Follow up to 15 years of heavy anal
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Posted:Nov 19, 2023 9:46 pm
Last Updated:Nov 26, 2023 4:15 am 3499 Views
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This entry is to cover more practical matters about my Fifteen Years of Heavy Anal journal entry, so that should be read first obviously.
First of all Anja was not her real name. She came and stayed every year over my summer (her winter) for 16 years as already mentioned. Plus there were a few years where she had gaps in her contracts that allowed shorter mid year holidays as well.
I'm not a huge guy, only 5'8" and my hands are probably smaller than most male hands, but larger than most women's. Training with a 3 inch wide plug proved just right for Anja to take my fist anally for the first time.
An obvious question would be "did I have previous experience before Frieda?" Yes, I had already known two women already very experienced in heavy anal play and fisting. The first was just a British tourist in Bali for a one off encounter, so barely counts really. The other was a woman in Sydney I met on alt dot com when I was living in Melbourne, she was also already well experienced in fisting and heavy anal use. I've put together an entry describing those sessions in more detail. Once or twice a year I'd find myself in Sydney and would send her a text to ask if she wanted her arse fisted and she would say yes and come around to the hotel if she was up for it- she was also into very rough vaginal fisting, with a clenched fist that could only be described as punch fisting. She was also the loudest woman I've ever known, getting completely lost in the moment and forgetting where she was as she screamed vulgarities that could be heard through the hotel- or on one warm Sydney day through the open window and down to the open air food court just below, which caused a slight stir. The Sydney trips soon stopped once Anja started her summer holidays.
Initially for Anja's anal training and fisting, we used Crisco as lubricant. Hard to get it in Australia, but it can be purchased online via an American food store in Melbourne. Melting Crisco in the microwave worked really well and the warm greasy lube felt great. But ultimately we didn't like it because it left greasy stains on everything and clogged up the washing machine, drains and anything else it came into contact with. The following summer Frieda herself brought in some mixable powdered lube. I don't know if it was X-Lube back then or something else, but later on she definitely brought over X-Lube and now I'd recommend nothing else. It's so slippery that you have trouble even holding dildo's or plugs without dropping them, it causes no stinging or reactions at all and makes anal fisting feel sensational. The American J-Lube sounds similar, but we never tried it to compare.
Preparation is king, it's the key to a woman enjoying heavy anal or having a bad feeling experience and never doing it again- so do it right. Anyone that thinks they are going to have a great anal fisting experience without cleaning first is mistaken. Don't use the cheap enema kits from sex shops, they are crap. Get a real medical one, they are made of silicone and resist algae buildup inside the tubes and have replaceable nozzles of all shapes.
Deep cleaning may sound logical, but it isn't unless you're really training specifically for extreme depth play. Work out some way of letting your partner know when you're cleaned and ready, by nature extreme anal cannot ever be as spontaneous as vaginal. For Anja it was simple, if she had her favourite butt plug in then she was telling me that she was clean, ready and willing for anything back there- I didn't need to ask and she preferred that I didn't ask.
Butt Plugs are the best tools to gently train and enlarge the woman's hole for extreme play. You really want to use soft silicone toys. silicone causes no allergies that I'm aware of, unlike PVC and even latex. They cost much more, but are seriously worth it. Using really soft plugs are ideal for longer periods of training. The Square Peg plugs are good examples that are usually available locally for me. We found that size gains were permanent, Anja could always open back up to any new size previously trained to. Her largest penetration was a huge egg plug at just over 4 inches wide. Taking my relatively small fist was easy for her by then. After extreme stretching, given time , her hole always recovered and returned to full function- keeping in mind she had 9 months between holidays usually.
Depth play. Frieda became interested in this after watching some porn stars doing ultra deep anal play. I found a medium sized Slink depth trainer to begin such training, but we never got to try that one out for reasons explained in the first journal entry
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15 years of heavy anal
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Posted:Nov 19, 2023 9:00 pm
Last Updated:Nov 26, 2023 11:45 pm 2517 Views
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I met Anja in Europe, 2000. Not her real name of course- you never know who could end up reading this and joining some dots together. We kept in touch every week and she came over for her first of 16 consecutive summers in 2002/3 summer, which is the European winter of course.
Some women despise anal, some enjoy it when they are in a certain mood and some are crazy about it. I have known at least one of each type. Anja was crazy about it, more so than any woman I've ever known. She even had a saying: "my pussy is for making love, my arse is for fucking". Her 3 month summers of perversion and gardening (her two favourite things) were enabled due to her working freelance in a well paying industry where she could take contracts that left her winter free. She worked hard for 9 months in a stressful environment and her 3 month summers here became her stress relief. Where she eventually came to let herself completely go with her sexual perversions each year as she trusted me more and more.
