My last 6 months of dating various women

Story update on page 5

Figured I'd share my dating experiences with my fellow OGers. This will probably end up being a FRAT kind of the thread. I'm not looking for sympathy, but merely want to share how insanely fucking crazy women can be.

In May, I started dating this girl Megan. She 30 years old, about 5'8" with a fucking fantastic body (runs several miles a day) while what her friends describe as "perfect boobs" and a phenomenal ass. We had known each other for mutual friends for almost 10 years and I always thought she was gorgeous. Our first date was amazing, we clicked on numerous levels and had a fantastic flowing conversation that almost seemed surreal. Megan was sexy, intelligent, funny and a fantastic listener who seemed interested in me, which is rare for a change. She blew me off completely on our second date but her best friend chewed her ass and she apologized to me profusely. This would happen 3-4 times over the few months we dated where she would blow me off or cause a massive fight. Each time, she would end up telling me something incredibly personal that she was reluctant to share with me and I would forgive her. This would almost always lead to some crazy foreplay where we'd give each other head but she always stopped short of sex. Each time, she'd insist that we go to Planned Parenthood to get tested and every time I'd agree to a date she would flake. Eventually, I went alone and got a clean bill of health while she dragged her feet. Right after that, Megan tried to break up with me which led to a huge fight, only for her to reveal that she had chemical depression and was on medication. I told her that it didn't matter to me and that she was incredible regardless of that.

Despite her erratic behavior and holding sex over my head, I just had a connection with this girl and I couldn't let go of her. A week after that revelation, I left for my aunt's funeral. For the entire week I was gone I couldn't contact her, or get a hold of her. When I did our conversations would last 5 minutes and she always had to get off the phone. Two days before I returned, she dumped me on the day of my aunt's funeral. I handled it pretty well considering I knew how unpredictable she was, but I she did it while she was house-sitting my dogs. When I got home, Megan had taken all of her shit with her and I couldn't get her to return my house key. It took a full week for her to return it and when she did she left it at the office of my job. She wouldn't see me or talk to me and I still to this day never received an explanation for why she dumped me.

It took me a month or so before I could date again, but met this naturally beauty at work named Amy. Amy was sexy, also 30, was average height, skinny, with a freckled face, dark hair and amazing 36C breasts. She worked downtown at a local bar as a server. I struck up a conversation with her at my job about a desk she was painting and she seemed really chill. The next time I saw her, I asked about her desk and she couldn't believe I remembered and seemed genuinely surprised that I followed up on our last conversation. About a week later, I went over to hang out with my married friends and she was there with my buddy's wife and it turns out they were friends. We played board games, drank wine and had an amazing night. The next time I saw her at work, I asked if she wanted to hang out and she said absolutely. So we went on a hike and hit it off immediately. We had a long, sprawling conversation that lasted four hours and was completely seamless. Mid-hike, she told me she just got out of a 6 year relationship and that she just wanted to be friends. I told her that was fine, that I really liked her and we should continue to hang out.

We played board games again with my same group of friends and everything was perfect, I made her laugh all night long and we had a blast. She texted me and asked me if I was even more intrigued by her. I said that I was but again she alluded to the fact that she liked me but wasn't ready to date. Two nights later Amy texted me to see if I wanted to meet her for a drink when she got off work, to which I said of course. As we drank I felt things out and she definitely seemed to still be in friend mode. By the time we left it was 2:30 am, neither of us were even tipsy but she asked if I wanted to come back to her place and drink tea. We went back to her place and went to the living room to hang out. She turned off the lights sans a couple lamps and I asked her if she was interested in hooking up. She seemed surprised that I even asked and said "what do you think this is". We ended up making out and having a good night and I left around 5.

Amy and I were both really busy but texted over the next two days and set up a date three days out for lunch. A day before our lunch date, I was hanging out at my friend's house and she showed up with my buddy's wife. I kissed her when she walked in and she seemed a bit upset but I brushed it off thinking I needed to not be so forward. We sat down at the table and she put her hand on my lap and so I figured I could settle down and everything was good. 20 minutes later, she started to completely ignore me. She wouldn't look at me, interact with me or engage with me. It was insane. She set up a hike with everyone at the table but me and didn't even mention our date. When I brought it up she said that we'd do it on another day. She left, I hugged her and said goodbye. Our friends immediately mentioned how cold she was to me and asked if we were still on good terms. I said that I had no idea what just happened and was completely shocked. I told them we had a date set up which she blew off. We texted late that night and I asked if she just wanted to be friends and she seemed taken back but agreed that it would be a good idea. I haven't talked to her since and when I see her she gives me the cold shoulder even when I say just try to say hi.

