Anal Archives — Page 735 of 957 — NSFW story

[MF] Losing my virginity late and finding out that sex is not that easy

At the time of this story, I was 30 years old and a virgin. I had never had a relationship (still haven’t actually) and also had never kissed or even held hands with a girl. This was primarily because I was a bit shy and had never really put in much effort in trying to get a girlfriend. Also, I wasn’t meeting that many people, so was never in a position where mutual interest could have led to something more.

I had just moved to a new city and country, so I was attending various meetups in order to meet some people in this new place. I met her at one such meetup. She was a 24 year old girl from Eastern Europe, also fairly new to the city. She had dark blonde hair, and was slender and very tall. I’m 6 feet tall, and she was only just a bit shorter than me. We talked for a bit throughout the evening, and before she left she came to find me to tell me something. I’m not exaggerating when I say it went something like this:

[m]ight be more than Bi?

So for starters…I claim bi but haven’t done a thing with a guy yet…huge yet… I love anything anal. I have 4 dildos in different sizes and thickness and I suck them and fuck them waiting for the real thing. I walk around most days with my butt plugged just so I can think more about it.

I have some what masters the art of masturbating with my cocks and cumming with out touching my cock and I love it. It feels better than sex with women no joke.

Side note I love cum…I have blow my load in my mouth so many times I’m addicted if I force my self. So I put my feet over my head and open wide and force my self to enjoy. Read more »

Neighbor watched [MF]

My Wife (F29) and I (M41) have been together for 4 yrs. The last 3 yrs have been pretty basic in the bedroom. She is pretty vanilla and I like a lot of kinks, one is voyeurism. Lately she has started to really open up. We started taking pics and video during sex. She will taster her juices off of me and she has a new love for anal.

The other night we were fooling around and i bent her over this ottoman we have that’s next to the sliding glass door. We are higher than our neighbors behind us so we can see into their back yard and on their patio. They can see into our sliding glass door when its dark and we have the light on. Well as she was bent over I said it would be hot to fuck in that position and she definitely agreed.

Neighbor wasnt out and our lights were on but the color was red. (Monster color changing lights are awesome). As we were stripping off all of our cloths she covered up really quick saying the neighbor just walked out on the porch for a smoke. I said lets give him a show. She immediately gave me a grin and said are you sure. I grabbed the back of her neck and bent her over the armrest of the ottoman so she was facing the back door. I entered her from behind. Read more »

A Night to Remember

I would start by kissing you gently, savoring your lips. As we start kissing more passionately, our hands start to explore each other. I start rubbing your breasts and pinching your nipples. As we begin to explore each other’s bodies, we start undressing each other. I remove your top and bra to release your gorgeous breasts. As I start to suck on your breasts, I work my hands down to your perfect ass. I start feeling around and start to lower your pants. You are breathing harder and harder as you get more turned on.

Now, you are only down to your panties. I start working my fingers around your sweet pussy. You are so wet; your panties are absolutely soaked. While still sucking on your breasts, I ease your panties off of your body. I have complete access to your beautiful pussy. Your body is alive with passion. I begin to work my lips down, kissing your stomach, and now nibbling on your inner thighs. As I begin to lick your pussy, you start to whimper in pleasure. As I lightly lick your clit, you take your breasts in your hands and start to lick on your own nipples. Read more »

Cam Show [MF]

I am in an open relationship. My girlfriend, Ivy, mostly has one night stands while she is on work trips, while I generally fuck the same FWB, a younger college girl called Cassie. She works in the same building I do. (I ascribe the fact that she is interested in me to daddy issues of some sort.)

I noticed on several occasions that Ivy gets off on the thought of me fucking Cassie. On a few occasions I came home after fucking her, Ivy was all over me and spoiling to go at it. After talking about that one, she said she would like to watch me fuck Cassie some time. I myself am not into watching Ivy with others, but if she’d like to I thought, I’d get it done.

I spent Christmas Eve with Ivy, but she went to her family on the 25th for a few days. For personal reasons I couldn’t accompany her. For the 27th I had arranged an evening with Cassie. Since Ivy wasn’t there and I had broached the subject of Ivy watching with Cassie, I would try to let Ivy watch the show in all gory details. Read more »

[MF] The time i was late…BBW (Bit of a long one)

We had made arrangements to meet at her place. For whatever reason, i was late. It was around an hour plus from mine to hers, I think i over estimated the time it would take me to get to her place. I knew i was going to be in shit when i got there. She had a minor go at me, telling me how me coming late had ruined the amount of time we had together for this evening. Explaining by time we’ve eaten we wouldn’t be able to wind-down and chill. To be fair she had a meal planned; some bbq place, but as i was late we could no longer go.