By crazy about anal, I mean 75% of sex was anal and almost every session involved it- just some sessions would start with vaginal before she would swap holes. Early on she laid the ground rules- never ask to fuck her arse, just do it whenever I wanted. Her arse was for fucking and that meant hard.
Back in those days I was still using the cheap-ass Freedom Furniture double bed. It was not very heavy, and Anja loved to be driven from behind so hard that the bed would bounce and slide on the floor whilst she braced her hands against the wall to stop her from being driven forward and banging her head. Also, so she could push back hard against the thrusts. That old bed was also just the right length to brace my feet on the end bar and grip the bedhead with my hands and drive her with every bit of strength from my full body...she never once asked me to slow down or go easier. She would sometimes say that she was bruised down there from the heavy pounding.
I liked to play with her mind sometimes by talking dirty or extreme. I think it was the third summer, one day right as she was approaching orgasm, I told her that I was just going to fuck her arse from now on and never touch her pussy again. She immediately launched into a strong orgasm and didn't realise I was just playing with her mind. She admitted to me that she preferred hard anal over vaginal. I decided to not tell her that I was just playing with her, and from then on vaginal sex was only an occasional rarity. About that time was another memorable session where Anja was worried that she may be getting too loose back there to give me much satisfaction. Again, to play with mind a bit, I told her that I preferred her loose anyway and that I think I'll just keep going until I completely wear her out and leave her permanently loose back there. Besides, she can always give me oral if I want something tighter. She almost passed out when she had her orgasm with that thought in her mind. I gently made fun of her about how her main concern was that her arse may be getting too loose to pleasure me and not the fact that she may actually be getting loose back there in the first place!
The fourth summer I noticed that my PC media player history had movies that I know I hadn't recently watched. Someone had been into my porn collection whilst I was at work. There was only one person it could be. She often watched stuff when she was with me. It was all the really heavy extreme anal stuff- fisting and large dildos. I decided not to mention that I knew she was watching heavy porn when she was home alone.
Not long after the above, I had to come home in the middle of a late shift, because I'd left my dinner in the fridge. I didn't live far from work luckily. I caught her watching fisting movies and masturbating at the computer. Back in Europe, she emailed me and admitted she really liked the stuff in those movies but wasn't sure she could take it. So I told her that when she arrived next time there would be a butt plug on the table and she should put it in and I'll train her as far as she wants to go. I found some really soft medical silicone plugs in a range of sizes- you can still get them on Ebay. I put the medium out for her with some lube- the plug 2.5 inches at the widest. I didn't bother with the small size as her current plugs and dildos were already bigger than that one. When she arrived, she didn't say anything and just simply put it in. I told her to wear it around for as long as it was comfortable. When she moves up to the large size and can hold it comfortably, we'd start fist training. She looked at the large plug, slightly over 3 inches across, and declared she would never be able to wear that. Three weeks later she took the large plug easily. She did not wear them all the time or anything, that would be totally unfeasible. But she did wear them for up to a few hours a day often. Two weeks after taking the large plug, my full fist slid into her all the way for the first time in what would always be her favourite position- face down with a pillow or two under her hips and legs apart. She loved it, she said she had never felt anything so good. Over that summer we tried vaginal fisting too, but she could not take the fist all the way and didn't like the feeling all that much- keeping in mind that she never had a so had probably never been really opened up. I told her that she just had to face up to the fact that she was a perverted anal freak.
Next summer the anal fisting became regular and easy for her. She also removed the base from the large plug, which was now her favourite, and the one that she could now wear as long as she wanted. She could take the next size but the pressure would become uncomfortable after an hour or so. The reason for removing the small base was so she could wear it under leggings or pants without the small base being visible. (she never wore dresses or skirts). This concerned me a bit, as the base was there to stop it going all the way in too deep, possibly getting stuck- but she said it was too large to go all the way in, the remainder of the shaft just sat there holding her stretched around it. Anyway, she said, even it did go in I could just put my hand up and pull it out right? I got her to wear it out to the local shopping centre. Walking with the plug made it slide in and out slightly and it drove her crazy having her arse fucked in public without anyone knowing.
