Girlfriend Archives — Page 559 of 1305 — NSFW story

Young redditor loses his virginity to an older woman (ESL)

Finally I hold you close. We have planned it for weeks, and finally your head is on my chest and my arm around you. I can feel your heart pounding, hear how you try to keep your breathing slow and deep.

We’re on the bed. Both fully dressed, silent, just getting used to each other’s physical presence. We’ve talked it all through countless times. As I listen to your breathing I pull you closer and tell you everything is just fine, you’re in control. I can feel you nod against my breast.

“Are you OK, baby?” I ask you kindly, bringing my hand up to run my fingers through your hair.

“Yeah, I’m fine,” you whisper, “but can we lay like this for a while?”

“Ofcourse we can, baby,” I lay my chin on your head and close my eyes. I hold you tight against my body and inhale your scent.

You have your arm around me, and I can feel as you start moving your fingers against my side. Very softly you pull your hand towards you, but leave it laying on my tummy. You’ve never been with a girl before, this is all new and intimidating to you. Read more »

Update: How swimming in [m]y underwear got me a handjob, sex, and most recently a lovely “walk date” with my friend’s wi[f]e

What’s up! Man, I saw that it’s been 7 months since my last post, crazy. Well it may not be the most exciting update in the world, but it’s something! If you’re not familiar, here’s the full rundown of events:

Here’s the pic I posted right after I went swimming with friends in my underwear that fateful night: https://www.reddit.com/r/Bulges/comments/5xhjqr/just_swim_in_your_underwear_they_said/

The recap of the handjob Melissa gave me and the leadup convos with Andy:https://www.reddit.com/r/gonewildstories/comments/6py2nr/how_swimming_in_my_underwear_got_me_a_hand_job/

My recap of convo with Andy where he told me he is thinking about letting me fuck her:https://www.reddit.com/r/gonewildstories/comments/77eche/update_how_swimming_in_my_underwear_got_me_a_hand/

Andy’s first reddit post where he asked for advice:https://www.reddit.com/r/Hotwife/comments/78r5i1/may_let_my_gf_sleep_with_a_male_friend_advice/

His recap of the threesome we had:https://www.reddit.com/r/Hotwife/comments/7d4t9d/update_to_my_previous_post_about_letting_my_gf/

My quick recap of the threesome we had:https://www.reddit.com/r/gonewildstories/comments/7dli32/update_how_swimming_in_my_underwear_got_me_a_hand/

His update about how she got pregnant from when my condom broke:https://www.reddit.com/r/Cuckold/comments/7nvuml/disaster_please_help/

His update about how they recovered from it and decided to continue on with me:https://www.reddit.com/r/Cuckold/comments/8ecqbj/update_on_situation_with_my_girlfriend_and_our/

My update on aftermath and first proposition of solo sex:https://www.reddit.com/r/TrueBigDickStories/comments/8hofe3/update_how_swimming_in_my_underwear_got_me_a/

First time I had sex with her without Andy there: https://www.reddit.com/r/gonewildstories/comments/8ojeli/update_how_swimming_in_my_underwear_got_me_a/

His recap of our 2nd threesome: https://www.reddit.com/r/Hotwife/comments/8y1qdn/another_update_on_my_situation_with_my_girlfriend/

Our 2nd time fucking alone and when I had her wear booty shorts in public: https://www.reddit.com/r/gonewildstories/comments/93qd4d/update_how_swimming_in_my_underwear_got_me_a/ Read more »

My ex-girlfriend was a sexsomniac [FM]

This is a completely true story, and one of my fondest sexual memories.

I dated a girl for a year and a half who was a sexsomniac.

I used to have no idea what a sexsomniac was, and if someone had told me, I wouldn’t have believed it was a real thing. But apparently it is, as I would soon learn first hand. For the record, a sexsomniac is someone who participates in sexual activities when they are asleep. It could be masturbating, oral sex, or actual physical sex – all while they’re asleep and have little to no recollection of the sex act they performed. It’s not well-understood, and it only affects a very small percentage of people.

Now, on to my situation. My girlfriend at the time was a cute asian girl in her 20s (I was also in my 20s). She was just over 5 feet tall and had a very sensual, goth vibe. She had a gorgeous body, pierced nipples and tattoos, and hid it all behind baggy black clothing. I was blown away when I saw her naked for the first time. For all the issues our relationship had, our sex life definitely wasn’t one of them. She had a very high sex drive and we had a good time in the bedroom, sometimes even bringing other women in with us. Read more »

