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Stephanie

Age when it happend: 18
Where it happened: vacation
Langauge: english
Sex: Female
Rating: 8
Category: Straight

I know my husband reads this site regularly so I am going to surprise him and share my first time experience here. This is for you Donnie!

For the longest time I have kept the story a secret because of the circumstances involved: a friendship,an indiscreetion, and a significant age difference.
It was summer 1997, I had just graduated from highschool and was looking forward to starting college in the coming months. A good friend from school invited me to go on a beach trip with her family to celebrate graduation. Her family had bought into a beach condominium with several other families and had access to the place for 6 weeks every year. We were going for 2 weeks, the first week it would just be us girls, my friend, her mom, and myself. The second week her father was coming down to join us. For the sake of this story I will refer to her father as Frank.

The first week was alot fun. Typical girls at the beach, tanning, laying by pool, good books, and of course guy watching. My friends father, Frank, arrived on Friday evening. I had spend spent alot of time at my friends house so we had become pretty good friends. If there was a connection between us, it would be that we were both athletic. He was a former college athelete and was currently running marathons and triathalons. I had been very active is sports in highschool participating in both the field track and cross country track teams, softball and tennis. A few times he had taken his daughter and myself to play raquetball and tennis. His daughter didnt share our enthusiasm for participant sports so that allowed her dad and myself to forge a bond over sports.

Before going to bed on Friday night Frank invited me to work out with him the next morning. He would swim a few laps in the pool and then run several miles. I dont think he expected me to take him up on the offer because he was going to begin at 6 am. I actually didnt commit to it but told him if I could get up I would otherwise he was on his own. I did however wake up early the next morning without the proding of an alarm clock. I put my swimsuit on and collected my running shoes and we were off to the pool. We swam about 10 laps which nearly killed me, I wasnt a practiced swimmer, and then we hit the beach to begin our run. He had swam in a speedo which I as a rule dont like seeing guys wear but i found him to be exceptionally attractive in his. He had a nice tanned muscular body and it took alot of will power on my part not to look at his surprisingly large bulge. I had seen guys in speedos before, at the Y and at swim meets and my response is always a natural reflex to look away. But for some reason his caught my attention and I wanted to look. I cant be sure, but i think he caught me. Totally out of character for me. 🙂 Fortunately he put running shorts on over his speedo before we began our run. I remained in my swimsuit and only put on my running shoes. We ran a 5 mile trek and talked the entire time. I didnt know if it were real or imagined but I felt a sexual tension between us as we ran. We returned to the condo and showered and dressed for the day. My friend and her mom were always late risers, usually getting up around 10:30. I had breakfast and went by the pool to read. He stayed in the condo and read as well.

The next morning we agreed to meet again and repeat what would be our morning ritual for the week. Swimming laps and running. I had had 24 hours to contemplate my attraction to him in his speedo. I had dated a guy in highschool for almost 2 years and while we never had sex ( we were good kids) I had put my hand down his pants. It was obvious he was not in the same league as my new workout partner. When we got to the pool Frank dropped his running shorts revealing his black speedo with a lime green stripe on both sides. The fullness of his bulge was intoxicating. I looked and I didnt care that he saw me look. We swam our laps and hit the beach for our run. The sexual tension was enormous.

Because of my friendship with his daughter and because of circumstances I of course didnt expect anything to become of this. Besides, I was 18, he was 45. He was married and I still had my platonic boyfriend back home. At some point during that second day, Frank looked at me and then told his wife he was going across the street to check on his brothers condo. It turns out his brother is the sole owner of a condo across the street from where we were staying and Frank had a key. His brother rarely used the unit as he had bought a beach home a few miles down the road. I’m not sure why he hadnt sold it or wasnt renting it but I guess that is not my business. But I did suspect that this was Franks way of letting me know we had a place to go if I desired. Frank rummaged thru his belongings and finally found the key and set off to check on the condo. As he would tell me later, a rental company had been renting the unit without his brothers knowledge and was pocketing the profits. So Frank did have a valid excuse to check in on things.

Monday morning finally arrived, our third workout together. I had been awake since 3:30 in anticipation of the workout. On this morning I put on a different bikini, one with a little different cut that revealed my tan lines from my previous bikini. I had noted in the past that guys found that to be attractive. Frank immediately noticed and made no effort to hide his gaze. As for me I unashamedly looked at the fullness of his bulge once again. The previous glances had become stares. I wanted to say out loud how much I had missed seeing it over the last 24 hours.

We jumped in the pool for our laps and then hit the beach to run. Decisions had to made. This would either be our last workout together, the sexual tension had become unbearable, or we would act out on our impulses. I knew the decision was mine and he would not make a move beyond revealing that we had a place to go. As we neared the end of our run, I asked him to show me his brothers condo. We finished our run, he removed his running shorts and we showered off together in an outdoor shower by the pool. His body rubbed against mine and I felt his bulge rub against me for the first time and I knew it was intentional. He told me he had put the key in his car. How convenient. We walked across the street and entered the condo. If this were a play the lights would dim here and the scene would close. Implications known. But If I stop here my husband would murder me.

In all seriousness the sex that first morning was not that great. It was very awkward and almost didnt happen. The most intense moment was undressing. Removing my top and revealing my small but well formed breats to him and then lowering my bikini to reveal my pussy to this man was a moment in my life I will never forget. When he slid out of his speedo and his cock pressed against my bare stomach It felt like an awakening, a desire to be had by this incredible man and to give all of myself to him and to be a complete woman for him. We kissed and touched and he tried to enter me but we could not make it work. We tried different positions and it would just not go in. I was nervous and uptight, he was large. We eventually became frustrated and I think we both had worries about the people across the street. Were they awake? Would they come looking for us? I dont know how much time had passed but I knew we were nearing the end of our time together that morning. In what seemed like one last act of desperation he lifted my pelvis, and with a force pushed cock in me and finally I felt his cock slide deep into my pussy. After an hour of trying we had done it. I had his cock inside of me and I was finally able to be a woman for him. He penetrated me and then pulled out and came. I wouldnt say it was painful, i was too excited to feel pain. But it did feel like my internal organs were being damaged. I was in fear that he would have to rush me to the hospital and our secret would be out. Other than a little bleeding which continued thrughout the morning, I was ok.

We were both scared to death we were going to be caught and after he came we both got out of bed quickly, showered, and got dressed. We walked to the beach so we could enter our condo from the beachside if anyone were awake. When we walked into the condo it was quiet and everyone was still fast asleep. In fact it would be 2 more hours before either would wake up.

Our first experience was on Monday morning and we continued our affair for the remainder of the week. The sex was much better the second morning, he was able to enter me with little problems and we had sex for two hours. We made love, we fucked, we had oral sex, we talked, we made love… It was amazing. I was addicted. That sexual bliss unfortunately only lasted a couple mornings as I became very sore and raw. But even so, I took his cock every morning. Friday would be our last morning fling and we went home early Saturday morning. We had 5 mornings of passionate and lustful sex. It took a week for my body to recover from the experience but and my body would never be the same after him.

I returned home to my platonic boyfriend and we resumed were we left off without having sex. We broke up at the end of that summer and went our seperate ways to different universities. I never took any more trips with with my friends family and our friendship waned as we grew older. I would see Frank from time to time and nothing was ever said between us about our affair. Donnie, he was at our wedding and I confess when I saw him sitting in the church and I was at the alter in my beautiful white wedding dress, I wondered if he was looking thru my dress and remembering that week at the beach. I was.

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