Gender: Male Age: 28 Location: N/A
|Introduction: A rewrite of the original|
I present to you a story based on actual events, only the names of the people have been changed to protect those people from possible embarrassment…
Chapter 1: The Plan for Vacation
Without a woman in my life I embarked on a vacation with three of my best friends. We had vacationed often together, but this was the first time in years, and it seemed long overdue. This year my friend Lisa had just left her husband after just 8 years and she was looking to relax a bit by resting at a vacation house in northern Virginia. The other two members of our group were two love birds named Abby and Jack. I had known Abby since college and was introduced to Jack when Abby brought him to a dorm party her senior year.
I had always had a thing for Abby but never got up the nerve to do anything about it, and senior year she asked Jack to marry her. That was what I loved about Abby she was a dominate personality and she proposed because she tired of waiting for Jake to do it. Regardless, the two of them would join Lisa and I as a newly engaged couple.
Now we get to the fucked up part of the situation was that Abby had always given me signals over the years and I never pulled the trigger. I figured she must be happy in her relationship with Jack but I could not let go of the feeling that I let something slip through my fingers.
So anyway…The four of us arrived at the vacation house, and I picking up my bags and headed inside right behind Abby at the back of the line. Admiring her perfectly round ass, I began to think that I really missed an opportunity and I wanted to at least tell her how a felt before she committed to Jack for the rest of her life. My only saving grace when thinking that Jack and Abby would spend the whole weekend fucking was the other member of our group, Lisa.
You see…Lisa was an older woman, I say older but she was only about 38 years old at the time. In comparison to the rest of us she was old, she beat the next oldest in the group, Abby, by 13 years. Lisa and I first met when I was in high school she was a tutor for me and then became a close friend even after I left for college. We actually slept together just once before I left for school. She said she did not have money to give me a good graduation present but that she would fuck me I wanted, and trust me I wanted. So even if I was not going to get with Abby that week I could at least maybe take a shot at Lisa.
Chapter 2: My Longing for Abby Grows.
So after two days on vacation I had spent a lot of time thinking about Abby and wondering about opportunities lost. On the third day of vacation I was sick of the thoughts that were always in my head and I tried to put my thoughts elsewhere. I walked around the house admiring the big fake wood paneling that covered the walls. The decor was very 1950s and it made me feel like I had stepped into a time warp but I did not mind to much I always liked the idea of living in the 50s, I mean Elvis and Chuck Berry, sounds like I good idea to me.
As I went up stairs to go to my room, most likely to masturbate over thoughts of Abby then hit the Xbox 360 for a couple of hours, I was suddenly grabbed from behind by a pair of soft playful hands. Then I heard it, the voice that melted my heart and made my knees sink. It was Abby placing her hands over my eyes saying, “Guess who?” I laughed and tried to fight off a quickly growing boner. I pushed her hands away and turned to see her perfect frame standing before me. I remember now thinking that she looked stunning, something about the light from a nearby window hitting her from just the right angle.
She stood about 5 foot 5 inches and was just a bit on the heavy side, but not in a huge bitch kind of way just a very sexy curvy way. Long brown hair came down a few inches below her shoulders and the ends of her hair rested lightly on her C-cup breasts. I was suddenly stuck without words, but It did not matter as she was just messing around she did even want anything in particular. “So, Jack and I are going for a walk we will be gone for about an hour.” Do you want to come at all?” She asked the question in the way that somebody asks something to be polite but really only wants to hear one answer. I just nodded and she walked down stairs, her perfect ass bouncing as she went.
Chapter 3: Me and Lisa
Turning again to go into my room, now certainly with the plan to masturbate unable to retract thoughts of Abby doing things to me that I am certain are illegal in some states. As I entered the first room on the right which was my room, another voice called out. It was Lisa, she was calling me into her room. I could not catch a break, I fought off another growing boner with semi-success. I walked in planning to set on the bed in her room but indeed walking to her and hugging her. Enjoying the feel of her elegant trim body, that was still perfectly taught after a lifetime of working out. Her dark brown curls that normally rested on her shoulders now tangled presently with my own sandy brown hair. Her sweet perfume stuck me in the nose and I inhaled deeply enjoying every second of it. She was 5’8 and I was 5’10 so when I placed by head on her shoulder I got a decent look at the top of her well rounded B-cup’s hiding in a tightly fighting blouse.