Meanwhile, I'm falling for a co-worker of mine named Jessica. Jessica is young (21) but has an amazing personality, is really sweet with a really cute face with full lips, glasses, a nose ring and gorgeous eyes. We had flirted for months but she had a boyfriend and was off limits. I also swore up and down that I'd never date a co-worker again after a few bad experiences. Eventually she broke up with her boyfriend and we hung out a few times. We had a lot of fun, and while it wasn't as deep as the previous two girls, we felt connected on a pretty intense level.

While hanging out with Jessica I met a girl named Ella. Ella was mature, 26, tall, skinny with olive skin, a fantastic body with beautiful brown eyes and shoulder length wavy hair. I had seen Ella around town for a few years and thought she was cute but never really talked to her. We talked about our dogs one day and I asked if she wanted to go to the dog park or take our dogs on a hike, she happily agreed. We set up a date but by this point I had really fallen for Jessica. I almost bailed on my first date with Ella because I was so entralled. I ended up going on the date but thought of Jessica for most of the first hour, I couldn't get her off my mind. After a three hour conversation with Ella I was amazing by her level-headedness that I was searching for and knew I probably wasn't going to get that from a 21 year-old. Our date ended up being what amounted to a five hour conversation and it went really well. She told me that she was headed to India in a month for a three week vacation. The timing abrupt but I said that it wouldn't be an issue. We talked about how rare it was to have a first date that went so well and agreed we should see each other again.

Ella was engaging with me constantly on text, and initiating conversation and setting up dates but wasn't smothering. This was something that I hadn't received in a long time and felt that I deserved, it felt good to be wanted for once. So we kept dating and things were going damn near perfectly. We would make food together, hang out and watch documentaries, and she seemed perfect for me. We hadn't had sex yet, but like Megan we'd gone down on each other a few times. She told me that she had been burned in the past and that she wanted to wait to have sex until she returned from India. I agreed that it was reasonable but told her how Megan held sex over my head and said that it ruined our relationship, which she totally understood. Two weeks into dating, she invited me on a day trip to some hot springs three hours north of us. I was pleasantly surprised Ella pitched the idea but immediately agreed to go.

Our trip couldn't have gone any better, it was romantic, filled with adventure and the 17-18 hours we spent together were perfect. We decided to be exclusive, made it official and I joked that tonight would be the perfect night to have sex but that I wanted to respect her wishes. She appreciated that and I felt that it was still a fairly reasonable request. Four days after our day trip, I go to her place to spend the night at Ella's before she heads to India. It was a great night, we were extremely passionate, and I ate her out right before she had to leave. We're laying on her bed and she tells me that she has five tenants that she wants to follow but she has a hard time. These, by the way, are tenants laid out by a guru, in India, who I figured at this point was some kind of spiritual figure that was merely a guide to help her through life. I think it's strange but as long as it benefits her, and makes her a better person who am I to judge. As she's going through the tenants she stops on the final tenant. I tell her that she can't just stop at the fifth
one and not tell me what it is. She was reluctant to tell me and she said that she was supposed to wait until marriage to have sex. I almost lost my mind. I asked her if she was serious and she said yes. My only response was why can I give you an orgasm through oral sex but we can't have a mutual experience regular intercourse. It caused a huge fight and she ended up crying but I couldn't let her get away with that kind of shit. I reminded her about what Megan did to me and told her that I was worried about that happening again. It was a horrible situation, literally minutes before she left for the airport. She agreed that we could sleep together when she got back but I told her that I couldn't trust her at that point and she had lied to me. I said that we could talk about it when she got back and we left it unresolved.

