Anal Adventures with the wife #1 [M/F]

I decided to roll all of our anal adventures into a series. This is #1.

It's interesting to note that on our first date we got fairly candid (drunk) with each other. She told me that the only thing she wouldn't do is anal. The odd thing is she just blurted it out, we weren't even having a discussion about sex. Naturally, I took this to mean that she desperately wanted to try anal.

First story takes place about a year into our relationship.

1 The first attempt

We're in Vegas baby, and have an amazing room at one of the hotels on the strip. She didn't know it at the time but this was the weekend my future wife was going to lose her anal virginity. Being the sneaky bastard I am I methodically planned everything thing out. I had all the supplies pre purchased, and ordered her a massage in the hotels luxurious and highly rated spa. My thinking was, is if she's clean enough for a massage then she's probably clean enough for butt stuff.

Everything was ready, water based lube, bottle of champagne, dirty movie purchased from the on demand service in the room. It was perfect. Read more »

Sexy Ass Latina (POF) Plenty Of Fi…

I'll start off by saying I met this gorgeous Latina on POF (Plenty Of Fish) she was 20 while I was in my late 20's. I contacted her on POF because she had a nice smile, with big poofy curly Latina hair. She was 5'9 130-140lbs, she was HELLA-SEXY!! We talked on POF for about a week before I asked for her number. We then exchanged numbers texted, called and finally set up a date to hang out. We discussed what we did for a living, as well as our dreams and ambitions. I thought she was cool and very well could be girl friend material, however, at the end of the day the age was to much so I concentrated on the conquest of fucking her. :-) I lived in AZ at the time so we met at a place called Thirsty Lion, sport restaurant/steak house really good. So I get there and I'm hoping to God this is the same person I've been texting and flirting with. I keep telling myself if she's 400lbs or just busted in general then I'll leave, no questions, don't fucking have time for it. I get there and we arrive at the same time, I'm in a blue cardigan with black slacks, black shirt all fitted to mold to my shape. I'm 5'7 about 175lbs, nothing to crazy, I see her and she has on these black leggings with a tight shirt with in a knot behind her back with flats. So fucking sexy, the leggings really showed off her hour glass shape as well as her camel toe. So we have dinner we chat, and she's shy at first then she begins to open up. The bitch says "you're to nice for me" I reply by saying how???? because I pulled out your chair, opened your door, paying for this date??? Shit sweetie, what type of guys are you dating out here. We laugh and converse over food and wine for about 25-30 minutes. (Back track for a second) Now when we were talking on the phone I told her that I've been a massage therapist for he past 4-5 years, as well as other credentials. So as we were conversing I'm saying to myself how can I get her back to my place. She's smoking hot, I'm very average, I'll never see her again after this date, how do I fuck her… I say fuck it, I'm going to do it, "so do you wanna come over to my place to hang out for a bit." She replies by saying "yeah, let's do it" :-) "ok you follow me". I lived about 15 minutes away, the whole time in the car I'm like dude, I'm about to fuck one of the baddest Latinas I've ever seen. Real shit, not dramatizing to get likes here, she was certified BAD. Ok so we pull up at my place, (1-1 1200 sq ft average area), grad student here not rich, but she gets it. We're in the living room talking, I go use the bathroom and she gets a phone call. She smiles at me while talking on the phone, that's when I really knew I was going to fuck because that smile showed comfort on her part. Now mind you, the massage table is out, I tell her to come here and get on, as its already set up. She takes her shirt and bra off, these amazing Big B small C's pop out happy to have air. She lays down in the supine position (face up) I give her a soft kiss… Everything still going well, I massage her neck, arms, head all while giving soft subtle kisses. I roll her over and start working on her back as well, she had the softest, most beautiful olive skin. So I then say you wanna take these pants off so I can massage your lower half. She says I'll pass, I'm on my period… (Are you fucking serious) Well are you almost done or just starting, she says "ohh I'm basically done" as soon as she says that I pull her leggings off and her panties. She says in the sexiest voice ever, you so nasty… I said how? My tongue ain't going in the pussy just on that clit! (Lol) so I start sucking her clit, the pussy had been shaved a week prior because the pricklies were starting to grow back if you follow me here. I was sucking her clit real good, while squeezing her breast and rubbing her nipples and yes fingering her. I was right on the spot, so she kept wiggling, so I couldn't concentrate on her clit like I wanted to. So I came up kissed her in the mouth with sweet pussy breathe and said honey… Be still so I can make you nut… I went back down focusing on her clit because remember her period is ending and I don't need red wings in my life right now. Her moans got louder, the wiggling got worse, so I was like if you can't be still then I'm just gonna fuck. I had been talking to her about 3 weeks now, so I was comfortable, therefore I didn't use a condom. So I slide in her pussy and bro… Shit was so wet she was creaming on my dick, it was pure white and turned me on! I was fucking her on my massage table!!! Giving her good dick, not bam, bam, hurt your insides dick, but good I'ma fuck you right dick. I got my hand around her neck giving her a tight squeeze, and then I feel it in my lower stomach moving down to my Dick. Ohh shit… Bro, I'm about to nut, so I pull out and tell her to turn around, she was with it!! I'm now fucking the baddest Latina I've ever fucked in my house, on my massage table. I tell her to put her face down as I grip her waist, I stay hitting it good, pull out and eat her asshole and her pussy a little.(prolonging a bit because when I slide back in we're pretty much done) lol So I get back inside her and I'm now hitting it at the perfect angle, now I'm getting a bit rough, not hurt your insides rough, but you gone remember this dick rough. (You follow right guys, fucking her good here) so I'm slapping her ass leaving marks, hitting it hard and all of a sudden she says is this what you do to all your clients??? I said shut up bitch, grabbed the back of her neck and started to pumping hard as I possibly could. Idk what came over me, but I was going to bust the best nut ever in the sexiest bitch I've ever fucked. At this point I'm saying ohh shit, babe I'm bout to cum, then I grab her waist and YES, the greatest feeling in the world is here gentlemen. I'm pumping loads of cum in her wet tight sexy ass Latina pussy. I fuck her until it's soft, determined for her to never forget this dick. Got-Damn I came hard! Nut was running out of her pussy and all. Then she kisses me and her phone rings, it's her mom and she makes up a story about how she is coming home. I sit and watch her get dressed which was awkward as hell but what the fuck ever… She left, I came back in smoked a blunt, showered and the rest of the day I was on cloud 9. Ohh and yeah, I never heard from her again.

