Lost in 27 - Heather

I woke early with a naked 23 year old named Heather. I was off my morning routine so instead of a run, I worked out in my basement. When I heard my master bathroom toilet flushed I cut it short and headed upstairs. Heather was in the bathroom brushing her teeth naked. She looked so sexy from behind that she noticed me staring at her nice big ass in the mirror. I had a mild pump going and she nodded in approval while she brushed. She spit out as I came up behind her. I began to play with her heavy hanging breasts. "Are you always this horny? " she asked amusingly. She turned around and pulled my shorts down. My cock sprang up. I told her I had a hard time being around such a sexy woman. Heather rolled her eyes and joked I needed glasses. We kissed and made our way back on my bed. I asked how she slept and how her ass was feeling. She was laying on her side and told me that I did a good number on her and it might be a day or two to fully recover from my giant cock. I moved over and kissed one of her ass cheeks softly apologizing to her fine ass. Heather asked me if I had plans for my day. Outside of running, I had my Saturday wide open. Heather suggested maybe a walk instead and she would join me.

So we got dressed and took a long walk. She didn't have shorts so I let her borrow mine. They barely fit her ass and man did she look amazing with her big ass cheeks almost showing. It didn't hurt she forgot to a bra. Her tits bounced as we walked at a brisk rate. Heather broke into a good sweat after just a couple of miles. We ended up doing almost five miles. We talked for most of it. Heather asked me loads of questions about my exercise routine and diet. She genuinely seemed interested in shedding a few pounds and I told her could help if she liked. When we got back, Heather was soaked with sweat. We took a shower together. She was already getting sore. I made her drink plenty of water and a omelette. Then I drove her to her place. She needed to do some shopping for food and maybe some furniture. I had a better idea and boldly proposed that she move in with me.

Heather turned around and just stared at me. Her green eyes sparkled, she smiled as she walked up to me. She hugged me and we kissed softly. "Am I your flavor of the month? " I knew what she meant but I played dumb

Instead I said, "Heather, I know we haven't known each other that long but we have something special. I would like to see where it will go."

Heather asked what about the house. I told her it can be a safety net, in case things don't go as planned. Heather packed up three bags of clothes and we left taking each of our cars back to my house. I gave her a key and a garage opener. She dropped her bags off and we took off to buy her things for the bathroom and food. We had a great time wherever we went. We just joked and talked the whole time. Heather became even more attractive to me. We talked about what she was going to research at the college and she was excited to share what she knew. I quickly discovered how brilliant she was. We got back and took a skinny dip in my pool since she didn't have anything to wear. The skinny dip turned from a silly game of splashing into me pinning her up against the pool wall and fucking her. We kissed and I sucked on her neck giving her a hickey. From the pool she gave me an incredible blow job as I sat on the edged with my legs in the water. Heather was really into it. She challenged her deep throat abilities and I admired her zeal even when she gagged and coughed. I warned her I was close and still she kept going. When I did launch my seeds she tried to swallow and did great with the first load the second came too quickly and she gagged and coughed profusely. Cum boogers oozed from her nostrils and Heather had to go excuse herself as she threw up into a garbage can. I held her hair back while she hurled. I helped her to the shower and she asked if she could wash up alone. I said sure and jumped back in the pool to swim some laps. I swam for about twenty minutes then got out. Heather was under my covers she asked me where I was going. I told her I needed to get the chlorine off of me and would join her soon. I showered and toweled off. Heather was resting peacefully in my bed. She looked so cute! I slipped in behind her and embrassed her from behind. She welcomed me sheepishly. Rolling over she took my hand down between her legs. She had shaved her reddish bush smooth. It excited me greatly. Heather pulled me onto her. Her freshly shaved legs felt nice. She reached down tugging on my hard cock. I her guide me. She felt so good, I moved in deeply. Heather exhaled coolly. "Am I your sex slave now that I live with you?" she whispered almost embarrassed to say it loudly.

"Only if I can be your sex slave." I half joked and seriously said.

We did it very slowly kissing extremely passionately. Her full lips were wet our tongues lightly danced around. We stared into each others' eyes and simultaneously said," I love you!" Heather looked at me and I at her. We didn't say anything for several minutes but we both knew something was happening between us and thoughts of being with Heather long term seemed to feel right. A fear came over me as our bodies broke into a mild sweat. What if she didn't feel as intensely as I did for her. My mind was racing and I needed to relax and enjoy this special moment with Heather. Then Heather spoke, "Are you as scared as I am?"

