "Let's make them more then count sweetie. Let's make them memorable by doing everything we have always wanted to do and more"

Our hands moved over one another. I knew deep inside that I had just unleashed something within her. I just had no idea until later just what I had unleashed.

To be continued.......................