Tag: Girlfriend

The best girlfriend ever – 1 [m/f]

I'll write a series of stories of my best girlfriend ever. She is the love of my life but sadly we didn't end up together. Long story but there isn't a day I don't think about her and we had epic sex. I reckon our chance is passed now so this is my way to remember them. anyway, installment 1 a quick one.

Kim lived 1.5-2hrs away. She called telling me she wanted to come see me but she had no car. I lived on the beach. She did a little prodding and I agreed to drive pick her up and take her back to my place for the weekend. She was stunning 5'7" brunette, long hair, blue eyes, funny, full of fire, love. Fit. Probably 110lbs. She looks like Adriana Partridge but no fake tits, small breasts but sexy pert. And never needed a stitch of make-up, to this day. The most wonderful person I've ever been with

I bartended so I don't get off until 4:30am, I got up at 8am and drove up to get her. Got to her parents place at after 9:30 just passing her mom at the door and said hello as she went out. I went into the kitchen and called for her. She walked out said hello. Gave me a kiss on the cheek and dropped straight to her knees in front of me and started undoing my belt. Read more »

Fucking my ex-girlfriends much younger sister [m/f]

Throughout my teen years I was in love with the girl that I spent my summers with. We were best friends growing up but when we hit high school, I rode through puberty and fell in puppy love with her and she became the hottest girl in school and rode the older boys cocks. Eventually, we got together in college but she fucked around and treated me so badly, I just didn't care anymore and dumped her. Hottest and sluttiest girl I've ever been with and I still don't miss her.

Her younger sister was 5.5yrs younger than me. I knew she always had a thing for me which was cute but I was well focused on her sister and never paid attention to her. Her sister didn't take it well when I ended it and went a little crazy, like medicated/bipolar. Her parents called my parents and blamed me. I didn't see anyone in their family for years and figured all bridges were burned. Read more »

Dinner with the parents & dessert in Chloe’s childhood bed[f/f]. A Kennedy and Chloe Chronicle.

Time hop alert. This is roughly 45 days after Chloe's birthday.

And here we go

“I don’t even know why I try” I exclaimed throwing myself back on to the bed. “You are amazingly horrible at it, which is surprising given your prowess with your hands” commented Chloe. “ My right hand was not made for painting nails” I say raising my arms off the bed “It was made to play with boobies while my left was crafted to give lovely ladies life altering orgasms” “Eh, you’re okay” sassed Chloe. “Pardon” I remarked sitting up. “You heard me” she asserted, joining me on the bed. I rolled to my right so I was now straddling the slanderer. I felt Chloe take a deep breath under me. “Seems like I have an effect just sitting on you little one” I observed. “You do not” Chloe corrected me, trying to hide her hasty breathing. I lifted her chin up with my index finger and hungrily met her lips. In between or carnal lip locks I informed her “Kinda seems like you want me to prove you wrong.” Chloe didn’t say anything; she proceeded to crank our level of kissing up to sinful. Abruptly I pulled away and rolled off of her and the bed. Chloe sat there staring at me, bewildered and annoyed. “You twat tease” huffed Chloe. “Uh yeah I am when you insult my god given talents” I tell her flashing jazz hands her way. “Besides I need to finish painting my nails. You’re sure you want to do this tonight?” “Yes K, I want to tell my parents about us” Chloe reassured me. “Even after what we decided on about when we go back to school?” I questioned. “Yes Kennedy Marie, you finish your nails and I’m going to practice my declaration (history majors I tell ya) one more time. “ Chloe said making sure to tap my ass on the way to the bathroom. Read more »

The Start of [M]y Sexual Li[F]e

I've bee lurking GWS for awhile now and I think it's time I catalog my experiences here as well. All you need to know about me is that I'm currently middle aged and while I'm not an Adonis, I'm attractive enough to have gotten all the pussy (and occasionally dick) that I've had. I've seen many a story here about girls losing their virginity, but hardly any about a guy's first time. So that's where I'm going to start.

I was what you might call a late bloomer (at least by today's standards). I had my first girlfriend, let's call her Amanda, at 18. She was my age as well, but vastly more experienced as I would come to discover. She was a very petite girl, standing only 4' 11" and probably 100 lbs soaking wet. She had no chest to speak of, but she did have a nice, tight little butt. She had a slender face and long raven black hair. But what really got me were her eyes. Big, blue and round just like any Pixar character you'be ever seen. I could get lost looking into them. Read more »

