Girlfriend Archives — Page 1021 of 1305 — NSFW story

My Last Fling Before My Wedding [MF] [Cheating]

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Bethany was an awesome Maid of Honor for my wedding to Brandon. She handled a lot of the stuff that the mother of the bride usually does (no comment on that, love my Mom, but…). And after the bachelorette party where we went out to this awesome club in West Hollywood to watch a bunch of super hot gay guys strip for us, she told me about one more thing she was willing to “arrange” for me.

“A last hurrah,” she said.

“A what?”

We were both pretty drunk, back at our place after all the other girls had left, and I had for a second the feeling she was coming on to me. I was wrong, thankfully. I’m a straight girl. Tried the sapphic thing once in college like everybody, and sorry, I missed the cock.

“A last hurrah is one last fling before the wedding,” she said, slightly annoyed sounding, as though everybody knew about this. “Think about it Yessica, you’re never, ever going to have sex with anybody else ever again. I mean, I love Brandon, and he’s awesome. But girl… forever is a long time.”

I laughed at her. Read more »

Strip Club [F]un

This was the first time I saw her exhibitionist side come out while we were together. We were visiting a town in the midwest for a friends wedding and got there a few nights early. We searched around for something to do and found a fairly nice strip club not too far from where we were staying, so we figured we’d drink some wine around the hotel room and head over around 10. I went on their site to check it out as we were pregaming and saw that Thursday nights are amateur night. I dared her to go up on stage and it didn’t take much convincing for her to agree. My heart started pounding when she said she’d go up; I was only half serious.

She hopped in the shower to freshen up and I told her to keep the shower curtain open so I could watch her as I drank my wine. She shaved her legs and pussy so she was nice and smooth, keeping her sexy landing strip, lathered down and washed her holes to be 100% clean. She got out and put her sexy underwear on that she was going to wear for me, but now there’s going to be a bigger audience seeing her white see through lace panties. Read more »

The Wake-up Call Adventure [FFM]

I have had a lot of sexual adventure over the last 10 years, and would like to get them out there. These stories are in no particular order or timeframe, and are just there for me to get out there and maybe others to enjoy.

I had been dating Dakota for about a year, a high sexually aggressive girl, which was just what I needed at that time. Dakota was a real punk rock bitch, and looked the part too. 5’4, 125 lbs, 32C tits, jet black hair with red highlights, half her head shaved, covered in tattoos, dozens of piercings all over her body including tongue, nipples, and clit. She partied hard and she fucked hard. She liked going to the strip club 2-3 times a week, and I was more than delighted to come along with her. I cant even count the amount of times I’d catch her making out with another girl at the bar or club, and of course I was never mad about it, who would be. Dakota’s best friend was Kim, a girl that could be anymore opposite looks wise from Dakota. Kim was a semi-professional model standing at 5’10, 105 lbs, 34A tits, lean and cut, long skinny legs with tight abs, and short cut blonde pixie haircut. Dakota and Kim has been best friends from high school. Read more »

hotel sex with a co-worker while my sleeping girlfriend has no idea [MF]

“Another Jack and coke, please” I asked, signaling the bartender. My mind was all over the place, and I had probably already had one too many, but fuck it. My ears were ringing with music that was too loud, I had sweat around my collar from being on the dance floor all night, and I was full of tension from a relationship that wasn’t working out.

This was not how I expected my friend Rob’s wedding reception to turn out. I thought Hannah and I would show up, have a few drinks, dance to a few songs, and maybe I’d get lucky and convince her to give me head when we got back to the hotel room. We hadn’t had sex in two weeks and I felt like a teenager fueled with hormones. Besides, chicks love hotel sex. They always mutter bullshit about being excited to be in a new place. I didn’t care as long as I was getting off.

Instead, Hannah was in a pissy mood from me drinking too much and she had stalked off to the hotel room about twenty minutes earlier. I definitely wasn’t getting laid tonight. Or so I thought. Read more »

“Used” for revenge [MFF]

These are the events surrounding my first ever threesome. Believe it or not. I am not posting this to convince some strangers on the internet, just to relive and enjoy a very good memory.

Back in my university days, there was this guy, Lawrence, but everyone called him Larry. He hit on everyone’s girlfriend, made fun of most people and was generally a douche. However he was good looking and came from money, so he had a crowd of lickspittles he was running with.