She hugged me asking “what’s wrong sweetie?” I walked over the bed with my head shaking in a nod. Taking a deep breath I said, “I need to tell you something.” “I think I have some feelings for Abby.” She laughed semi-nervously, “I’m sorry, I don’t mean to laugh, but when you said “you think” I was a little shocked. It seemed that Lisa already knew about my feelings for Abby, but I guess it does not take Sherlock homes to figure that out if you know what you looking for. “Cooper, you have looked with lust at that girl for years and never made a move.” “All four years in college, how many emails did I reply to saying ask her out!?” Now that she is marring Jack you are just hurt you never pulled the trigger.” I laughed thinking that I used the same synonym earlier in my head and now here it was being said out loud. Lisa placed her hand on my knee looking deep into my eyes she said, “You need to let her know how you feel, before she marries Jack and you feel bad forever.”
“I guess I should, I just don’t seem to ever be able to gain the courage to say something.” “I figure a lot of my hesitation has to do with the fact that I have not slept with a woman in over 6 months and am feeling so worked up down stairs I can’t focus my thoughts.” Lisa just smiled as she slid her hand slowly up my leg reaching my inner thigh. “So…what yours saying is you need some release?” I blushed slightly as she felt my growing cock through the denim of my jeans. “You want me to help you with you that, it will help you release some of that built up pressure.” I just nodded as she slipped off the bed so that she sat at my feet on the side of the bed.
She reached up and unbuttoned the button on my jeans and then slowly moved the zipper down my pants looking up at me while doing it. Smiling she said “let’s see what we can do about all this pressure.” Reaching into the small cloth flap of my boxers she wrapped all four fingers around my dick moving it out into the open air. “Well, well, well, what do we have here?” Laughing she started to reach back up and I stood up she grabbed the waist band of my jeans and pulled them down to my feet. Gripping a little harder she started to work my shaft slowly up and down.
She started to lick the tip of my cock, and a jolt of pleasure travelled through my body. She started to rock her hand harder and harder up and down my shaft. Lisa went back to lick the tip of the cock as my pre-cum started to emerge. I could not hold back anymore, and began to look around for a towel. As if she could read my mind she said, “You don’t need to worry about a towel you can go in my mouth.” “Ok, well I think I’m going to cum in a second.” She looked up at me smiling and opened her mouth. At the very second that I blew my load she leaned forward and took my entire cock into her mouth, and I blasted everything I had into the back of her throat. Making sure to get every little bit of cum from my cock she ran her long tongue along the shaft, and sucked hard as she backed off of my cock. I was amazed as I never remembered her ever swallowing before.
“That was a lot of fun, and I think it may have helped me with my um…thoughts.” I pulled by pants back up and put my cock safely putting my penis back into my pants, watching and she wiped her mouth of cum, and standing to go to the bathroom to clean up. After she was done in the bathroom she walked back over to me leaning in to my ear and at the same time taking my hand in hers. She placed my hand on her tits and whispered in my ear, “I hoped that helped sweetie, and try not to think about Abby so much.” “O and by the way, I want to fuck me before the vacation in over.” I never did that year but the next year was a different story…but I am getting ahead of myself.
Chapter 4: Talking to Abby
Leaving Lisa’s room, I felt better about my feelings for Abby. However I still believed that I had to talk to her about my feelings. When I got down stairs she was sitting alone in a big reading chair reading a book on economics. She looked up smiling to say “Hey!” “Jack went out to get some food so we are going to eat in like an hour you want to do something until then?” A lot of thoughts crossed my mind at that moment, including “ya I love to rip your clothes off with my teeth and make you squeal like a pig.” Of course what came out of my mouth was a stubble of ums and ahs. I just went to chair next to her and grasped her soft hand in mind.
Sighing and trying to sike myself to ask a very big question I finally said, “So, I wanted to talk to you about something.” “I know you and Jack and getting married soon and I wish you both the best, but I think it is important to understand that I some strong feelings for you.” I started to breath heavy, thinking that I had just said the one thing that I had not been able to do for years. Abby just looked up and me and with a half angry half comical face said, “You are an idiot.” “You waited until now to tell me this?” “You realize that I have been waiting for years for you to say something?” Her face growing less comical and more and more angry, along with her tone she said “What about all the years of signals, God damn it Cooper!” “Do you realize I think about you when I make love?” “I spent three years thinking about would be like for us if we got together!” “This is fucking crazy, you just can’t come out here and tell me that you have feelings for me, it’s too damn late!”