She blew my mind. I told her that I had just thought the same exact thing! I asked , "Does it seem almost too perfect what is happening to us?"

Heather smiled and said," yes, yes it does. Let's just enjoy this moment." I wanted to tell her I had the same conclusion but never did.

We made the sweetest love. I didn't pull put and released my seeds into Heather. We kissed softly and I moved out of her. I spooned her from behind and we fell asleep.

Waking up as the sun was setting, I got up and grilled some chicken as Heather made some pasta. We ate around the pool. Me in a pair of shorts and her wearing one of my t-shirts stretching it out with her massive melons and a pair of sweat shorts. I had to compliment her on her sexy attire. We had a light hearted conversation.

The rest of the weekend passed quickly. Heather ,even though sore, walked with me in the early morning. It was far more enjoyable than running alone. Heather started her school and I my work. Especially for me, I struggled with my job. I kept wondering if Heather was doing well. I knew she would be fine and I looked forward to hearing about it later. I was lucky my day ended up being much more busy than I originally thought. Heather had gotten home before me and she was busy unpacking her things when I came in. Just seeing her busy moving around made me happy. We changed into our walking attire and hit the trails. Heather was sore but enjoying our walks. We planned to walk in the mornings and evenings during the work week and three times a day on the weekends. It didn't take long to start seeing the results. Our sex went longer, her body felt firmer and Heather seemed even happier.

Months past by like days. I had grown so accustom and enjoyed sharing my life with Heather but one thing did begin to bother me.....her boyfriend back home. Heather was open and she had told her boyfriend about me and that we were living together and she even told him we were in love. The boyfriend wasn't overly thrilled hearing this and things between the girl he was seeing had deteriorated. The boyfriend was rethinking the open relationship. I had to tell myself that the only thing I could control was myself and whatever happens between Heather and me will happen whether I like it or not. Heather was excited about seeing her family back home over Thanksgiving. She had lost a significant amount of weight, almost thirty pounds from walking, working out with weights, and dieting. She looked extremely sexy! Her chest had gotten smaller and her tits now sagged more, she had a very nice hourglass shaped body. Her ass had gotten much more firmer and more defined rounder, her thighs looked more muscular, and she had killer sexy calves. Her arms were firmer especially her triceps and shoulders. Heather had really improved her strength overall. She had to buy new clothes to keep up with her shrinking waist. I knew she would blow her boyfriend's mind when he saw her. That last night before Heather left. I went all out orally on her. I licked her pussy, I fingered her as she masturbated to climax. Her orgasms had gotten even better. Heather was much more vocal expressing how good it felt to release. I rimmed her tight ass before having anal sex. Heather liked me on top allowing me to watch every inch go into her fine ass! I liked how she arched her ass up and the curves of her hips how they led to her slimmer waist and tapered back to her strong sexy back. Her red hair was even longer and more curly. Heather was even more adventurous in bed. So when I puller my cock out of her ass. Heather would flip over to suck me dry. She didn't struggle with swallowing and her oral skills easily swallowed every inch of me as she learned to relax her throat and breathe just through her nose. I unloaded my directly down her throat. Heather liked being called my 'dirty girl'. We finished with her on top riding me until she broke me. Her puffy nipples still got erect even if they now pointed downward instead of outward. Heather's neck was still her weakness and she had lots of hickeys to show for it. I made sure to give her a good one as she rubbed herself. We fucked in the bedroom, the shower, outside by the pool and in the kitchen when we needed a snack! It was amazing. It just felt right telling her how much I loved her.

Heather took off early after our morning walk and a quick shower. I had to prepare for my parents and my sister's family arrival. I really had wanted Heather to stay and meet my family but she told me she needed to end things with her boyfriend face to face plus she wanted to be with her folks and her sister. We promised to talk every night. I cleaned the house, the pool, and started propping for the meal. I took two extra long walks which only made me miss Heather more.