That night, I slept on it and when I woke up the next day I felt spurned. I didn't feel like she was honest with me despite me telling her that I had been fucked over by Megan in that same regard. Immidiately I wanted to hang out with Jessica. The next day I drank throughout the day with my friends and we had a blast. I texted Jessica that she should come hang out with us when she got off work. Eventually she came over and we drank, played games, talked, laughed and had a great time. I kissed her, to which she replied, "it took you long enough". I told her what happened with Ella and that I didn't want to be in that kind of a relationship and I wanted to date her. Jessica was really nervous, couldn't even look me in the eye she was so anxious but she was incredibly excited.

The next day, we hung out again as a group of friends, and Jessica came over to my place. I told Jessica how much fun I'd had with her over the last month or so hanging out and that she was really cute and wanted to see where this could go. We agreed that we didn't care about the age difference (she's 21, I'm 33) and that it would likely go horribly right or horribly wrong, but we both wanted to give it a shot. We had a really good time and she ended up going home after hanging out for 6-7 hours. The next day we set up a date to watch a movie at my place when she got off work, I went to the store, got her favorite beer and ingredients to cook us a meal. By 5 pm the next day I hadn't heard from her and started to get a little worried. She eventually texted me right before 7 that we needed to talk. When Jessica got off work I met her at her house and she told me it wouldn't be a quick conversation and I should come inside. She told mem that she fucked up and had sex with her ex-boyfriend the night before. I told her that it was completely fine and she was a grown adult and I wasn't upset with her. She started crying and told me it meant nothing, that it was a stupid decision. I assumed she was drunk and so I asked to which she replied "no". At that point, I didn't know how to even rationalize her decision making process because when we'd hang out she would complain about the way this guy treated her. She was really mad at me because I wasn't flipping out, she didn't understand why I was so calm. I just replied that we'd only been on a few dates, kissed a few times, and it was no big deal. I told Jessica she made a stupid decision and that it was okay, she didn't have to freak out over it and we could still be friends.

That conversation took place four days ago. Ella comes home from India in 10 days. To say the least, I am completely over women right now, and all their bullshit. At this point, I have lost complete faith their ability to act in a sane and rational manner. All the shit that is said about men might be true, but women are equally, if not more manipulative and completely fucked up.

somebody start a kickstarter to get this guy a hooker

rekt - somebody start a kickstarter to get this guy a hooker

This is what my co-worker said. Haha.

You're supposed to leave this shit in your diary dill-hole.

Only post revenge porn pics on the OG ...

In Phone Post 3.0

Are you looking for a girlfriend or do you wanna just have sex?
Both scenarios, you are doing it wrong.
You should try to push the action a bit more, you might be too friendly. Dem bitches need a horny man, not a friendly shoulder to cry on.
Once you have banged you can decide if you like her or not.
Just my 2 cents, not trying to be negative or anything. Phone Post 3.0

Butterbeans Low Kicks - Are you looking for a girlfriend or do you wanna just have sex?
Both scenarios, you are doing it wrong.
You should try to push the action a bit more, you might be too friendly. Dem bitches need a horny man, not a friendly shoulder to cry on.
Once you have banged you can decide if you like her or not.
Just my 2 cents, not trying to be negative or anything. Phone Post 3.0

I want a long-term relationship with someone who won't mind fuck me and play manipulative games. You are right though, I'm definitely the really friendly, safe, nice guy that so many women claim they desire but in the end that's not the case. It seems to have worked in the past for me but I don't know what the issue has been this year...just a string of pure insanity. I definitely realize that I need to be more assertive but in Megan and Ella's case, I basically would have had to rape them. With Jessica, I probably could have fucked her if I really pressed things but honestly, she was so timid it's hard for me to imagine she fucked someone one night after being so anxious on my bed just kissing.

zetti - 


Why do you have 2 threads going about the same subject?


I fucked up by posting this on the UG and figured it wouldn't get any replies and knew it wouldn't get moved tonight so I WFA'd it and then posted it on the OG where it belongs.

Butterbeans Low Kicks - Are you looking for a girlfriend or do you wanna just have sex?
Both scenarios, you are doing it wrong.
You should try to push the action a bit more, you might be too friendly. Dem bitches need a horny man, not a friendly shoulder to cry on.
Once you have banged you can decide if you like her or not.
Just my 2 cents, not trying to be negative or anything. Phone Post 3.0
I agree. It sounds like you friend zone yourself and aren't aggressive. Women want to be wanted, they wanted to have a man go after them.

