Girlfriend Archives — Page 991 of 1305 — NSFW story

My year as an escort, and the time my best friend was a customer [FM] [Cheating]

*The events here happened six years ago. My memory isn’t perfect, but many of these experiences are burned into my brain. I look back on it with some yearning, and some embarassment. It was an interesting time in my life, and I would be lying if I said I didn’t enjoy some of it. I may be filling in the details here and there, and names are omitted.*

My parents spoiled me relentlessly growing up. By the time I was a college student three years into my Literature degree, I had never worked for a single penny in my life. I was entirely dependent on my parents’ financial support, so it was devastating when during one winter break, they found pictures of me posing naked, handcuffed to a bedframe that I had taken for my FWB on my phone. Their image of their good little girl was shattered. Read more »

Hallway Debauchery and the Backyard Bonfire [MF]

So, here it goes. My first post. This is a story about my first, and most unforgettable MILF. She’s a legend in my book. I actually plan on releasing a bunch of stories out of all the insane adventures we’ve had, however, this one will have to do for now.

The Introduction (She needs one.)

We’ll call her Q. I, who was 21 at the time of this story, met her while intoxicated at a friend’s birthday get together. Bombay and Pineapple was the drink of choice that night. That’s where the “time traveling” began. A few friends come over and one of our close friends, from elementary school, brings her older, married, sister Q. This woman, about 26 at the time, was stunning. about 5’2”, silky brown curly hair, piercing blue eyes, petite-thick, beautiful size D breasts, and a deviant smirk to top it. From the moment she walked in, my sights set on her and nothing could break it. I flirted with her endlessly and she was just having a giggle at me how much I was working to make her smile. Unfortunately, the Bombay would soon overpower me. I ended up in the bathroom puking and asking for breadsticks repeatedly. When the time travel began to slow down and I caught my footing, she was gone. The next day, I called her sister, told her how much I could not stop thinking about her sister. Asked if she can pass along my number. Her sister calls me within the hour and the rest is history (which we will come back to eventually). Read more »

How my girlfriend made me a dominant [MF]

I have been lurking for a long time on this sub and I think it’s time to tell you a few stories of my own. To start with this is not a one-time tale of the best sex of my life, though I would like to write that too someday. So if you are looking to jerk off to a sex story this might not be a good choice.

At the time of this event, I lived in a small town in northern India and was working with an MNC as a consultant. I have grown up in a relatively small town in India and terms like domination, submission and bonding were never in my dictionary. Until I met this girl we’d call RT. RT was from Delhi and had taken a year off after her graduation to volunteer for a local NGO in the same town I was working at. This was in late 2015. We met socially at an event organized by my friend at his small-time café cum restaurant. She was a little on the chubbier side and had a very cute and innocent look on her face. Read more »

Behind the Blinds

Please comment,

I had come home to find my girlfriend of 2 years packing her suitcases. She looked up at me and said.

“Sorry. I left you a letter. It is better this way No Fuss No muss.”

She had some auditions lined up in LA. She would send me an email with her address once she got her own place. In some ways I was glad, we had drifted apart. I worked too much; she went to auditions. I had done all I could to make it work and failed. So that was that then.

A week went by, it was a Friday night, again. Work had sucked all week. I came home with a bottle of cheap vodka and some cranberry juice and started drinking. Sometime in the evening, I had started to throw out things from the closet. When I got to my ex girlfriends side, I discovered a stash of her underwear, shoes, some dresses folded up in bags. In the chest of drawers, there was more of her stuff. I threw most of it on the bed in the spare room. I went into the en-suite and found a bunch of cosmetics and hair products. They too went on the spare bed. Standing looking at the mess, I slugged back another vodka and went out around the block to the local Vietnamese restaurant. Read more »

[MF] “So, what do you think?” “About…..” “Fooling around.”