That evening Heather called me with some starling news. While she was out to eat with her parents and sister, the boyfriend showed up and proposed!! I stayed silent, horrified, Heather was upset that he did it without any warning. Heather felt obligated to accept his proposal and the dagger to heart was that she confessed to having sex with him just recently. A mix of emotions swirled in my head. I wanted to mean and cruel but I just couldn't do that to Heather. She had brought me so much joy these past few months and I was grateful. I told her how happy I was for her and wished her best. I told her I loved her and would always love her. Heather began to cry on the other end. I couldn't stop from crying too. Heather cleared her throat and choked up, "You really mean that? Don't you?"

"Of course!" I said shaking on the other end of the phone. I wished her a happy thanksgiving and told her I better go. Heather told me she loved me and hung up. That night was the longest night. I slept holding a T-shirt Heather slept in at night next to my face. I kicked myself for getting too attached too soon to Heather. I got mad then a weird peace came over me reminding me of what I had said to Heather and how I should be happy for her even if it didn't work out. I did fall asleep and knew my parents and my sister's family would be a welcomed distraction. I woke up extra early and went for a run. My run was short so I walked. Man, did I miss Heather! I got home and there was a message on machine. All I heard was breathing then a hang up. I spun it that Heather was a torn up about it as I was and I needed to just learn to move on.

Thanksgiving was a nice reprieve. I had to break the news about Heather and I breaking up. As heartbroken as I was, it was fun watching my sister's kids play in the pool. On a bright note, the turkey turned out perfect!!

Heather returned that Sunday after thanksgiving. I had packed up all her things and had them ready for her in the living room. I helped load up her car. She returned the house key and garage opener. It was silent and brutal. We hugged and I almost kissed her out of instinct but caught myself. Her green eyes didn't have that zesty fire in them. I told her if she needed anything with the rental house to let me know. We parted looking away wiping our eyes.

I poured myself into work and began looking for another project house to buy. As it turned out I ended up meeting a realtor lady named, Lisa! She was 32, short (5'4"), pretty, long curly blonde hair, blue eyes, petite, slender weighed around 115lbs, tiny waist, nice legs. We started talking about the house and it somehow led to me asking her out on a date and her accepting.

Lisa was divorced for three years, had no children, loved her work and was ready to settle down. After Heather, I began to think settling down was a good idea too. I didn't know what to expect when Lisa canceled our date and instead invited herself over to my place the next day. Lisa arrived at my door wearing these white high heels, a sheer tiny robe that did little to cover her body with a white bikini. I welcomed her in and she scoped my house quickly then headed to my pool. She took off her robe and took a towel of the drying rack and sat down to sun herself. Then she had the audacity to ask if I had anything to drink. I got her a drink. She told me I had just two hours before she needed to leave. "So what do you want to know about me?" Lisa said kind of snooty.

I was silent in shock. Lisa was very attractive but she seemed to be so cold and robotic. I really didn't think we needed two hours. Before I could speak up Lisa informed me she researched me. I had a good job, I had assets that totaled x amount of dollars, she knew my net worth and I had no criminal record and hadn't every been married. Lisa shot straight and fast, "So are you gay?"

I wanted this to end and so I told her I was. Lisa sat up and lowered her glasses, "do tell!" I told her about my college years and how I had met this much older guy for sex. We continued to see each other off and on because he had a partner and their relationship was open. Just saying open relationship reminded me of Heather. Lisa inquired if I still liked being fucked by men. I said sure if the right guy came knocking. Lisa then shared her lesbian adventures which didn't really interest me in the least. She kept babbling and I tuned her out.

I stood up and told Lisa, "This is just not going to work, I think it would be best for both of us of you just left." I pointed to the side gate for her to leave by. Lisa sat there stunned and silent.

"No one had ever talked to me like that before!" she said in a softer voice than she had been speaking. She just stared and I looked back at her with disdain.

"Please leave!" I said as kindly as I could.

Lisa stood up and grabbed her robe, "Someone must of really done a number on you!!" she took off her glasses and looked into my eyes.

"You have no idea..." I said with great sadness.

Lisa came up to me and she gave me a sympathetic hug. Then she said, "I know exactly what you need! You need a rebound!"

My mouth opened shocked as how perceptive Lisa actually was. She was right I needed to distant myself from Heather. Lisa reached into her tiny purse she had carried in. She pulled out a business card wrote a name and number on it then handed it to me. I asked her who was it. Lisa calmly said as she put her robe on, "why its my twin sister Lori! She just got out of a bad relationship and you two would be perfect for each other." Lisa walked out without another word as I looked at the number on the card.