Making out until 5am and asking a girl if she wants to hook up when he invites you over at 2:30am isn't that attractive. Phone Post 3.0

You put up with all of that bullshit and didn't get to fuck any of them?

 

 

ndenis - 
Butterbeans Low Kicks - Are you looking for a girlfriend or do you wanna just have sex?
Both scenarios, you are doing it wrong.
You should try to push the action a bit more, you might be too friendly. Dem bitches need a horny man, not a friendly shoulder to cry on.
Once you have banged you can decide if you like her or not.
Just my 2 cents, not trying to be negative or anything. Phone Post 3.0
I agree. It sounds like you friend zone yourself and aren't aggressive. Women want to be wanted, they wanted to have a man go after them.

Making out until 5am and asking a girl if she wants to hook up when he invites you over at 2:30am isn't that attractive. Phone Post 3.0

I do need to be much more assertive, but if they all explicitly told I couldn't fuck them, I'm not going to fuck them. It's that simple. I don't find it attractive either.

Redneck - 


You put up with all of that bullshit and didn't get to fuck any of them?



 



 


YES and I am realizing I should pull the plug much sooner.

IBProfane - 
Redneck - 


You put up with all of that bullshit and didn't get to fuck any of them?



 



 


YES and I am realizing I should pull the plug much sooner.


The bitch with depression did you a favor.



 



The 21 year old sounds like the best potential, far less baggage than the others. Banging the ex just means that she wants to have sex.



 



 

go read "No More Mr. Nice Guy"

Redneck -
IBProfane - 
Redneck - 


You put up with all of that bullshit and didn't get to fuck any of them?



 



 


YES and I am realizing I should pull the plug much sooner.


The bitch with depression did you a favor.



 



The 21 year old sounds like the best potential, far less baggage than the others. Banging the ex just means that she wants to have sex.



 



 

"The bitch with depression did you a favor"

AMEN, brother. Phone Post 3.0

IBProfane - Figured I'd share my dating experiences with my fellow OGers. This will probably end up being a FRAT kind of the thread. I'm not looking for sympathy, but merely want to share how insanely fucking crazy women can be.

In May, I started dating this girl Megan. She 30 years old, about 5'8" with a fucking fantastic body (runs several miles a day) while what her friends describe as "perfect boobs" and a phenomenal ass. We had known each other for mutual friends for almost 10 years and I always thought she was gorgeous. Our first date was amazing, we clicked on numerous levels and had a fantastic flowing conversation that almost seemed surreal. Megan was sexy, intelligent, funny and a fantastic listener who seemed interested in me, which is rare for a change. She blew me off completely on our second date but her best friend chewed her ass and she apologized to me profusely. This would happen 3-4 times over the few months we dated where she would blow me off or cause a massive fight. Each time, she would end up telling me something incredibly personal that she was reluctant to share with me and I would forgive her. This would almost always lead to some crazy foreplay where we'd give each other head but she always stopped short of sex. Each time, she'd insist that we go to Planned Parenthood to get tested and every time I'd agree to a date she would flake. Eventually, I went alone and got a clean bill of health while she dragged her feet. Right after that, Megan tried to break up with me which led to a huge fight, only for her to reveal that she had chemical depression and was on medication. I told her that it didn't matter to me and that she was incredible regardless of that.

Despite her erratic behavior and holding sex over my head, I just had a connection with this girl and I couldn't let go of her. A week after that revelation, I left for my aunt's funeral. For the entire week I was gone I couldn't contact her, or get a hold of her. When I did our conversations would last 5 minutes and she always had to get off the phone. Two days before I returned, she dumped me on the day of my aunt's funeral. I handled it pretty well considering I knew how unpredictable she was, but I she did it while she was house-sitting my dogs. When I got home, Megan had taken all of her shit with her and I couldn't get her to return my house key. It took a full week for her to return it and when she did she left it at the office of my job. She wouldn't see me or talk to me and I still to this day never received an explanation for why she dumped me.