Larry and I got along especially well, since he blamed me for failing a course we frequented together. We had been assigned a joint project, that made up most of the grade. Whose fault it was is debatable, I said his, he said mine. The truth probably lies somewhere in between. I partied to hard in those days and he tried to pawn off his work on me on more than one occasion. Anyway. We hated each other and took every opportunity to show up the other or make them miserable. Read more »

That 70’s Porno Pt. 01 | Celebrity Story [MF] [FM] [MFF]

That 70’s Porno Pt. 01 | Celebrity Story

So I worked really hard to get the dialogue in this story to sound like the
characters in the show which also meant trying to get a balance between a believable scene
in the show with 70’s era pornography. That being said, it was around page 100 that I
finally noticed that I was on page 100. So rather than finish the story and then post it I
decided it would be easier to divide it up between the days of the week in the story. That
also being said, here’s late Saturday night/early Sunday morning and Led Zeppelin is only a
week away.

That 70’s Porno

“…and this has been ‘Hot Donna’. Signing off,” Donna said as she clicked off her mic
and played her last musical track of the night. The director in the sound booth gave her a
thumbs-up which she returned before taking her ear phones off. She stood up just as the
door to the DJ’s booth opened and a tall, older man with fly away gray hair and a leather
jacket entered.

“Oh wow, Mr. Johnson,” she squealed in delight, “It’s so good to meet you.” Read more »

Mistress turned me into a sissy and prepared me for a one night stand. [MMF] [Long] [Sissy]

A couple of years ago I was in a relationship with a very dominate girl. She was always in control in the bedroom and was very into kinky things. She expressed interest in pegging but I said no at the start because I thought it was gay and weird. Eventually I gave into her begging and let her use her strap-on on me. I actually loved the sensation so much it made me cum very quickly and the tables would turn, I would be begging her for it.

Months would pass and the sex would get kinkier and kinkier. She started making me call her mistress and would make me dress up in women’s lingerie, shave my whole body and do my own makeup. It mostly stayed inside the bedroom, other than the nights she would get me to wear a buttplug and panties under my normal clothes. During sex i was basically her slut. Read more »

Manipulation, Deception, and Bizarre Cuckolding (?) Carousel [MF] x2

Now that it’s all over and I’ve been filled in on all the details, multiple times over, I wanted to write this out. This went down over the summer. It was and in some ways still is a confusing situation that has left me alternately perplexed, mad, hurt, and ridiculously turned on. I could probably write a book-length treatment of it, but I’ll try to just stick to a summary of sorts here.

So, rewind to this past May. My girlfriend and I are seniors about to graduate. We’d been dating for like two and a half years. She’s 21, I’m 22. She’s got a sort of all-american look thing going—shoulder-length blonde hair, light blue eyes, petite but shapely chest (b-cup?) and bubbly tight ass. She’s about 5’6”. I’m 6’, brown hair, relatively fit but nothing like an especially impressive body or anything, although I *do* have a nicely sized cock, at about 7.5”, maybe 8” inches on a good day and thick. My girlfriend, lets call her Lauren, is not a *prude* per se, but she’s definitely on the conservative side, sexually. Doesn’t like come anywhere near her face, and is a stickler about condoms. Read more »

[MF] I lost my virginity to a sugarmomma and she wrecked me pretty hard!