Each summer the fistings got harder and more frequent as she came to love it more and more. It felt like she could take fisting as easily as any woman would take a cock in her arse. It was becoming like normal sex for her. Sometimes to mess with her head I'd tell her, whilst fisting her, that her arse hole was now almost stretched and ruined beyond return and she would instantly fly off into orgasm. I did this because it had become obvious to me that the idea of having her arse ruined this way secretly excited her and was a dark fantasy. Not that she would ever do it to that extreme- women can have dark perverted fantasies that turn them on just to think about, without having any desire to actually do them: such as being taken by force, roughly gang banged or even being fucked by a . It's their secrets that they will never do, but if you work them out they can be used to trigger their mind just the same- which is 90% of where sexual satisfaction comes from, the mind. Side note on the above thing, I was once talking to a woman that owned horses and had had a few too many red wines. She told me that every woman that has anything to do with horses secretly fantasises about taking their cocks, and don't ever listen to one that denies it- she is lying. So there you go, straight from the horses mouth. Anyway, it was obvious that Anja's dark fantasy was to have her arse hole used so heavily that she would end up loose, worn out and permanently open. She had never said it was her secret perverted fantasy, but I'd easily put the pieces together- how she would react to heavy porn and always comment on how loose a woman's holes were, for example. In reality, no such thing ever happened. Her hole definitely got larger and more capable from regular use, but it always returned to its proper size and function when given time- and the 9 months between summers was plenty of time. Even after 15 years of heavy summer perversions on her hole, she never had any issues. I still loved to see the look on her face, how her eyes would bulge, when she was close to orgasm and I'd tell her seriously how I'm going to completely break her arse hole and leave her having to permanently wear a buttplug.
I'd still surprise her sometimes in other ways. One year when she arrived, I put out a new Square Peg Monster Egg plug- just over 4 inches across, of soft silicone monstrosity. I said nothing about it, just waited to see if she would try it out. She took it and that would be forever the largest she would take, as I couldn't easily find anything larger anyway. Plus, over 4 inches is impressive enough. It was tough for her and made her walk around in a slightly splay legged walk because of the pressure inside her. Her soft large plug without the base was always her favourite though and how I'd know she wanted to be fisted, without her having to ask me for it. If she was wearing her plug, then she was okay to be fisted, it was that simple. It meant she was clean and prepared and willing- and I did not have to ask.
I'd come home from shift work and find her in bed with her plug in, I knew what to do and made a point of never letting her down- always give your woman what she wants. On average she wanted it around once every three or four days, but at the start and near the end of her holiday she could have a vociferous appetite. One summer when she arrived on a late flight, she woke me up three times in the night to aggressively fist her arse, since she was wide awake due to the time zones. Then again after breakfast, then three more times that night as well...then she was too sore for a few days after that, and had to take a rest for a few days.
I came up with another mind fuck idea at some pooint. Whilst fisting her I told her that she was so loose now that I'd take her to a tattoo artist, insert a small bottle in her arse to hold it perfectly round. Then have the artist do her maximum rated depth and circumference around her tender butt hole. That idea was another that almost had her pass out during the orgasm. She wouldn't do it though of course- who would want some tattoo artist knowing what she was into? Though it's worth noting that she was not against the idea of the tattoo itself, just the who would do it for her. The idea was almost enough to make me do a tattoo training course.
Over the years we got into the habit of exchanging extreme erotic stories by email to fill in the 9 months between summer. Like role play chain mails- she would give me a perverted scenario and I'd write something graphic and very detailed- knowing what really turned her on. In 2015 she finally admitted to me, after one such erotic email, what I already secretly had worked out- that she secretly fantasised about being stretched permanently and worn out and having to wear a butt plug full time as a result of her heavy sexual lifestyle. Of course, it was just fantasy, it would be unpractical for her lifestyle anyway- how would she go through airport x-ray machines for example?
In 2016 it was her turn to surprise me and mess with my head a bit. After a hard session I told her how obscenely loose her hole was, like usual. She was really quiet for a while and then asked me, hypothetically, that if in the future after she had enough money to stop working and settle permanently- would I really ruin her arse hole and stretch it until she couldn't close up? After giving it some thought, I answered hypothetically, if she convinced me that it was truly what she wanted, then I'd help her go there. She nothing more about it. So, was she serious or just playing with my mind for a change?
Of course our erotic writing exchanges went down this path over the next 9 months. Graphically describing her life permanently plugged. Her replying back that since her arse hole would be ruined and permanently gaped open then there would be no longer any need to hold anything back, just make her as large as possible. Then I'd email back describing that being done to her.
In the 2017/18 summer she started watching some of the extreme porn stars that are into anal depth play and expressed a desire to try it. So, during the following 9 months, I purchased a 16 inch soft Slink depth trainer to condition her and see if she liked the feel of depth. Some women love it and some don't probably. I was already forming new ideas to mess with her head when training with the slink- I'd tell her how I was going to train her to take fucking all the way up to her tits like those perverted porn stars she liked watching. We never did get to try that next chapter though. That same year she was diagnosed with aggressive lung cancer, she was a heavy smoker, and died a year later. So for the final summer she was in no mood or condition for play.
Morals of the story: 1. Don't smoke, give it up if you want to live a long and perverted life. 2. Particularly for ladies, find someone you trust- as hard as that can be, and don't let your perversions pass you by.
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