Road head from the wife, first time.

My first time posting here so be gentle.

This was a few years ago before we were married, and probably part of the reason I married the sweetheart. I was in the driver seat and she was my passenger. We were cruising down a secluded double lane highway at night, around 9 oclock. Casually having a conversation about god knows what when the conversation gradually escalates into sex talk.

I began talking about the time we spent in a romantic mountain cabin and the electricity went out. With nowhere to go and nothing to do we decided to pass the time by getting drunk on red wine and fucking, or making love as she eloquently called it. At this point I recalled how she had successfully deepthroated me in the pitch black cabin. A feat she had yet to replicate.

"How do you know I deepthroated you, it was too dark to see anything?" she asked.

"I could feel your lips on the base of my penis and I'm pretty sure I came down your throat." I replied. (smooth, Huh?) Read more »

Sexy Dice and Squirting (M/F)

I never thought that a sexy dice game would be so much fun. I thought the thrill of the game would be the same as the price: cheap. But it turned out way better than that.

Let me back up a bit. I started seeing this girl, K, around halfway through my sophomore year of college. She had just transferred in from a different school, and within a month of her being there we started dating. Things moved very quickly and we moved in together for our junior year.

A little bit about us: K is around 5’1” and all of 100 pounds soaking wet. She has a perfectly toned body from her years of swimming with cute C-cup breasts that are a perfect handful and a wonderfully fat ass that breaks necks at the gym when she’s in yoga pants. That ass is connected to a perfect set of legs that break men’s hearts when she wears heels. She’s got a smile that can light up a room, but eyes that can cut deep or get you into the bedroom without a word. In short, she’s by far the hottest girl I’ve ever seen, and the only one who can match my insatiable sex drive. Read more »

Gloryhole mix-up [f]

My boyfriend and I watch porn together sometimes before sex as a type of foreplay. Lately we had been watching a few films on gloryholes and it had been turning us on alot. So one night my boyfriend and I were a little bored and decided to google gloryhole locations in our town. We found one in a sex shop we had visited once before so decided to check it out.

I wore a slutty little short dress and tiny thong that exposed my ass if i bent over the slightest. We drove to the sex shop and made our way inside. The gloryhole was in the back toilets but we decided to have a little look through the shop before we got down to business.