It took me a month or so before I could date again, but met this naturally beauty at work named Amy. Amy was sexy, also 30, was average height, skinny, with a freckled face, dark hair and amazing 36C breasts. She worked downtown at a local bar as a server. I struck up a conversation with her at my job about a desk she was painting and she seemed really chill. The next time I saw her, I asked about her desk and she couldn't believe I remembered and seemed genuinely surprised that I followed up on our last conversation. About a week later, I went over to hang out with my married friends and she was there with my buddy's wife and it turns out they were friends. We played board games, drank wine and had an amazing night. The next time I saw her at work, I asked if she wanted to hang out and she said absolutely. So we went on a hike and hit it off immediately. We had a long, sprawling conversation that lasted four hours and was completely seamless. Mid-hike, she told me she just got out of a 6 year relationship and that she just wanted to be friends. I told her that was fine, that I really liked her and we should continue to hang out.

We played board games again with my same group of friends and everything was perfect, I made her laugh all night long and we had a blast. She texted me and asked me if I was even more intrigued by her. I said that I was but again she alluded to the fact that she liked me but wasn't ready to date. Two nights later Amy texted me to see if I wanted to meet her for a drink when she got off work, to which I said of course. As we drank I felt things out and she definitely seemed to still be in friend mode. By the time we left it was 2:30 am, neither of us were even tipsy but she asked if I wanted to come back to her place and drink tea. We went back to her place and went to the living room to hang out. She turned off the lights sans a couple lamps and I asked her if she was interested in hooking up. She seemed surprised that I even asked and said "what do you think this is". We ended up making out and having a good night and I left around 5.

Amy and I were both really busy but texted over the next two days and set up a date three days out for lunch. A day before our lunch date, I was hanging out at my friend's house and she showed up with my buddy's wife. I kissed her when she walked in and she seemed a bit upset but I brushed it off thinking I needed to not be so forward. We sat down at the table and she put her hand on my lap and so I figured I could settle down and everything was good. 20 minutes later, she started to completely ignore me. She wouldn't look at me, interact with me or engage with me. It was insane. She set up a hike with everyone at the table but me and didn't even mention our date. When I brought it up she said that we'd do it on another day. She left, I hugged her and said goodbye. Our friends immediately mentioned how cold she was to me and asked if we were still on good terms. I said that I had no idea what just happened and was completely shocked. I told them we had a date set up which she blew off. We texted late that night and I asked if she just wanted to be friends and she seemed taken back but agreed that it would be a good idea. I haven't talked to her since and when I see her she gives me the cold shoulder even when I say just try to say hi.

Meanwhile, I'm falling for a co-worker of mine named Jessica. Jessica is young (21) but has an amazing personality, is really sweet with a really cute face with full lips, glasses, a nose ring and gorgeous eyes. We had flirted for months but she had a boyfriend and was off limits. I also swore up and down that I'd never date a co-worker again after a few bad experiences. Eventually she broke up with her boyfriend and we hung out a few times. We had a lot of fun, and while it wasn't as deep as the previous two girls, we felt connected on a pretty intense level.
Your stories make for great morning reading. I didn't think that I would make it through - will VU later for entertainment value.

Guys on this thread are right you need to be a little more assertive. In your defense all the girls you mentioned are a little crazier than average.

Also, seems like your putting the pussy on a pedestal. HUGE mistake.

I've been single for a reeeeeally long time. Some of it by choice but mostly because women aren't attracted to me - but reading your stories makes me feel better about my shitty situation because yours, in my opinion, is shittier.

"Bitches ain't shit but hos and tricks" Phone Post 3.0

Dating girls over 26 is a dead end street. Don't do it. Bang, but don't get suurrriius.

The cray starts to really amplify as they near 30. Once they crest that hill, get the fuck out of the way. There's no telling what will happen.

Notice in your description of each date your initial impressions are everything went well, y'all had great chemistry and clicked? The results show that is not the case. You may have clicked with them on a friendship level but not on a primal attractive I wanna have sex with you level.

You said it yourself, you're the "safe, nice guy". If you want to be a girl's emergency dick in a glass they can open up whenever they want (never if you're so available) then that's fine. Enjoy the friendzone. But if you want these girls to have sex with you and want you as much as you want them then you're gonna have to be more assertive.

Are you an objectively attractive guy? In good shape? Phone Post 3.0

Rules motherfucker!

Post the pics! Phone Post 3.0