Late Night Same Room Fuck MFMF

Late one Saturday night I was at my friend Josh's studio apartment hanging out. His girlfriend Amy and her friend and his ex Jess came over. I always thought Jess was hot, Josh told me he'd be OK if anything happened with us. They were broken up for about 6 months. Jess had long black hair, fair skin, freckles, curvy, d-cups, a nice big ass. A contrast from his new girlfriend, Amy, very skinny, tall, blond, b cups. We all watched some movies, drank more than a bit. Jess and I talked a lot, very flirty, good chemistry, we always had a bit before. She seemed a bit put off by all the PDA from Josh and Amy's new relationship. Funny thing though was she was guilty of the same thing, jealous streak! I did tell her that I thought she was nicer than Amy… told her that I prefer my women like her, a bit thicker, she seemed very happy about that. It was about 1am and Josh said they were tired so they were going to bed and we could use the large sofa to stay up. So, lights out on the bed part of the studio, TV still lighting the room, everyone gets down to shirts and underwear. Amy and Josh go to the other side of the room/studio and get into bed, it was in a small part of the room just behind the left side of the TV. I see Jess undress to her tank top and red panties that cover her huge ass for her size, did my best to hide my hard on as she layed down on the opposite end of the couch. Off to watch some late night TV. Read more »

Not really sure if bi/gay stories are accepted here. Anyway, [m]y first ti[m]e with my best friend.

I'm currently having a little trouble getting to sleep so I thought that I might type up my story about me and my best friend. And as a disclaimer, please, if you're not into gay/bi stuff, just turn around now.

My friend and I have always been real close to each other. Best friends since we met each other in 4th grade and that is still so going into our second year of college. Stan and I also go to the same university. We've always kinda been like brothers in that manner; one following the other in one way or another. Neither one of us is openly gay and I don't consider us to be so either. I believe we are both straight guys but some may think otherwise after hearing our experiences. Stan has, or had, a girlfriend for close to 4 years. They split up just before college started (this will come into play later). Myself, have not had a girlfriend but the interest is there but I've never really thought it as a pressing issue. I guess I should also add that Stan is a few inches taller than me at 5'10. We both have a similar, lean build. I'm a little more stalky. Read more »

[M]y G[F] and I started being a bit more adventurous…

So my girlfriend and I had a chat a few weeks ago. She wanted to be more open with me about what she wanted when it came to sex. She was happy with how it was, of course. But she felt really comfortable with me, and wanted to be able to walk about it more. And as we shared some of our desires, I found out she wanted me to be more dominant.

Jump to last weekend. We have had some great times since, but it hit a new level this night. We were cuddled up on the couch, watching Bob's Burgers, just hanging out after a long day. I excused myself to go to the restroom, and as I shut the door it hit me. I needed to fuck her. Guys know, this just happens. So I washed up real quick and made my way back to the living room. As I turned the corner, she was laying on the couch where I left her.

Her long legs stretch and spread every which way. For comfort, surely. But I was going to use this to my advantage. She was covered, chest up in a blanket, as you do on a lazy evening. So as I entered the room, I knelt down and caressed her long, lovely legs. Read more »

I al[m]ost [ff]ucked my student. Part 2

Christine wasn’t in to giving those quiet blowjobs. She smacked her lips up and down my dick, slurping and spitting some more. All I could feel was one hand stroking my balls. I don’t know what she was doing with her other hand, but judging by the sounds from underneath her, she was reaching up her dress to push aside her thong and rub her clit. I didn’t know what she was doing, but I figured that’s what it must be when Jess exhaled

“Yeah, fucking suck his cock while you rub your clit you dirty whore.”

I have a ton of self-control. I can force myself to work out everyday, not spend much money, and I can generally look at women’s eyes when I speak with them. But fuck, I could have shot my load all over Christine’s chin after I heard my student, her girlfriend Jess say that. Nothing turns me on more than a confident woman with a dirty mouth. Jess must have noticed I was having some difficulty, because she told her girlfriend to slow it down. Read more »

I al[m]ost [f]ucked my student

She bit her lip. Fingers caressing the doorway to my office, yoga pants contouring the firm muscles of her cross country legs, and a button down shirt with just one too many undone. “I know the paper was due today, but could you help me with mine?”

I invited her in. My officemate had just left for class, the same class that I should be getting off to, but I had a couple minutes. Like graduate students the world over, I teach an introductory course, have office hours for students to avoid until the last minute (or in this case, after the last minute), and genuinely enjoy helping students out one on one. Read more »

My long-term girlfriend [F/21] cheats on me [M/21], and I restake my claim.

For some background, Catherine and I had been dating maybe four years when this took place, and you can rest easy knowing we're now happily married with several years separating us and this incident. As far as descriptions go, I'm 5'11, brown wavy haired, pale skinned, and decently good looking. Catherine is more like 5'6, fit from doing yoga all the time, and also light skinned. She has breasts that are just the right size and perfectly shaped, a beautiful smile, and a laugh that brings down the house. She toes the line between cute and outright sexy extremely well. She catches your eye at first glance with her looks and sense of style, but getting to know and understand her reveals an entirely new dimension of attraction.

Catherine and I started dating in high school before going to college together. With the way we each reacted to college life, you'd have expected the normal fate of most high school relationships. I put in the minimum effort required to maintain an above average GPA so that I could party with all my new friends while Catherine continued her streak of being somewhat reserved and grinding out impressive grades and accomplishments each semester. This contrast proved to be the primary wedge within our relationship during the college years, but I never doubted my desire to stick with her for the long term or her commitment to me. Only in retrospect did I realize just how large the divide came to be. Read more »