My boyfriends told me to go first and wait for him. I walked into the public bathroom and picked the stall on the left before shutting and locking the door behind me. I sat on the toilet and waited for my boyfriend to come in behind me. Almost immediately i heard someone enter the room behind me and occupy the stall nextdoor. I heard the unzipping of a fly and a semi hard cock through the hole at head height next to me. Read more »

Finally having fun exploring my sexuality (m/m) ( long, but worth it)

To fully appreciate this story, I will give a short background of myself. I am 20 years old and have within the past year started exploring sexually with men. All of my sexual firsts were with women, and I enjoyed and continue to enjoy my experiences with females. However, within the past year I have had urges that I could no longer ignore to experience sexual interactions with men. Although I have only recently started acting out on these feelings, looking back I could tell that they were always there. From wondering what was under my basketball coach's gym shorts to picking a porno based on the male, the signs were present. Like many other things in life, I believe that sexual attraction is a scale. I don't believe there is any way you can group all men and women and label each one as straight or gay; it seems quite ridiculous to me. In regards to myself, I would say I am 75/25 in favor of women. I certainly feel attracted to certain men, but could never actually see myself being romantically involved with a man. Since I've started acting out on my feelings towards men I have had about 4 good experiences and 4 bad ones. The good ones were certainly fun, but the bad ones had me questioning what on Earth I was doing. And that brings me to my most recent string of experiences. Read more »

27 [M]arried business man [f]un with tinder part 4 – receptionist at hotel

Per the usual, I was on a work trip to Denver. I am in Denver often for work and I always stay at the same hotel and go out to the same favorite places when I am in town but this time work put me in a different area so I opted to stay closer to the job location. The hotel was in a very nice area of Denver and I was pleased by the location and the feel of the place. I pulled up to the valet gave the driver my key, grabbed my suitcase, and went inside for check in. As I walked up to the front desk the first thing I noticed was this big eyed 21ish looking dark haired beauty. She was quite short probably 5'1 or 5'2 with a petite frame. I could tell she had a nice body even though she was wearing a black polo and black work pants. Neither of which are ever flattering but she had a gorgeous smile that made me catch myself smiling for no reason. Read more »

[Confess] I am a real live ‘Cable Guy’

As the title suggests I really am a cable guy. Well to be completely candid, I am a quality inspector for a major satellite company. Everyone knows the cheap porn scenario where the housewife fucks the cable guy but I'm here to tell you IT HAPPENS. I'm a married man and have no desire to have sex with other women. I do however get a little thrill out of seeing your wives, mothers and daughters flirt with, flash and masturbate in front me. Don't misread what I'm saying this doesn't happen frequently. The more extreme cases maybe only once or twice a year. So I'd like to hear from other "cable guys", wives, mothers and daughters that have been in one of these scenarios. What's your juiciest confession? I'd also be happy to answer any questions Anyone has for me!

My Mistress lent me to a guy online (f/self)

After I posted my last story, I got talking to a guy who responded to it. One thing led to another, and it ended up with my Mistress allowing him to give me some tasks to complete.

The first task I completed for him was to stand naked in front of my window and play with my pussy. Since I'm still home from school, and my parents were at work, I stood in front of the full length windows in our living room. I was not allowed an orgasm, but I was required to get myself as close as I could. The window overlooks the apartment buildings parking lot, and faces another building. I don't think anyone saw me, but I saw people in the parking lot while I did it.

After playing with myself, I stayed naked with the blinds all open until one of my parents got home. When it got close to time for them to arrive I was required to remain naked in the living room until I heard keys in the door. When I heard the keys, I dashed to my room to get dressed. I don't think my Dad saw me since my bedroom door is around the corner, but I heard him open the apartment door before I got my bedroom door closed. Read more »

A new experience with a Sugar baby [35M/24F]

The idea behind a sugar relationship was always unattractive to me. It wasn't the concept of taking care of someone financially so that they sleep with you because I'm comfortable taking care of others and have slept with prostitutes on occasion. It was the grey ground of not knowing what it really was. With a hooker you know exactly whats happening and you have no qualms that what is about to happen is just because you're horny and that person is going to satisfy you. With a regular partner, you have a chance to date and develop feelings. But with a sugar baby….it's almost all fake. There is no genuineness there that doesn't exceed the financial value that you give them. It's a total farce.

With that said, I still decided to give it a try. The other thing that was odd about it for me is that I'm actually a pretty good looking guy. I did it because I was honestly bored and wanted to see who would come my way. So enter this 24 year old beautiful European goddess with a 5'9 frame swelling with large breasts, tight features, and great hips. She is actually very smart, holds a great conversation and is passionate which I like. After a while of chatting we finally got together. Read more »