Author: JamesVanDerSlut

Princess loses her virginity [MF]

I had dated Princess for a little over three years, starting a bit after high school. She was a stereotypical country girl, blonde hair, brown eyes, DDs and a Kardashianesque set of ass and hips.

As I had mentioned in previous stories, she had given me head every single day we were together. It didn’t matter where or when, if I took my dick out then she knew what I wanted and would perform without a word need to be said. Several times in a crowded theater, or most often while I was driving. The most memorable time was in her living room while her mom was working on the computer, and all she would have to do was turn her head to see her daughter performing an ungodly act.

After about six months of dating, she told me that she wanted to finally have sex. Since we were both living at home, we decided to go to a motel to do the deed. She said there was no need for condoms since she took birth control to regulate her hormones. Read more »

Ninjamindfuck loses her virginity [MF]

Tried to post this before but messed up the tags. My apologies for taking so long to post this, life got in the way. But without further adieu…

Ninjamindfuck loses her virginity

Ninjamindfuck and I text each other all week. So much, in fact, that I would receive a $400 cell phone bill. When it came time to go out on our next date, we went out and had a few drinks. Trying to one-up me on the drinking, she had a bit too much and got hammered.

Rather than take her home drunk off her ass, I decided to take her to my place and rest it off a bit. No sooner than we parked in my driveway did she spring on top of me. Kissing and groping at me like I was a common piece of meat.

“I want you, I want you to fuck me right here, right now!”, she demanded.

“No way, you’re trashed for one. Second, you’re not losing your virginity in the back seat of a car” Read more »

Ninjamindfuck’s First Orgasm (With bonus commentary from her perspective) [MF] [Oral]

A few months after breaking it off with the blondes, I was invited to a friends birthday party at a restaurant. It was good to see some people who I had not seen in a while, having a few drinks and catching up.

When I least suspected it, Ninjamindfuck walks in. Fuck. About a year prior, we had a falling out because of her mind fuck tactics and my inability to take a hint. We had a bit of a dialog through text messages but had not seen each other at all.

So there she walks in, and she has the fucking audacity to be even more gorgeous than before. Fit as I’ve ever seen her, hair long and silky, added a few more piercings, and very obviously grown into a DD cup. Beautiful as all hell. That bitch. It might have been the gravity of her amazing Latina booty, but from that moment everything else faded from the room. We talked and caught up a little. She leaves early but the texts still go back and forth until I’m at her house and we’re making out for the rest of the night. Fireworks may have actually been going off, they sell the really good illegal ones by her house. Read more »

Lesbian Blowjob and the Accidental Sisters [MF] [MF] [MF] [Oral] [Oops]

The sordid details for these events are a bit hazy since they took place long ago, so it’s less sexy than normal so feel free to skip it.

I had a friend who I hung out with a lot in the summer after I graduated high school. Her style seemed inspired by Avril Lavigne with the wife beaters, dark bra, boots, and dark eye makeup. She considered herself punk rock nonetheless so I’ll call her Punky. 5’7″ D cups, dark pixie hair and a pear shaped body. She was a lesbian and had never been with a man before. I knew she hung out with me mostly because I had a car and could drive her places, but in turn she knew where to go to meet up with other lesbian and bisexual girls, so it was mutually beneficial.

One night on the way home on a night she struck out she confided that she was at some level curious about having sex with a man, but could never see herself having a relationship with one, and the prospect of making out with one revolted her. So being the gentleman I am, offered my services. She gave me a dirty look and said “I don’t think so”. That was the end of that for a few minutes then changed the subject back to my offer and asked to see my dick first. Read more »

The Submissive Redhead [MF] [Oral]

This story won the vote when I asked what else you all wanted to hear about, so without further adieu…

I used to play a very popular MMO religiously. I was among the elite of the server and had a reputation that preceded me. One thing that shocked me about this scene was that there were lots of actual women playing, and I would shamelessly flirt with any of them, not to actually hit on them, it was simply what I did.

Teamspeak group chats would occasionally turn into one on one conversations, but only rarely would it ever become something more. Red was a bubbly outspoken member of my group who took my flirtations seriously and before long we were exchanging private messages.

We would talk about wrestling as we were both fans, and she mentioned that she was always the practice dummy for her brothers when they tried out moves. Eventually we started to exchange pics. Doing so was not as easy as it is today, since not every phone had a camera and phone plans back then would charge per picture message sent. The pics she sent got progressively dirtier, starting off with tits and ass, to finger masturbation (including pics of her licking her wetness off said fingers), and on to object insertion. One pic had her with most of a beer bottle in her pussy, and another had a sharpie in her asshole long before /r/buttsharpies was a thing (or even Reddit for that matter). Read more »

The closest I’ve ever had to a threesome [MFF] [Oral]

Last I left off, I had three blonde friends with benefits. My childhood friend Buffy, and two best friends that took turns with me, Crazy and Whaletail. I ended up driving to see each of them almost weekly, and it ended up taking a toll on my sleep. My memory is very hazy for the few months this was going on, due to heavy work schedule on top of it all.