I was shocked I really had missed my window in college. This whole time we could have had a relationship and she had finally moved on just in time for me to tell her I had feelings for me. “Ok, so I feel like an idiot now.” I said in a begging tone. “Look don’t marry him, give me a shot, we can make this work.” She laughed angrily saying, “I have to marry him, I’m engaged, and I can’t go back now.” Lowering her voice and sinking back into her chair looking like she was just emotionally beaten to death as she held her head in her hands. I walked over and grabbed her shoulders and she did not resist. “Please…I have been a fool, but I need one more shot.” She looked up placing a hand on her chest. “I have such strong feelings for you that on some level, I think I want this to work, but this is too damn late.”
Chapter 5: The Deal:
Still looking into her eyes, I dropped to my knees speaking softly, remembering that Lisa was right upstairs, but knowing that she probably herd everything. “I will make you a deal.” “You meet me 2 am in the morning after everyone is in bed.” “Slip out and don’t wake Jack, there is a hot tub out back meet me there.” “I think we need to do something that is going to get a lot of emotions and unanswered questions out in the open.” She looked down at me placing a hand on my head and said, “If you promise to never bring this stupid shit up again, I think we can do what you want.” Maybe it will let me move on with my engagement and then marry Jack.” “You have to understand, if this happens it is a onetime thing, understand?” I nodded trying to force back a smile that I’m sure she would not want to see. I stood up leaning in to give her a hug and in my surprise she leaned in and kissed my hard on the lips. She then leaned back and draped her arms around my neck and said, “I want you to go now and I don’t want to see you until tonight.”
Chapter 6: Me and Abby
Later that night and I found my way through the dark using the dim light of my cell phone. As I reached the back of the house my heart was racing and it practically exploded when I saw the hot tub and standing next to in a bathrobe covering just bra and panties was Abby.
“So you ready to do this?” She asked. I walked over swiftly to her and began to kiss her, whispering yes as I did. The switch had been turned on and she began to move the robe off her shoulders and pull the white t-shirt off of me. She got it off and began to kiss my chest and I wrapped her around the waist keeping her close to me. She stopped kissing my chest long enough to start pulling at my sleep pants from the waist.
As she let my pants fall to the floor she came back up to my relative eye line and began to kiss me again. She kept rolling her tongue in my mouth in a way that made my mind slip from reality and into a world of pure bliss. She stopped kissing my mouth and leaned closer to kiss my neck speaking in between the kisses saying, “I have always wanted to make love to you but you never made a move, you prick.” I laughed at her as I said, “I thought you just thought of me as a friend, not as someone you could date.” “I can’t believe I was a prick about this I’m so sorry.” She stopped kissing my neck without words dropping slowly to her knees.
I was standing looking at her at my knees looking at my loose boxer shorts, breathing so heavily I felt like I needed to sit but did not want to. She just smiled and looked up at me from the floor, “So speaking of pricks let’s see what we are working with.” She reached inside the flap of my boxers and removed my cock from its home with the smile on her face that a child has when he finds a prize in a cereal box. “God damn it.” “I have never been about size at all, but damn it, knowing I could have been getting this cock in college all those years makes me a little pissed.” She quickly engulfed it in her mouth and hummed in glee, very happy with the size.
She lifted off my shaft almost as quickly as she had taken it. She stood up and quickly turned to the button on the side of the hot tub to turn it on. She then turned back to face me stepping close grabbing my rock hard shaft with her hands. She released her bra with the other hand and her perfectly rounded breasts with hard erect nipples stared my in the face.
I grabbed her breasts and gave them a hard squeeze. She moaned in pleasure and backed me into the side of the hot tub. “Get in the tub, its fucking freezing out here!” We climbed into the hot tub and I immediately enjoyed to warmth flowing over me. I looked at her now completely naked body slipping into the water. I am not sure if I can describe the joy I got watching her all natural tits rest slightly on the water before sinking in below with the rest of her body. “You look beautiful Abby.” She looked up at me wading her way slowly to the other side of hot tub so that she was now no more than a few inches away.