We ended up walking the streets, trying to find place to go grab food. She suggested takeaway as it was so late. I said no, as i felt bad she’d made an effort and thought i should return the favour by making sure we actually go out to eat. We ate some food, wasn’t the best. I complained and she retorted with “if you wasn’t late we could have gone to the place i wanted to take you”. I cant remember much of the conversation topics, but i couldn’t help think about the drink and relaxing smoke we were going to have when we got back to her place….. and not to forget the sweaty sex that we would probably end up happening. Read more »

[MF] anal breakthrough last night

I’ve been super interested in eventually pegging my husband, but he’s not there and may never be. We had an… incident a couple months ago. I’ve started occassionally rimming him as part of foreplay and spend a lot of time using my mouth on other than just his dick, and his reactions are always so sexy and I’m usually dripping wet only a few minutes in. One night, I was going at him with my mouth and tongue and tried to escalate it. I grabbed some lube and worked my finger in, but was unsuccessful in finding the prostate.

I ended up just thrusting my finger in and out of his ass while giving him head, and for awhile he seemed to be enjoying it but eventually said it was starting to hurt. I pulled out, washed my hands and climbed on top and finished that way. Well, a day or 2 later, he ended up with a massive extremely painful hemmeroid. Like, limping and walking funny, miserable, couldn’t sit down or stand up, moaning and groaning. I called it his”man cold of the ass” because he was so over the top about it. I have had hemmeroids off and on since our first was born, and he’s 12. Roids are not a big deal and should not impact your life to the extent it did for him. Read more »

(NSFW) Part Three [M/F]

Tales of a Young Dom: Part 3: First Domination.

(The following is the a retelling of the day me and Emma decided to explore a Dom/Sub relationship. Including the talk about my fantasies I wished to explore before I went to university. This will give you a window into what the next through parts will entail.)

I was quite content with what I had just done. Leaving Emma to wash off her excitement and regain her composure I honestly don’t think she was prepared for me so bold so soon. Emma walked into the living room in a pair of tight denim jeans and a low cut top showing off the chest tattoo as well as her cleavage. Since we had first slept together it took almost all of my will power not to rip her clothes every time I saw her enter a room. ‘Calm down mister, you know my son is back today so we will have to keep quieter and no more suprise visits on the shower while he is here.’ Read more »

The Red Lock Hostel – A Ghost Story, Part 3 of 4 [Str8] [ghost] [fantasy] [anal] [M+F]

See comments for parts 1 and 2.
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The next morning, Bill and Eric were gone! I remembered them falling asleep with me, but I did not recall them leaving my bed. I got out of bed and put on my slippers and some sweatpants, since I had nothing on but my camisole from the night before. I looked around and saw their beds were made and their bags were gone. Could it have all been a dream?

I turned to the window and saw rain downpouring with big, heavy raindrops battering the glass. Feeling awfully forlorn upon realising the weather made for a poor day to explore and about my missing fun buddies, I took a stroll through the house and found myself at the front desk. The host was there working on something; he looked up at me and gave a charming smile, “Did you sleep well miss?”

I nodded and gave a shy smile in return. He was quite attractive, with his smile, strong jaw, and dark eyes. He had short, spikey black hair and was tall and thin, but still muscular. He just wasn’t big and burly like the other two guys I fucked last night–thinking about that image made my cheeks flush and the host seemed to notice. “Is there…something you need, miss?” His voice was deep yet airy, an odd combination. Read more »

[MF] Married couple becoming try-sexuals pt 4

One of my list items was a “hat trick of holes” where I wanted to cum in each of her three holes within a week. This was the week, and culminated last night.

The first one was her ass. That came to be cause she got her period sunday evening and I jokingly said that meant she was getting fucked in the ass tonight then. She replied with an ok. And she was serious about it. That night when we got to bed, she started giving me head, working my cock very nicely. A little while later I ask if she’s ready to get fucked in the ass. She mumbles an ok with her mouthful. She pulls off my cock and lays down on her stomach. I get on top of her, pull her thong to the side, lube up my cock, and start to work the tip in. I get it in, and she’s not very comfortable, I’m guessing cause she hadn’t been warmed up properly yet so her ass wasn’t fully ready. I get about half in and she’s telling me no, and wants to stop cause it’s not working for her. I tell her no. I sort of reposition myself up higher, and attempt again. She again says no, it’s not working. I say it’s working for me, and I force my cock all the way in. That got a “fuck you” right quick, but I tell her “you’re going to take my cock in your ass good and hard, slut”. I start fucking her asshole, not hard but steady and a little forceful. She’s not protesting as much anymore. I keep fucking for a bit, Now she’s moaning with pleasure. I take that as a sign to pick up the pace. So I start laying into her asshole, pounding her hard. She starts to climax, only the second time I’ve ever seen her have an anal orgasm, and begs me to cum with her. I put my full weight on her and drive my cock into her deep and unload Inside of her. Read more »