I phoned Lori. She was nothing like her sister! I told her about her sister and what transpired at my house. I impressed Lori by the sheer fact I had kicked her out of my house without having sex with her sister. I guess the two hour window was just for sex nothing more. ...I kicked myself for not realizing what I missed out on. I decided it might just be best to meet Lori at a park where we could just meet up and talk to see if we wanted it to go further. Lori warned me that she didn't look like her sister.

We met the next day. When Lori arrived. She did look like her sister! Lori had the same body shape, same hair except her hair was a light brown, her sister dyed her hair blonde, and blue eyes. She dressed more casual than her sister. She wore tan skirt above the knees, with a yellow flower print top that was partial unbuttoned at the top with a white T-shirt underneath, she had on a pair ot walking shoes with matching yellow socks. We shook hands after greeting one another. We had awkward pause before we agreed at which way we should go on our walk. Lori was just as bold as her sister but she was more genuinely kind when she asked what had happened in my last relationship.

I joked briefly ,asking if she meant the trainwreck of a date with her sister Lisa. Lori laughed and then I told her about Heather. She listened without giving me any advice. ..which I appreciated. I then asked Lori about her last relationship. She told me she had been seeing this guy for a year. He had a great job, traveled everywhere, and he tool her on trips around the world. Then Lori told me he lied about everything and he was married! She ended it immediately after finding out. Lori said it ended just over a month ago.

I asked her how she was doing since the breakup. Lori was surprised I didn't question her as to how come it took so long to find out he was married. Lori said it was really tough because she could see herself married to that man. I strongly related to her!

Lori confessed that her trust was crushed and she just needed to get past the pain. I agreed and offered her a hug. Lori was leery of it for a moment but we gave each other a hug. It was a brief hug, where you keep your pelvis areas away while leaning forward. Lori looked at me, I looked at her and saw her as an attractive woman. Without a word we hugged again. This time much longer. It felt nice. I began to tear up. I felt the shoulder of my shirt get damp as Lori silently sobbed. We just hugged. After several minutes we separated feeling euphoric. I asked Lori if she wanted to get a coffee or something. Lori smiled red eyed and said no thanks she just wanted to walk and talk. I was cool with that.

I broke the tension by asking if she was giving me two hours? Lori and laughed. Then Lori joked it might be three hours before she would have sex with me. The awkwardness came back like a flood. We walked along in silence. Then I saw Heather walking towards us! I braced myself and warned Lori that she was coming. It still was too fresh and my eyes began to water. Lori noticed me struggling and took my hand squeezing it. I looked at her and she told me "you have got this! " I appreciated what she had said.

Heather walked up to me. She had noticed Lori was with me. I put on a fake smile and said hello then I introduced Heather to Lori. Lori stepped up to Heather and shook her hand forcefully. I congratulated Heather on her engagement. Lori made a point that she didn't have a ring on. Heather acknowledged the ring missing from her finger. Heather looked at me for a moment. She then smiled and hugged me. Heather whispered, "I would love to talk to you sometime." she kissed my cheek and headed off. Lori saw how distraught I was and venerable. Lori took my hand calling Heather a bitch and we began to walk at quickened pace back to where we had parked. Lori took me to her where her car was parked. She ordered me to get in and we sped off. I was still in a haze, Heather looked so good and I really missed her. It took me a moment when Lori was pulling into her driveway. We got out of her car. I followed into to her house and then she kissed me! Something snapped and awoke me from my clouded brain. I started kissing Lori. She broke it off abruptly. "Don't read too much onto what we are about to do." She took my hand and pulled me upstairs.