She reached down grabbing my cock again and rubbing in up and down before straddling herself and inserting me into her. She leaned in to kiss my neck as she rocked up and down and my rod moaning with pleasure. Looking at me with the slightest bit of shame but then uttered the words that made me more happy then I think I have ever been or will ever be. “I have waited so long for this, and you can’t say anything to Jack but..God damn you have a way nicer dick then he does.”
I placed my hands at the small of her back while every now and then squeezing her ass as it bobbed up and down in the water. We had gone at it for about an hour and I was close to popping. She always could tell by the look in my face and would slow up and kiss me deeply until I was ready again. It’s what I loved about her. Soon after we had worked up quite a lot of heat and sweat she leaned in to my ear and whispered, “So did you know that I was a diver in high school?” “That means I can hold my breath for a really long time.” She smiled and reached down taking my cock out of her canal and went under the water.
She began to blow me from under the water and although I had trouble timing her, I would say she was down there for an impressive amount of time. Coming back to the service she twisted her body, showing her perfect ass to me and begging me to mount her. “Humm, this is really good, I can’t believe how good the water feels.” I did not hesitate and mounted her from the back. We moved together like one perfect being. I watched her tits from beneath the water bouncing with her body and I was in pure ecstasy. Giving her a reach out I grabbed one breast at a time using the other hand to steady myself on her back.
She turned back to face me and said, “I’m flexible but this is starting to hurt.” “You see the blankets over their on the chair behind you?” I turned to see the blanket and as if our minds were one we both disengaged and climbed out of the hot tub. We walked quickly over the blankets and laid them out on the floorboards warping ourselves up in them. I looked up at her as she was now on top laying on me. “You are so smart to bring some blankets down with you.” “She just laughed and said, “This is not my first rodeo.” She started to work her way to my waist kissing as she went. I ran my hands through her long hair as she worked her way down knowing full well what she planned to do. She moaned and took my wet cock into her warm mouth making a sensation that to this day gives me pleasure thinking about it. After a very enjoyable blowjob she worked her way back to my eye line. She smiled and went into the cowgirl position. I just smiled thinking of the rodeo comment she had made before.
I reached around and grabbed her perfect ass, to steady her and move her faster on my lap. Even if she was a little over weight she had meat in all the right places. “This is how I always thought it would be.” She smiled and kissed me, “I know you have wanted this for a while, and I have to say this is great for me too.” I kissed her saying “I’m loving this ass right now, it’s perfect.” “Awww, you are sweet, I think it may be my best feature.
She rocked up and down, slipping right back into the moment. After more incredible fucking I was coming close to climaxing again. I gripped her neck and brought her bouncing to an end and kissed her neck. “I have to cum!” She could not answer me as in that same moment she kissed me again and then grabbed my ass pulling down so that my cock was the deepest possible in her canal. She then had such a large orgasm that she always wept, and it looked like she might faint.
As she came out of it, she let go of my ass and grabbed my shoulders to keep her balance and I grabbed her ass using it to move her up and down faster and faster. I began again only to be cut off, “I have to…” She interrupted, “Fuck me until you cum, you bastard, I’ve never cummed that hard before. “But I don’t want to cum in you, that is going to be a bad idea, right?” She struggled to form words during another orgasm. “I’m… on… the… pill.” She cummed again, her muscles contracting grasping my cock, making her pussy feel incredible.
She tossed her head back and stopped bouncing up and down and screaming, “O my god, I’m fucking cuming again!” She yelled so loud I quickly covered her mouth. She started to bite my hand as she was overwhelmed with pleasure, but I did not mind at all. I was closer to cumming with every thrust of her pelvis. I gave one last push hard and deep into a very wet pussy. In one perfect moment I cummed hard to her and every fantasy that I ever had about her came to reality.
She collapsed into me and lay on my chest unable to move. After a minute she rolled off of me grabbing a corner of a blanket and pulling it up to her neck. I leaned back thinking of this great thing that had just happened. After my heart had stopped racing I leaned over to hold her. “I want this again, you are incredible!” “I have never fucked that hard before.” We agreed that this could never be the last time.
We spent the night sleeping outside in the night air, waking up to Lisa looking at us at the sliding door. Panicked I woke Abby. Long story short Lisa is the coolest person in the world and she managed to help Abby into a shower and me into my room without Jack every waking up.
Over a year in the making, enjoy!!
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