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Lost in Twenty-Seven

2.7k words | 0 | 4.44 | 👁️
Curious Confusion

At the age of 27, I had a few things going for me. I was in great shape, eating right, working out, running most every morning, and playing sports in rec leagues. I owned my house in full and had two rental properties. One was rented by a single mom and the other was vacant after the last tenant had left and I was updating the appliances and doing a few minor fixes. The rent I made off one paid for both of the rental property mortgages. I was pretty good with my money. As for dating, I was in limbo land!

I was addicted to porn! All kinds, straight, lesbian, shemale, and gay. I often dated for sex with my longest relationship only lasting two years. I had a strict rule of not going out with anyone under the age of 22 but I preferred older than me. I mainly dated women but had switched to guys during my experimental college years. I lived in a suburb of a large city so the dating pool was fairly good. I was average in the looks department, in great shape so I would say I physically looked better than average, I had blonde hair, blue eyes, all my teeth (you would be surprised from online dating that can be an issue), and a nice extra thick seven inch mushroom shaped tipped cock that most people enjoyed. From time to time my friends would try and set me up. There were some very nice, attractive, women but they were very pushy wanting to get married, have kids, and it needed to be done right now!! I would of settled down if one was they perfect fit for me. My issue was that I craved sex, a lot, a bit kinky, daring, and needed to find someone who could keep up with my insatiable sex drive!!

I met Heather the day I showed her my second rental property. She had a beautiful face, a very curvy body, big chest, huge ass, thick thighs, not very tall maybe 5'6", she had long wavy dark red hair,green eyes, nice light tan, a bright smile. She was a transfer graduate student in molecular biology. Heather was looking to find a place to rent for the next two years. She was twenty-three years old. Heather had a serious boyfriend who she had planned to marry after she finished her graduate work. What I found intriguing was how open she was when she said that they had an open relationship while she was several states away. Heather liked the house. She gave me character references, I had a friend run a background check on her, and her financial numbers looked good (her parents were paying for it). Once everything cleared and she paid first and last months rent I handed her the keys. Since she didn't know anyone here I helped her move in. She didn't have much in the way of furniture other than a bed. I told her where to go to buy cheap furniture and told her to drop name. Once she had unpacked. I offered to take to the best pizza place in town. Heather agreed and we drove separately there. We ordered a pizza. It was deep dish so the wait was usually 45 minutes or so. We got to talking and seemed to hit it off. Heather was funny and a little flirtatous which I really enjoyed. I inquired about this open relationship agreement with her boyfriend. Heather had said it was her boyfriend's idea and that as soon as she agreed to it, he was dating someone. I told Heather, that he probably had someone in mind before suggested it. Heather had already figured it out but was curious how her boyfriend would react once she started dating someone. She asked me about the dating situation and I warned her not to ask me. Heather probed me to tell her more. I told her about a few of my relationships, stating I enjoyed my freedom and that the women I had dated were just not a good fit. Heather shocked me by seeing through my bullshit, stating I enjoyed having sex with different partners and didn't really want a serious relationship. I told her she read me perfectly and we both laughed. The pizza came, Heather liked it! We talked for another hour afterwards. There was amazing chemistry between us. I felt like I had known her for years. I walked her to her car. We hugged and I said goodnight. Heather just looked at me then asked, "is that all? I thought you were into me. I know I am interested in you!"

I stood there for a moment. "What do you want to happen here?"

Heather began to unlock her car door, "I was hoping for sex but if you are not...."

I had already moved up behind her. I spun her around and kissed her big full lips. Sparks flew and soon we were making out while people looked at us on the sidewalk. We stopped the public affection and drove back to her house in hurry! Heather drive crazy running two relights and leaving me in the dust. When I arrived, the screen door to the porch was unlocked as was the front door. Heather was in the bathroom brushing her teeth already. She asked me to wait in her empty living room. It was an odd sensation standing in my rental house waiting to have sex with my new tenant. I heard a toilet flush and Heather rushed into her bedroom. I decided to lock the front door while I paced around. Heather opened the bedroom door. She wore ths revealing green lingerie camisole with matching thong. Heather looked very seductive. Her hair was down as she stood there. "I look pretty damn good! Don't I?"