I know I know ,what the hell was I thinking?! But I thought it was a good idea at the time. (I’m 26 now and this happened when I was 22) I’ve had 3 girlfriends before her but we never got around to having sex. They wanted to wait and honestly I did as well. But at 22 with no girlfriend and my virginity still intact, I was done waiting. I wasn’t really interested in anyone in my College and I would go out with friends to bars and whatnot but never wanted to just “pick someone up”. So I turned to google and looked up online dating and something caught my eye. A link to sugarmomma dating. So me living in Palm Beach Florida where a ton of rich people live figured why not? I post a picture of myself and some info(I was athletic and worked out twice a day 5 days a week. In a week I had someone contact me. She was 44 and single. We chatted for several days and she wanted to meet up for what she called an “Interview”. I was actually pretty calm and excited to meet with her and did so at a restaurant in downtown. She looked pretty hot for someone who was 44! She was about 2 inches shorter than me but had a killer butt and her boobs were more than likely fake but who cares? She was actually pretty chill and had a great sense of humor and she asked how many other rich women I’ve had the pleasure of being with. When I told her she was my first, she had a huge smile and said I’d love it. We chatted for awhile longer and I knew I had to tell her. We got back to talking about how she would be my first sugarmomma and that’s when I told her she would be the first woman ever. I didn’t know what to expect but her eyes widened and her jaw dropped. She placed her hand on mine and said “I’m going to change your life”. I was super excited but it got even better. She was asked if I’d like to accompany her her on her 2 week vacation to Puerto Rico at her vacation home. I wasn’t sure though (I had a decent job and Bill to pay) but I told her my job I had and my bills like car payment and small student loans and she assured me that it will be taken car of. I managed to actually get 2 weeks off of work so that made me feel a bit better with leaving. About a month passes and it’s finally the day to get on our flight. It’s not a private jet or anything but it’s first class everything. The first day starts out great! We get top notch dining, charter a tour, and some jet skis. Then in the early evening things settle down a bit and I’m actually nervous inside but I try to hide it by making some moves as we’re over looking the ocean at the house. I pull her in for a kiss and immediately after she says “Someone’s feeling rather confident” and I knew she saw right through that. She grabbed my hand and took me inside and she told me to just sit there and she’ll be back. At this point I’m dying inside of both nervousness and excitement. She comes back completely naked with some condoms and I’m in shock right now. She’s gorgeous and I’m still sitting on the couch fully dressed. She unzips me and I’m obviously already hard as can be and she pulls it out and just hold it in her hand and stares at it. She says “you’re already drooling” and I’m confused and then I realize I have a ridiculous amount of precum dripping. She just literally plays with it for a while and I’m sure I looked like an idiot just squirming around while she does that and she’s just amazed that I keep producing so much precum. (I guess that’s not normal?) Then she just sucks on it and I’m in heaven! I thought I was gonna cum right there but she stops and gives me the condom and asks me to put it on because she wants to to get on top. I’ve actually never put a condom on before and apparently it was pretty evident as I was failing miserably. She tells me it’s ok and to just lay back and relax. She leaned over and kisses me and then I feel her lower herself onto me and it felt so warm and wet! That’s when I noticed she never put the condom on but I I couldn’t do anything about it because about a minute later I told her I was gonna cum and she said to just relax. I’m sort of panicking because I couldn’t hold it but she just stayed on top of me and I came inside her. I just came inside some woman who is 1 year younger than my mom. It felt amazing but I felt weird. She hopped off and kissed me and I almost immediately got hard again. She noticed and she told me to fuck her. So I did and this time lasted a bit longer but the same result. After we go to the shower and just seeing her naked there gets me hard and so we do it again in the shower. We get out and dry off and to the bedroom and boom! I’m hard again! So we go at it again. I’m exhausted at this point and so we doze off for what I thought would be the end of the night. But not 10 minutes later I feel her playing with my dick and she looks at me and says “you were hard again so let’s keep going”. And she just climbs on top and rides me like she just got a jolt of energy! I came again inside of her. She just cuddles afterwards and I get hard yet again and we do it one more time. All in all on my first night I came in her 6 times. I was so spent I felt like dying. The next morning I felt exhausted and she woke before I did and when I was getting up she came in the room and gave me a blowjob and had me fuck her again. I’m not gonna lie, my dick was sore. I didn’t know that could happen but after awhile it felt good again and I came in her. We did it 4 more times before we left the house and didn’t it more when we got back. She was just using me nonstop day after day. I didn’t know It was physically possible to come that much in that amount of time. And 90 percent of the time it was inside of her. Out and about we talked like great friends and she bought everything and it was great but at home she just banged my brains out! She just wanted me to fuck her anytime I could get hard. After about day 5 I told her if we could take a break. She apologized and said she got carried away and that she would take care of me and just kept reassuring me that everything would be fine. It changed nothing. She went straight to it as soon as we got home. If I was just relaxing and she wanted it, she would just walk up to me and just start touching it or sucking it to get it hard and then pound it out again. She even bought toys that I didn’t know existed for both me and her. This whole trip had me shook and I was way in over my head. After the first week she got more and more aggressive. She talked more and more dirty and she even teased me when we were out in public. She would give me awkward boners in public and she loved it. I kinda did to because all the guys would stare at her because she would dress provocatively and then she would just throw herself at me in front of them. In those moments I felt like the man! But at the house she would take control of everything and she even told me that I was gonna fuck her in the ass the next day and all I could think was “this is getting out of hand, I’m not ready for this”. But the next day comes and she wakes me up the same way but then bends over and pours lube on my dick and her ass and tells me to stick it in. I do and it was ridiculously tight and I was so sore that I thought it would never work but then it just slipped in. It was different and a hell of a lot tighter but I was just so sore. I lasted long though and it was probably 30 minutes before I came in her. And this all continued the rest of the trip. As we got back she wrote me a check for my student loans and paid off my car. I owed 7k on the car and 11k on student loans. But I was in a daze as I got back to my real home. I was exhausted mentally, physically, sexually. I felt some regret though that I didn’t lose it to anyone special. It was great at times but more traumatic than anything because I didn’t know my body could withstand that. Although I did see her a few times after but never for more than a night. She would ask me to go on trips with her but I couldn’t. I’m not doing that again. I asked her one day though as to why she didn’t use a condom? And she told me that it was obvious that I was a virgin because I looked like an idiot trying to put the condom on and she had her tubes tied after her 2nd child. I told her that after the trip I was worried because I put probably 2 gallons of cum in her. After everything from that trip I’d say it was definitely a learning experience. I learned how to go down on a woman and do it well. I also learned that I never want to do a trip like that ever again! Lol. Not my best choice but it did pay off in the end. Literally.