Girlfriend Archives — Page 1056 of 1305 — NSFW story

My first year as a single man in a very long time [MF][Ex-GF][Anal][Part 2]: Taking my ex-gf’s anal virginity

Part II: Taking my ex-gf’s anal virginity

**Background**

Before I get into this story, let me first explain why this was especially amazing: our (my ex and I) sex life was very tame. We fucked pretty regularly, she was down for the occasional blowjob, but really nothing eye opening (i.e. never did anal or threesomes).

**Intro**

Alright so a few days after we broke up, we start texting each other again. I know, I know, I know: don’t fuck your recent ex-girlfriend. I think I’ve heard this from every male relative over 30 since I was probably 14. “Don’t do it, (INSERT STORY ABOUT WHY THEY REGRET DOING IT)” But my ex-gf is still smoking hot and something very strange happened once we broke up: we gave zero fucks about what the other person thought. This quickly resulted in both of us disclosing all the sexual fantasies we’ve always wanted to try but too afraid to bring up. To my utter shock, I soon discovered she’s down for some pornstar level shit (e.g. anal, threesomes, rimjob, etc.). Call me cautious, but part of me is still hearing the words of my male relatives in the voice of Admiral Ackbar from Star Wars: “IT’S A TRAP!” Read more »

My first year as a single man in a very long time [MF]

Part 1: A Rebound Blowjob

I broke up with my girlfriend of five years recently because blah blah blah who gives a shit about the reason. We broke up and I was suddenly a 28 year old single man living in a small city. I’m 5’7, medium build, employed, and convinced that my 6 inch dick is closer to 7 inches. Most women would rate me as a 6 out of 10 on looks, but my job and charming personality (their words not mine) make me a 7-8.

So what does a single 28 year old man do with his first night of freedom in five years? Go on Tinder. Let me save your future single self some time: unless you’re a 10, you’re not matching with very attractive women. So after 8 hours of disappointment – yeah I’m impatient – I delete the app and head to the bar. Read more »

[MMF] First Bi-Threesome Continues to an Unreal Climax

Thanks for all the comments and messages! It’s been great reliving this as I type it and read it again. My wife, Britany, and I have been having non-stop incredible sex since this happened. To answer some questions, I am 6′ 185 pounds, in great shape and have a circumcised 6″ cock. Brit is 5’4″ 130 pounds, also in incredible shape with toned stomach, C cup tits and an ass to drool over. George is 5’10” 170(?) pounds, in good shape with a 7″ circumcised dick. All three of us are smooth shaven. Now, onto the rest of the story. Read more »

Lessons In Lovemaking [MF]

“Are you ready for this, Evelyn?” asked a nervous, but excited Aaron Jay Patterson.

“I think so,” replied his girlfriend, Evelyn Marsh.

“It’s not too late. We can stop right now and forget the whole thing. I’ll even take you to that burger place you love.”

“No, it’s okay, babe,” she said with more certainty. “I am ready. I just…want to do this right.”

“So do I,” he said, casting her a smile, “which is exactly why we’re here.”

The beautiful, radiant woman by his side smiled back. The same woman who’d once laughed at the idea of falling in love with a guy she met at her younger brother’s birthday looked at him with an intensity that made him weak in the knees for all the right reasons. Holding her hand, conveying his love with his touch, he’d been preparing for this moment since their first kiss. It was a moment that just had to be perfect.

That was why, on a hot summer day in June, they took a day off from work and college classes to make an appointment with Dr. Sharon Braddock. It was just past noon when they arrived at the office complex located a couple miles of his apartment. Time slowed to a crawl as they sat together in the room, watching other eager couples come and go. Read more »

[MF] My Girlfriend’s Best Friend Needed A Place To Stay After Losing Job, And You Probably Know What Happened Next

Let me start off by giving you all some details about me. I’m 25-years-old. I’ve been with my girlfriend for five years. Hell, she’s the only person I’ve had sex with. I started everything kinda late in life, so I missed out on a lot things people experience in high school. So even though I love my girlfriend very much, I have always wondered what it would be like to have sex with another woman.

For five years, I managed to stay faithful. We’ve had lots of struggles, and at times it felt like the relationship might end, but for some reason we just can’t let each other go. We’re attached, and it’s comfortable, you know?

I think I fucked everything up, though. Two weeks ago, my girlfriend’s best friend Laura called her crying saying she lost her job and her boyfriend kicked her out of the house. This was not at all surprising because Laura is a damaged soul. She’s had at least 10 different jobs in the past two years and she’s constantly getting into huge fights with her boyfriend. Typically, they end up working things out, but this time was different. He wasn’t letting her back in, so she needed a place to say. Read more »

Her birthday surprise, with my girlfriend and her husband [MFM]

Alan and Garrett, best friends learning to ride motorcycles? Fawning over the same girl?

Or as just friends? Alan and Marie passionately dating, Garrett coping poorly with platonic relationships?

There’s no going back far enough, as we’ll always miss out on whatever childhood epochs that lead to Alan’s on again/off again best friend Garrett to have groupsex with his wife Marie.

The setup was perfect, her birthday weekend, MDMA at an EDM concert tying off a getaway a few towns over with a bed large enough to sleep three.

Both Garrett and Alan had known Marie had her heart set on a three-some as a lifelong dream through her own adolescent sexual awakening. But for most the their relationship, Alan wrestled with the closed and disjointed approach so common to men’s sexuality. Wherein sharing his wife with another was an attack on the value and self-worth of himself as a man.

Garrett was less hung up on social mores as a matter of principle, and he had to be as Marie’s lover. He actively participated in a romantic relationship that would be actively shunned by most. They all did. Garrett just saw this as the next step as Marie’s paramour. Read more »

Aoife in Amsterdam part 1: A stripper[F] helps her cum in front of an audience of twenty [F][FF][MF] LONG

Aoife was my first real girlfriend and then became my wife. These stories are an anthology of our sex life together. Its been great reviving these memories and sharing them with you all. While these are not our real names we hope you enjoy. Sharing these stories has added an extra notch to our sex drive of late. I hope you enjoy.

Amsterdam was a sex feast where we tried many things for the first time secure in our anonymity. This happened on our first night as I pre-arranged a good part of it.

BACKGROUND
Aoife had bought me a ticket to Amsterdam for the day after I finish and hand in my thesis. I was still in Scotland and she had finished her year in Ireland. We hadn’t seen each other in 2 months and were both desperate.

A bit of background: I’m a heavy duty weed smoker (so it was the perfect gift ) and I’m a bit of a voyeur. Aoife is a cracking beauty, she reminds me of Sloan from Entourage, perfect 34cs and loves to be watched and role play. The perfect couple. Read more »

[MFF] I conspired with another girl to surprise my girlfriend while she was tied to the bed and use her until her brain melted [Long] [freeuse] [first threesome] [true love]

I wanted to surprise her. It’s difficult, she’s so confident and capable and ready for anything. But then I had an idea. My girlfriend Anna and I have been together for a little over two years, and things are really wonderful. We’re madly in love, and sex keeps getting better, despite my best efforts to frustrate her into oblivion. She likes that, she likes being frustrated and teased and toyed with. She’s a very self possessed woman, very take charge and get things done. But when the bedroom door closes, she’s mine to do with as I please. She gives herself to me in ways I should only be allowed to dream about.

So we experiment a lot, and both really enjoy trying new things. We’ve been doing more role playing lately, especially “teacher-student”, and con-non con type stuff. Really fun…reeeeally fun. She wears this skirt, with pig tails. Jesus. No, that’s for another time, I have to focus. Read more »