One incident I do remember took place at Crazy’s favorite park. We would frequently go there around 3am for some action, as it fit with Crazy’s fetish of having sex in public. It was an unseasonably warm autumn night when Crazy, Whaletail and myself ended up there. The girls would always ask for massages and of course I’d give them, as it was good foreplay.

“Mmmmm… you can unhook my bra if you want”, Whaletail told me as I was rubbing her shoulders and upper back. She had on a baggy t-shirt which was lifted up to expose her back, jeans and of course, a pink thong sitting high on her hips. I unhooked her matching pink bra as she requested, and kept up with the massage. Read more »

The time that I was tag-teamed by two blondes [MF] [MF] [MF]

“Hey big guy, are you free tomorrow?”, a random text from Crazy. We would still hang out, her, Whaletail and myself, then eventually she would go home while me and Whaletail got down to business.

“Yeah, you and your bestie want to get some drinks?”

“No, just you and me. I need to let off some pressure”. She must be “off” with her baby daddy, I thought to myself. Normally, I’d be up for some stress relief, but I was also giving it to her best friend.

“That sounds like a lot of fun, but I don’t think Whaletail would like it if she found out.”

“She’s cool with it, ask her yourself. Don’t make it weird and don’t say no to me ever again”, she said assertively. If this was any other girl I’d think it was cute for acting like that, but I knew that Crazy was genuinely dangerous.

“If you say so. Same bat-time as usual?”

“Count on it, big guy”

Afterwards I spoke to Whaletail, who confirmed that she didn’t mind me fucking Crazy, so long as I wore a condom. I kept thinking to myself that this must be too good to be true, waiting for the other shoe to drop. Read more »

Sticking my dick in Buffy Spice [MF]

In this chapter I introduce two new girls, Buffy Spice and Ninjamindfuck. Buffy Spice is so named because her style is a mix of Buffy the Vampire Slayer and the spice girls. She was 5’3″ curly blonde hair green eyes and a very very big set of tits, past the DD cup range by a size or two. She certainly loved dressing to show them off, with low-cut shirts featuring prominently in her wardrobe along with tight skirts and high heels. She played up the usual blonde stereotypes for her own benefit, but was a lot smarter than she let on. I had known her since grade school and we remained friends since. I knew she had a bit of a thing for me, but I held off from making anything of it because I was very attracted to her friend, Ninjamindfuck. Read more »

Sticking my dick in Princess [MF]

This short chapter will have more backstory than sexy parts, so feel free to skip it if that’s what you’re here for.

Princess was a girl I dated for a couple of years. She was 5’3″ straight blonde hair brown eyes curvy figure with DD cups and a bubble butt. She’s referred to as Princess because that’s how she saw herself and expected others to treat her as such. I should have broken it off early if not for the fact that she lived by the old adage of “Keep your man’s stomach full and his balls empty”. This translating to sucking my dick literally every single day we were together. Once she decided to lose her virginity (which took us four attempts until success), sex was on the menu in addition to the daily blowjob.

She would go down on me almost on command, anywhere I asked. Any trip that was going to take 10 minutes or more was an opportunity for road head, and there were several movies that I had to watch twice because she wanted to go down on me in the theater. She liked to try out things she saw in porn, so I got to give her facials and cum on her huge tits. Read more »

Sticking my dick in Whaletail part 2 [MF]

I would visit Whaletail about once a week, often times twice, for no-strings-attached sex. Since we both disliked the feeling of condoms and she was on birth control, we got tested. I wouldn’t stick around long after we were finished, since other than sex, we had nothing else in common. It was a purely physical relationship and we were both fine with that.

The first time going to her house was a bit awkward, as she lived with her mom. I knocked on the door and was told to come in, and saw her mom sitting on a couch in the living room watching TV and having a cigarette. She seemed like a nice enough lady, and let me have a seat while waiting for her daughter, but other than that seemed uninterested in what I was doing there.

“Hi Yogi, come on back here”, Whaletail said when she popped out, hair damp from the shower.

“Have fun”, her mom said as we disappeared to her daughters room.

Whaletail’s room was always messy, with clothes all over the place, except the bed. She had a vast collection of clothes, which I found odd since I had never seen her in anything other than her uniform of crop tops and jeans when she was out in public. Read more »