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One Night Stand to Be Remembered

Posted by: Age: 25 Posted on: 5 comments
8 likes 15 views Category: Masturbation Male-Female Tags: Blind date, phone sex, blowjob, watched

So I have been married twice, the first time, I was really young and it didn't last long and had a break in between. During that break, I went out looking for the fun I lacked due to getting married young and being committed to sexless marriage. One night, I was home, and I had been drinking while watching some late night, softcore porn.


When I saw a commercial for a telephone chat line, free for the weekend. What luck, I was drunk and horny ant thought that maybe I might luck out. I gave it a call, and after setting up a generic account, I was in. Basically, you heard a recorded opening minute of someone's voice, and then you could try to connect. During this time, others would also hear yours and could do the same.

While listening to what seemed like mostly way too young girls leaving recordings, I got a hit on mine, so I connected. She said, "Hello," and asked my name. I told her and asked hers. We began chatting and oddly what I was hoping for, phone sex, never happened but I was good with it. She gave me her real number and I gave her mine. She said, "You seem drunk, let's talk tomorrow." I agreed and went to bed.

The next morning, I woke up to a text, "Hey I really liked our conversation last night, with a picture of her that said: this is me. Text if you still like when you wake.

I must admit, being drunk the night before I had no image of her in my mind. But it turns out, she was sexy, curly blonde hair, cute glasses and a sexy smile. I texted her back and sent her a picture back. I hopped in the shower, hoping to rinse off the night before, when I heard my phone go off. I got out and dried off and read the text. She said, "I work today but would love to hang out tonight." I was free so I agreed.

We texted back and forth most of the day, she told me she was unhappily married and wasn't looking for any relationship while she got through her issues. I told her I was separated and was good to see what happened myself. The day went on and I ended up going to her house around 5-ish to pick her up for dinner. She came out in a very sexy knee high skirt, with a cute team blouse on. Revealing her nice cleavage, not overly big breasts but nice ones for sure. She gave me a hug and said, "Nice to meet you," then said, "Sorry I'm a huge sports fan . I laughed and said, "No worries." 

We headed to a sports bar by her house she recommended and had dinner and a couple of drinks. I paid the tab and we headed back to her house. She asked on the way home, "Want to go home and have a couple of drinks and watch a movie?" I agreed.

When we arrived at her house, she told me to sit on the couch and said she would change and come back with drinks. I was sitting there, not knowing what was going to happen. She came out in pajama pants and a cute tank top, and said, "I hope this is ok for you." I said, "Yes."

We never ended up even turning the TV on, we just kept talking and by the second drink, we were making out. As we were kissing I went to touch her breast and realize she took her bra off before coming back out. I was so turned on, she planned this and I liked it so far.

After probably 20 minutes of kissing she put her hand in my shorts, grabbed my now hard cock and said, "Looks like someone is turned on." I laugh and said, "Who?" Then she told me, "I can't have sex tonight." I said, "Ok I'm fine with that." She then began to pull my shorts down, mixed messages....., I said, "What are you doing? Are you on your period?" She said, "No." Without saying anything more, she put my hard cock in her mouth and I moaned with pleasure. After a couple of strokes she stopped and said, "I need to tell you something, and ask you something." She then said, "If you want to leave after you can." I say, "Ok," worried now she had STD's.... ugh no way. She said, "Remember when I told you I was unhappily married?" I said I did and the next thing I knew, her bedroom door opened half way and I saw in the dark a wheel peeking out by the door. She said, "Well I'm married and my husband is sick, he's paralyzed from the waist down but used to be able to get hard and have sex. But he hasn't been able to in over a year now. I love him but miss being with a man." She added, "He agreed to let me play, but I have to start off slowly and he wants to watch."

By now the hard on I had was gone and I was taken aback to say the least. She said, "He agreed to let me suck a cock the first time out, but afterwards he wants to finger me, alone without the guy there." She then said, "We are wanting to work towards me having sex with him watching." Since I said nothing to this point, she asked, "What's your thoughts?" She then started jerking my cock again, and being a guy, I start growing instantly in her hand. Without me having said anything, she went back at it. It felt so good so I said nothing, but it was definitely awkward. The entire time she was sucking and propped on her knees, her husband stayed quiet and in the dark.

At one point, she did take her shirt off, revealing the perkiest sexy breasts, with barely any areolas and the tiniest nipples. She was so sexy, and really good at giving a blowjob. It took me longer then normal, surely a result of the whole situation and maybe the liquor... But then I could feel it coming. I told her I was close and told her to not stop and at that very moment she looked up into my eyes. Her bright green eyes locked onto mine and I came instantly. She didn't stop or look away, only drained my cock into her mouth, moaning as every load shot out. She was amazing, got every drop out of me.

After swallowing all my cum she then leaned in while standing up and said, "You can clean up and let yourself out." She kissed me on the cheek and whispered, "I'm going to cum thinking about your cock." She headed into the room and shut the door. I pulled my shorts up, poured a shot for the road and headed home.

She texted me the next couple of days, I responded to the first couple of texts but ended up breaking it all off and wished her the best. I told her that if they ever broke up she had my number.

What a night, what a girl. I still wonder how she's doing. 

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