This happened to me about a month after turning 21. I worked weekends at a meat market while I was in college, it was a lot of fun! I learned a lot about grilling, cooking, and selecting a good piece of meat! My boss was awesome! He was very laid back, and was super funny and made the atmosphere there very lively! I started working there when I was still in high school, and he set me up with 2 of his nieces (at different times, unfortunately lol) neither of these worked out, but they were great girls, and dated one for a short period of time. My boss and I became really good friends, and as it approached me turning 21 he kept saying how he was excited to finally be able to take me to a bar. He was in his mid 30s at this time. About a month after birthday finally rolled around he asked me if I wanted to go over to the small town he lived in and go to a bar one of his family members owned. I of course did, (it was a fun little hole in the wall.) We did the normal birthday shots and then had a drink or 2 before they were going to close down. I was bummed because it was so early. What I didn’t know was they close early on that night because there is another little nar across the street that has $1 beer on that night. So, everyone that was at the first bar just walked across the street. We had been at the bar maybe 10 min. And I noticed that I was probably the youngest person there by far. My boss was probably even one of the younger ones. My boss knew a lot of the people (very small town) and was making all talk and introducing me. He told the bartender (a very rough looking and acting lady in her 50s if I had to guess.) That it was my birthday recently so, then she checked id and made a few comments about how young I was, all in good fun, and the other people around the bar had fun with it. After we got a very boss and I went across the bar to play pool. That’s when I noticed a lady that looked to be in her 40s but had a sexiness about here that I couldn’t put my finger on. As we were playing our first game of pool I noticed the bar tender was walking toward me with a beer.”Its from the blonde up at the bar.” “That’s so nice, tell her”….and before I can finish my sentence the lady from the bar is standing hip to hip with me looking up and back at me and says “so, what do you think?” I respond with “about?” “Fooling around” she says. Trying to be on my best behavior I tell her “well, I think I have a girlfriend that wouldn’t like that much.” She immediately responds with “well, I have a husband, have fun with me.” Somehow in my stupid 21 year old brain I accepted that as a good point and said, “okay, where are you thinking?” She tells me to “meet me out back by my van” and describes it to me. I was not waiting long before she came out the door and started kissing me and rubbing the now growing bulge forming in my pants. This goes on for a few min. Before she opens the back door to her van so we can get in the back. Now, we had to get in the very back because the middle row had 2 car seats in it. This made pretty uncomfortable because I started thinking about how wrong this was, and decided I needed to just go back inside. When I told her this, she gave me this look, like, seriously? And just said to let “you’re not going anywhere.” As she locked the doors to the van. She then took my shirt off and started kissing her way down my body. She stopped at my belt and just looked at me and winked and she undid my belt while never breaking eye contact. She teased me so much, just lightly licking up my shaft periodically, and used her fingernail to ever so lightly trace her way up the under side and twisted right before the head of my now throbbing cock with her hand like she was trying to twist off a lid using all 5 fingertips. And then slowly moved her fingers down until her palm was hit she couldn’t go any further down and she did a few other things just to tease and then asked if I wanted to taste her. I took her shirt and bra off, and was very pleasantly surprised. She had great boobs! They were a full C cup with nipples that were just the perfect thickness that made me want to nibble on them. I slowly worked my way down her very impressive body, and put my hand palm first to feel her soaking puffy. I rubbed in slow small circles with my palm for a second. I then slid in my middle finger followed by my right finger and slowly start to massage her g-spot while I explore every part of her tight little pussy with my tongue. As she was getting more and more into it I wrapped lips around her clit and moved my tongue in a way that she said felt like a vibrator. At this time I’m also starting to go faster with hand too, using the 2 fingers. She starts reacting in a way I had never seen. Her legs were shaking, and her eyes were rolling and then it happened…..she squirted all over my face! I had no idea what had happened, but it turned me on so much! I put on the condom and slid into her pussy, it was like it was sucking me in and felt amazing! She started to pull hard on the back of my neck with both hands and looked in my eyes and demanded that I fuck her hard.. I started to go harder and faster than I ever had before and could start to feel my orgasm building. She started yelling out “I’m gonna fucking cum!” And lost all control of her body…..as she is coming back to normal I feel myself really close….and heres the kind comical part. As soon as she got off she sort of pushed me out of her, thanked me for the great orgasm and then I went back into the bar and she left. I have never seen her since, and don’t know her name….my old boss said he still will see her at the grocery in town sometimes…thanks for teaching me a few things! I wish I could have finished lol

[M] Confessions of a crossdresser…

I have been a secret crossdresser for over 20 years.

Nobody in my life knows this.

I live in a large, American city with fairly progressive friends. But I can’t imagine a situation where I can even “come out” to them. Crossdressing is misunderstood. Honestly, I can’t even pretend to understand what drives my obsession. I imagine most people stopped reading this after the first few lines–because even in a place that caters to a little of everything, it just seems weird to most. I get it.

There are people who will defend gay and trans rights who are judgmental toward crossdressers. “It’s just a fetish” is the typical response. Different than not comforming to the gender you were born.

And they’re probably right. But that doesn’t make it any more common among the fetish community. If you crossdress, you’re expected to be a sissy or a submissive. But I’m neither of those things. If anything, I’m dominant. Read more »

The time I made my girlfriend orgasm 6 times in 15 minutes [MF]

So I had started seeing this girl around the end of September after asking a mutual friend to hook us up. As with typical uni hook up culture, we starting having sex pretty much immediately and she was an absolute freak in the sheets. Absolutely blew my mind. I was pretty attracted to her, so I kept chatting to her and we started seeing each other more regularly.

As with most posts on here I’ll give a little description of us both. I’m 6’2 brown hair and eyes. Nicely trimmed beard. Weigh slightly over 80kg and decently muscular from years of swimming and gym, as well as playing American football at uni. My quads and bum are pretty large compared to an average man, which she is pretty attracted to. Average sized dick.

She’s 5’8 and has long blonde hair, right down to the bottom of her back which I absolutely love. She’s got these big eyes that give some proper naughty looks, and soft pouty lips that she uses to great effect. She’s also a bit of a gym nut so she has a great body with 36C tits and a fantastic ass. One of her nipples is pierced and she has a rib tattoo, both of which look awesome on her. It’s safe to say I’m a bit smitten. Read more »

Meeting at the Mall

It was a Sunday afternoon, sunny and warm. The kind of day that makes you want to get out and do something, so I was at the mall. I had no real reason to be there, I wasn’t there to buy anything. I guess I was just there because it wasn’t home. I felt like being out and about. I was enjoying it too. I was walking down the main corridor of the mall, fast, because exercise makes me feel good, sometimes it makes me feel horny. Today was one of those times.

It wasn’t just the exercise though. Walking past Fredericks of Hollywood I thoroughly enjoyed the supersized photos of sexy women in sexy lingerie. Victoria’s Secret was almost as good. Other stores had good pictures up too but there was more than just the storefront photos and the exercise making me horny, there were quite a few very attractive ladies there also.

As I said it was a beautiful warm day and the ladies were taking full advantage of it. Many of them were wearing short shorts, short skirts, short dresses, tight shirts, and other sexy stuff. One thing I’ve started to notice that turns me on are tight jeans with holes cut in them to expose a patch of perfect smooth feminine skin, there were plenty of these to see too. Read more »