So because I am dating a lot, it is not really ideal to sleep with your dates. When I meet a guy I want it to be more than something sexual. My last boyfriend and I had amazing sexual chemistry. I was absolutely blinded and ignored all of this other flaws because of how good the sex was. He wasn't too adventurous but we pushed a little bit passed the boundaries that he normally knew. When he was fucking me from behind he would simply slide his thumb in my ass. I had never had that done before and it was just an amazing feeling. We had a routine we would go through when we were going to have sex: blowjob, eating my pussy and then missionary and doggy and back to missionary. Even though it was routine, I never found it vanilla or boring. And that is what I want. We connected before the sex, talked for a month before meeting and then came the sexual chemistry.

Since I am trying to avoid the whole sex on first date thing (with the exception of the former addict guy), I tried a different site for just sex. I joined Ashley Madison. I was looking for someone who was in a happy relationship but wasn't getting enough physically. I was very skeptical I would find something of quality on the site. The messages I get from the website are either vengeful married guys or misogynistic pigs who do not give a shit about their wife or girlfriend. All of this is complicated, I get it but I like simple. Enjoying another persons body without having to call him and check up on him or tell him you love him or worry about if he is cheating. Simple.

I found the perfect guy. He was actually one of the first guys to message me on the site. He is younger than me by 8 years. He has been in a relationship with a girl for a few years. They live together and are happy but simply do not have sex enough. He previously cheated on her with two different one night stand with fans of his band. He plays the drums in an indie band that is pretty decent ( off point but I have high hopes for them). We talked via messages for over 2 months. We would chat about our weekends and his shows among other things. One weekend he called me and we got each other off over the phone. He constantly sends me pictures of his smiling face. Honestly, he rarely sent me dick pics. His profile on Ashley Madison was minimal. He had a dick picture on there and that is why I messaged him back. His dick looked huge. Like about 8 inches long and had nice girth. I could not wait to see it in person.

Meeting in person ended up being tough. I wanted to meet him in person in a public place first instead of just meeting up and having sex. I told him it would really turned me on fucking in his place he shared with his girlfriend. He said we could do that sometime, and he would invite me up occasionally but I was always busy. He always invited me to his shows and I never went because it was always bad timing. He would invite me to the out of town shows where he knew his girlfriend would not come. He lives about 45 minutes from me and his day job deals with insurance claim stuff. Anyways, he invited me to his show in his hometown which his girlfriend was going to be at which was such a fucking turn on. Being there and thinking about how bad I wanted to fuck him while his little girlfriend is prancing around, pure thrill and adrenaline. We talked about it all week, if I was going to make it, how were we going to talk, what his set list was going to be.

I ended up getting my sister and best friend to come with me to see his band. I mentioned to them he was a friend I knew from college from my friend Seth and I have been wanting to see his band for a while. His cover, if we ended up talking there, was I was his cousin Seth's friend that use to come to their pool growing up. We ended up going to this dinky, hole in the wall tavern late, around 9:30. His band was only supposed to play until 10. I saw him as soon as I walked him and nudged him when I walked by. Later on I would find out he did not even take notice to it. He was laughing and talking among friends and fans. I kept wondering which one his girlfriend was. Was she the chubby,dark haired short girl behind me with the heavy eyeliner or the sweet, drunk thin Indian girl dancing around in the front? As I watched him keep interacting with everyone I was so jealous. I wanted him to approach me and give me attention. I did not want to go up to him because I felt like I would have made things obvious. I kept drinking and drinking thinking I was going to say "fuck it" and just walk up to him. I could not though. My friends asked if I was going to talk to him and I just mentioned that his girlfriend was a big bitch so I would wait until he came up to me. We stayed until his set was over and then went on our merry ways.

My best friend and I still wanted to stay out so we ended up going back to our town and stopped at one bar. My ex boyfriend (briefly dated for a few months and then were friends after) from high school mentioned he was at this small bar and wanted to hang out. He was messaging me asking if I wanted to go somewhere else with him, ie have sex. We never slept together before and I was contemplating the offer because of the disappointment earlier in the night. We stopped and hung out with him for a little. He hugged me when I got there and he smelled so good, should I take him home? *ding, ding*

My phone dings and I check the screen and it's Ashley Madison drummer guy. He apologizes for not getting a chance to talk since everyone swarmed him after the show. He thanks me saying he hopes that I didn't think they sucked too much and that we should meet up soon to chat. Quickly, I typed him back with out ex boyfriend from middle school noticing. Briefly told him I love the band and I didn't want to interrupt him but that I did brush him when I walked in. He said he didn't notice but thanked me again for coming out and hoped my friends enjoyed too. Then I told him how beautiful and talented he was and I just wanted to fuck him there. THENNNNNNNNNNNNN he says it's never too late ya know with a winky face!

At this point I am starting to get wet. He tells me his girlfriend is asleep and asked me for my address. He says he is going to charge his phone and come down. It's 1:30 am and he is heading down! I rush home, change my sheets, tidy my room and put on sexier underwear but cute bed pants. I laid downstairs on my couch and waited. He knocks, doesn't call just simply knocks. I apologize for the mess in my house because I was in the midst of spring cleaning. I jump in the bed, he mentions how it's freezing in my room ( I have my air conditioner at the lowest tempature setting). He is on his knees on my bed and say "You want to start by sucking it." I said sure and start. HOLY SHIT! The thing barely fits in my damn mouth. I love giving head, it's so hot when the you know the guy is thoroughly enjoying it. He was so hard and just pushes me back and starts to attempt to put his huge cock inside me. We struggle a bit and then it is finally in and throbbing inside me.

He slides in and out and is a generous lover. I came right away. With the air hitting him directly he struggled a bit with stay hard when we switch positions. I would have to blow him in between which I didn't mind at all. When he fucked me from behind the pain was so intense I almost passed out. I had to tell him to stop a few times. He was so tall it was hard for him to reach my vagina when he was kneeling on my bed too. There was less dirty talk than I would have liked. He didn't cum because we didn't have enough time to explore what worked for us. He laid in my bed on his stomach and I scratched his back. The moment was nice. We didn't kiss, he said that it's just weird for him but he was considering sleeping at my house.

I actually bled from the sex and I sent him a message after he left that said about the bleeding. When he got home, I received a text saying " Well you were pretty tight...I'll just have to go easier on you next time. And with less AC blasting on me." My heart raced, I kept reading the words "next time" over and over again. Since that night we have been trying to plan when to get together. He mentioned to me he joined Ashley Madison because he didn't want to fuck his fans because it's too risky. The other reason was because he wanted to meet an older woman. Monday, yesterday, I woke up to a dick picture he took at work. He said he was thinking about me and got hard so he took a picture. He is currently texting me now too. Needless to say I am anxious to see him again.

We are trying to make plans for the weekend but at the same time I am also trying to make a date with this kinky lawyer guy I have been talking to and another kinky guy whose works on political campaigns. I also just got a text from the Harry Potter coffee shop, almost 40 years old that lives at home with his parents to come out tonight since he is in the area. Dating is hard but sex is easy. I chose sex.