I very much agreed as I walked up to slipping my shoes and stumbling over trying to take my socks off with my feet. We kissed and Heather grabbed my ass hard. We moved back into the bedroom. I took off my shirt as she unzipped my pants. Heather wasted no time yanking them off with my underwear. I was hard and my cock sprang upwards. Heather stepped back putting a hand on her chest. "That is an amazing cock!" she said exasperated.

I thanked she and told her she was beautiful. Heather blushed as I ran my hand up her camisole. We were both mostly nude, Heather had just a tiny thong that did little to cover her red bush and pussy. The first hesitation in Heather's voice came when she asked if I wanted the lights on or not. I said I wanted them on to see her. Heather smiled we kissed and laid down on the mattress on her floor. We laid side to side facing kissing and lightly touching. Heather seemed enamored with my hard pectorals and defined abdomen. She took a gentle stroke while touching my cock. She made it throb for her and I wished it could grow even bigger for her. I touched her bountiful breasts, they were pale compared to the light tan of her upper chest, arms, and legs. I had touched her body too gently and it tickled her. Heather thought it fitting to tickle me at my ribs. It lightened the mood making what we were about to do more fun. I began to kiss her neck and Heather took heavier breaths. She loved her neck getting kissed. I told her if she liked that just wait. Heather gasped and eagerly pushed my head downwards. I sucked on her big puffy nipples spending equal time on each as I kissed her pale round belly. She ran her fingers through my blonde hair as I made my way down between her open thick legs. Her reddish hairs tickled my nose as I began to probe my tongue into her. Heather was moist and kind of stinky but it was her stink and I liked it. Heather moaned. I looked up and saw her fondling her big breasts. It turned me on even more, that she was comfortable playing with her amazing body in front of me. I licked around and used my fingers to open her up more and probe a little bit. She was very tight and when she flexed her legs her pussy clenched. Soon her pussy began to get very wet. I moved my way back up. Once we locked lips Heather wanted to return the favor but held her up to kiss her more. I moved on top as she opened her legs up for me. Heather paused as my tip was being pressed upon her wet pussy. "Do you mind if we don't use protection? I prefer to feel you inside me." I smiled and shared the same sentiments. Heather said she was on the pill so we didn't have to worry about anything. She was very tense for our first time. I told we could stop at any time and I wouldn't think less of her. Heather said ok let's stop. I began to back away and sit up. She smirked then laughed at me. Heather said she was just testing me and was deeply touched I was going to stop.

Once I knew she was joking, I said,"if you are deeply touched now just wait!" we both burst it laughing. We looked at each other and Heather's green eyes really lit up. I moved in and she guided me inside. I plunged in slow and hard. Heather moaned loudly and cried out how huge I felt inside her. Heather felt really good. Her pussy was very tight and moist. Her breathing go heavy and quick. She shouted curse words as to how good it felt and kept going back to how big I was. It was all the encouragement I needed. I went slow the whole time trying to soak up everything about Heather. I told her how good she felt, how sexy she looked and that I wanted to make this experience last. Heather began to rub herself and she asked me to suck on her neck while I buried more of myself deeper inside her. I sucked her neck just under her left ear lobe. Heather moaned and groaned. Her body began to move uncontrollably as she cried out. Her body jerked hard and she held onto me hard. I kept moving my cock and she seemed to jerk with every thrust made into her. Her breathing was heavy but more steady. I kept going. Heather asked me if I was close. I told her I was holding it back for s better ejaculation. Her eyes got huge!

"You can really do that??" Heather said with great excitement.