Lori order me to undress like she was doing. Lori began to slow down taking her shirt off as she saw my well defined chest and abdomen. I looked at Lori now unzipping her skirt wearing a white bra and matching panties. She looked hot. Lori asked what. I told her she looked nice. She paused and tried to conceal her blushing by turning away. I took my shorts off and slipped out of my underwear. I was fully erect as Lori unfastened her bra taking it off her shoulders. She bent over her tiny ass tan lines from where her panties once were. Lori turned around and gasped. Her mouth fell open as she stared at the extra thick cock that looked directly at her. She walked past me to a dresser and took out a condom. Lori got on her knees and tried to place it on me. As she stretched it over my tip the condom ripped. She swore under her breath, stood up and grabbed another. She paused and took a deep breath just before going to her knees again. I was amused slightly but didn't show Lori. She opened the condom gently. Lori touched my cock with her hand. Her whole body trembled as if she had gotten a chill running down her spine. She got the condom over my tip but struggled to unroll it onto my increasingly thicker shaft. Lori realized she had put it on backwards and took it off. As she did so the condom broke. Lori stood up and stomped floor cussing. She had barely looked into my eyes since seeing me naked. Lori looked amazing! She had these perfect perky palm sized breasts with pink puffy nipples that were erect. Her pussy was groomed in a tiny triangular shape. She was very lean, you could make out her ribs, super flat stomach, her legs were very slender and shapely with a cute tiny bubble butt. I took over picking Lori up. She wrapped her arms tightly and kissed me. She begged for me to go easy on her. I looked at possessed stating I would make no promises.

Lori moaned seductively and I sensed she wanted it rough. I put her on the bed and she began to move up to the headboard. I moved up between her skinny legs. Lori laid flat on her back and reaching down she pulled herself open to me. I held my thick rob rubbing it up and down her tiny slit. Lori moaned faintly as I detected my tip wet itself against her open pussy. I stuffed my tip inwards. Lori gave little resistance. She cried out with the end of the cry going silent as my tip broke into her. I pushed in. Lori's head began to bob up and down as she gasped to breath. I went deeper, her skinny legs quivering as reached under her ass and propped her up. I bore deeper. Lori swore loudly as she moaned. I moved my arms to pry her legs up and open. I plunged even deeper. Lori nearly choked on her tongue as she struggled to breath. I leaned over her forcing her legs to bend up towards her head. She braced her hands on my chest pleading for me to stop. She shook her head side to side. Tears streaming down her face. I couldn't help myself pushing the last inches as deep as I could. Lori let out a high pitched squeal. She turned very pale. Lori spit out in a very fragmented statement, " y....you...you.....so..sass....so ...fu....fuck......fuck.....ing..huge!" Her reaction was insane, no one had ever reacted to my cock that way. I began to pull back slowly. Lori took in a frantic breath and exhaled as pushed myself back inside her slender hot body. I leaned over even more as squeezed and cupped her ass in my hands. I told her how good it felt inside her. Lori's who body quivered uncontrollably she broke into a feverish sweat. Her breathing was fast and shallow, at this rate she would black out. I picked up my pace taking long full strokes into her petite body. Her tiny stomach bulged as my hard cock traveled up past her navel. I was insatiable and couldn't get enough of how far my cock could travel inside Lori!

I kept going harder. Lori's head popped up. She grimaced. Begging for me to stop, I was going too deep inside her. I pulled back trying to take shallower plunges. Lori's breathing got better. She moaned in a painful way. She placed her hand on both sides of her stomach. Lori begged me to stop. Her face was very pale, she looked Grey in the face. I pulled all the way out. Lori gasped and gasped. She patted my chest trying to thank me. I lowered her legs, they twitched without her realizing they were. She placed her hands over stomach and cried painfully. Lori, begged me to help her up off the bed. I moved off and pulled on her arms. She cried and told me to put her back down. She laid ther pushing down on her stomach. The knot just to the right of her belly button was more visible. Lori in a sweaty panic asked if I would push it back down. I wasn't sure it would work but I did quickly and with force. Lori shouted out loudly and then seemed to pass out. I tried to get her to wake up. I could see her chest heaving and felt her breathing more calmly. I wasn't sure what to do so I just laid next to her silently. With the craziness that had happened my brain was exhausted and so decided to nod off. Lori woke me up looking much more like herself. What had happened is that she had a panic attack! What got her back was I had taken her hand and she felt the rhythm of my slow heart rate. Lori had seemed sincere and apologized for the scary episode. She asked me if I did anything more to her after she temporarily lost conscience. I told her no and thanked her for trying to get my mind of my past relationship.

Lori began to sob. This had not been the first time for her she explained. The more she talked the more scared of her I became. Lori wanted to try sex again, I thanked her and politely asked if she wouldn't mind driving me back to my car. Lori cried even louder. I gathered my clothes got dressed and called a friend to pick me up.

After the freak show I had experienced, I had to try to get Heather back!!