[MFM] First Theesome

This happened while we were dating, before marriage. My girlfriend and I (now married) had a pretty good sex life. We can call her A. We were young, fun and at the party stage of our life. Sometime while were fooling around we’d talk dirty to one another. One time while she was giving me head I asked “what would you do if I asked a friend to join us” and she said she’d love the chance to give us both head. Afterwards I asked if she was serious and she said yes. Next time I was with a buddy, call him T, I said if we were ever alone with A, just go with it. A few weeks go by and we were all out at a bar and go back to A’s place. Her parents were away. Typical after bar stuff, few more drinks, some pizza etc. Eventually it’s just the three of us left. A suggests we hit the hot tub. No one has any clothes on and her breasts are just covered by the water (she has a great pair of breasts, to this day).Shes in the middle and grabs my dick. I reach over to finger her and T’s hand is already there. She leans in to give me a deep kiss and says “he’s fingering me, I want to see his dick.” A looks at me and says are we ok to go inside? We all get up and both guys are rock hard and she curls into me and kisses me while pulling on his dick. We head down to the basement and I excuse myself to the washroom. When I come out a few minutes later hes on the couch and shes on her knees giving him head. Not like the polite on her knees, I mean legs spread so she can play with herself on her knees. I sit down next to him and watch my girlfriend take him all in her mouth. . She reaches over, pushes me back and slides between my legs and starts working my dick. Eventually she goes back and forth multiple times between the two of us. While shes blowing one of us the other guy is getting his dick played with and rubbing her breasts. Then she tells me to get behind her while she keeps sucking him. I put my cock in her while she keeps a rythym going on him. Eventually the visuals and sounds are almost too much for me and I pull out. I start to use my hand on her and this was the first time she squirted. That turned me on even more. She says she wants a change and tells me to sit down. She gets on her knees on the couch next to me and takes my dick in her mouth. T gets his face behind and starts working her with his tongue and fingers. T asks if he can come, and it’s one of A’s fantasies to have us both come on her face. He laid down and she started on his dick with her mouth again and I slid back in her. He says oh no and shoots in her mouth. Listening to that and watching her take it all I lost control and pulled out and shot it all over her back. We cleaned up had another drink and T left. A and I went back down and picked up where we left off. We probably fucked another two hours and kept talking about how hot the whole thing was. That was our first threeesome experience but not our last.

[TM] first I’m time with a man while being a woman.

This was one of the best days of my life. I’m mean I’ve had a few good days so it would be insulting to say it was flat out the best day ever. But I’m sure we can all relate to that part. First let me give you a bit of an insight as to the beginnings of this predestination.

By the age of 16 I was proficient in the use of girls clothing to create the overwhelming sense of ease and joy in being feminine. The rush of the moment and the sexual urge has no doubt been the catalyst to my addiction. Addiction isn’t a good word but it’s as close to explaining the fact that it became an inevitable urge that I could not suppress. I suppose like hunger, and hunger isn’t an addiction. Sure I went long periods where I never had the urge but I’d always find that little need in the back head to fulfil my femininity. At aged 21 I had a small collection of random outfits and under-ware and was developing my skill sets which included tucking and creating cleavage. Now this was enough to look down and be contended that I look feminine enough. This was short lived. If I ever went a period where I’d sustain my urges, they would come back with new ideas to try something else. Now by that I mean add another step in the process that makes me more feminine and for a while I’d be contented. For example I’d buy heels. Then I’d try sexy lingerie, dresses, skinny jeans, all sorts of toys of ever varied colours and sizes. Read more »

Looking for a massage for my girlfriend

Still looking for anyone in the NYC area who is capable of giving my girlfriend an erotic massage with a happy ending and possibly more. If you’re capable of doing this or if you can make a recommendation please dm me.

[MFM] Whatever Happened In The Hotel Room

Charlotte decides to hang out at the hotel bar for a while. Of course, the presence of a woman like her doesn’t go unnoticed. She can catch occasional glances from the men in the bar and it isn’t long before one of them decides to approach her. He’s a middle-aged man, elegantly dressed and confident in his manners. He introduces himself as Jason. Their conversation feels pleasant and he’s smooth with the words, smooth enough to make Charlotte agree to follow him to his suit after just a few drinks. Surprisingly enough, they find out that they stay at the same floor. As they take the elevator, Charlotte leans closer to his ears to reveal the secret she’s been hiding all along. She’s not staying in this hotel alone. She’s here with her boyfriend. Jason is left stunned by the news. He doesn’t know how to feel about it and can only think about the fact that soon the elevator will be on their floor and he has to react in one way or another. Read more »

Daddy’s Pet [MF]

I really like to use sex toys and explore different kinks to see what turns me on. I would have to say that one of my favorites has to be being dominant and owning a pet. I had explained to a prior girlfriend, and she happily agreed.

I come home from work and she had set up a fort in the living room with some chairs and a big blanket. I watched as she crawled out on her hands and knees, completely naked. She had a leash around her throat. She held the leash with her mouth.

She crawled towards me, then turned around and placed her face to the floor with her ass in the air. She was wearing a tail butt plug. I went up behind her and spanked her ass hard.

I took the leash from her mouth and walked her around the house. She had set up a bowl of water and placed it on the kitchen floor. She eagerly crawled up to it and licked water out of the bowl like a naughty bitch. Read more »

Innocent girlfriend My girlfriend was naïve and innocent, but we soon educated her

To say my girlfriend was innocent and naïve was an understatement. As part of her college course she had to attend a Crown Court case. She was nervous and I agreed to go with her. During the trial she was taking notes and as the case concluded she had to decide if she was for Guilty or Not Guilty. We waited around the court house for just twenty minutes when the Jury was back. We took our seats and awaited the judgement. He was found guilty and after a short speech from the Judge he was given a custodial sentence of three years. Harriot (Harry) had written down Not Guilty and looked perplexed.

Back at her parents she asked what I thought and I told her, without doubt, he was as guilty as sin. She started looking through her notes then she asked, “When he said he was getting a blow job, what did he mean?” I tried not to laugh, and as her parents were out, I told her to close her eyes and open her mouth. She did as asked and I was quick in unzipping and stuffing my semi hard cock in her mouth. She pulled my cock out saying, “Oh you always thinking about sex.” then I explained that a blow job was when you suck a cock. Harry exclaimed, “Why the hell didn’t he say so then.” I just laughed. Read more »