She wanted to see so I agreed to pull out for her. As the surge sensation increased I told her I would try and pull out so she could jerk me off to finish. Heather grew with anticipation. It was becoming increasingly difficult as my strokes into her were getting shorter. I pulled out and rolled off of Heather. She moved over to her side and grabbed my cock with her right hand. I told her to grip harder and rub faster. Then I exploded! My first load shot up over our heads onto the floor, my body jerked and I grunted, the second hit Heather in the face and up her nose, she didn't stop jerking with temporarily being blinded. The third hit her mouth and chin with a little going directly into her mouth, the fourth was much less and hit both our chests and abdomens. The last fee just oozed out over her fingers. She kept jerking me off even when nothing was coming out but still my body jerked hard as if I had shot a big load. Heather tried to wipe the cum from her eyes but it burned. She got up stumbling. I admired her big pale ass as she moved away. Heather cleaned up and gave me a wet cloth to wash up. I was still semi hard and hoped our night wasn't over. Heather took the towel and offered me some water. I followed her into the kitchen realizing that all the lights were on and there were not curtains covering the window. If anyone was looking in they would see us both naked. Heather didn't seem to mind and neither did I. I really liked how confident she was with her sexy body!

We returned to the mattress on the floor. Heather and kissed still touching each other. I closed my eyes and ran my fingers over her body. She asked me why I had my eyes closed. I was mapping her sexy body to my memory. Heather moved on top of me. She took my hardened flesh stick and put it up her ass! I popped right in. My cock seemed to glide right up her ass. I was shocked! Heather said calmly, "I hope you don't mind. I like anal!" she smiled as she rode my cock inside her plump ass. I told her I loved anal too! Heather looked happy as she took one of her breasts to her mouth and sucked on her tit. I held her thick hips as she moaned. After some riding she moved onto all fours and let me take her from behind. I plowed her ass hard. Heather seemed to enjoy the rough anal and moaned approvingly. "You can cum in my ass." Her voice a bit jerky from me slapping my pelvis into her ass. The ripples of her flesh as I banged into her harder. I bent over fondling her breasts as I poked in deeper. Heather was breathing faster and more shallow. She started to beg me to cum in her ass. I was enjoying it too much. I gripped her chunky hips hard and started. Heather's head started to sag from my rear end assault. I shot my load loudly into her ass! As soon as I loosened my grip, she fell forwards. I rubbed her buttocks gently as I collapsed next to her. Heather looked weary and tired. She moved a curl of redhair from her beautiful face. "Ok, I think you like anal more than me." giving me a fatigued smile and reaching down to touch my cock. Heather rolled over to face me when she discovered how hard I still was. "Do you ever get tired?" she half joked.

I told her no, especially when I am very attracted to someone! Heather's chest heaved as she smiled at me. We kissed softly. Then she asked me if I would stay the night. I gave it some thought and suggested we go to my place instead. I had a more comfortable bed, a big shower for two, a jacuzzi and a pool. Heather joked I had her at bed. She went to bathroom and I heard her juicy cum filled flatulence echo from behind the door. I cleaned up a little. We got dressed, Heather packed some clothes and sundries, and I drove her to my place. She wore just a T-shirt and baggy sweatpants and still looked sexy. Her breasts bounced as she walked and her nipples poked through. Her ass moved seductively as I had to follow her. Heather asked why I didn't lead her around my place, I told her I enjoyed the view from behind. It was late so we showered together. Taking our turns washing one another. Heather seem to enjoy it like me. We toweled off and slipped into my king sized bed. She liked my silk sheets as we spooned. She leaned back we kissed softly and then I wrapped my arm over and she put her hand into mine. We said good night, Heather had her hair up and I kissed her neck softly. As she drifted off to sleep. She muttered, "I love you!"

With no hesitation, I said, "I love you too!" Heather squeezed my arm and I gave her one more hug before falling to sleep comfortably.

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