My 35 year chastity journey

vinnyD

Long term member
Apr 19, 2024
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I am 73 years old and married for 52 years next month. I am retired. I married a virgin who never masturbated nor had an orgasm. Never let a boy feel her up due to a combination of a strict disabled alcoholic father who had put his children in hospitals by beating them violently.

I met my wife on a train, stalked her home and then coincidentally was at her bank cashing my paycheck while she was. Asked her out for the next night, a Saturday and she said yes. We had a great dinner then hit a famous bar for drinks. We lived on a small island so we had to take a ferry to get there. We sat in my car on the ferry and she let me do anything to her. She had many orgasms but not enough room to fuck. We dated every night for three weeks. Sometime I asked to fuck her and it surprised me when she said she was a virgin and wanted to wait. So we got engaged at the end of the third week. Shortly thereafter she lost her virginity and we married 8 months later.

Our marriage went as most new marriages do. Lots of sex and adjusting to marriage. I will skip the parts about college, my wife’s year long illness which forced me to walk away from a scholarship and straight A average to get a job. Taught myself programming right before PCs hit the market and many small to medium companies were buying them but no one knew how to use them. The mainframe guys viewed PCs as toys and beneath them. Not me and so I was able to hold two positions in a company since IT was not a full time job at the time.

I ended up being very successful at my job and by 30 I was one of two experts in my field worldwide. I had co-authored a three volume reference book and was appointed as a U.N. Advisor. Let’s say I did well and money was never a concern. We found ourselves hanging with upperclass people who were not monogamous. We did soft swinging and threesomes. We hosted naked pool parties and parties in my home disco that were guarded to dancing with each others spouses and some making out but no intercourse. Our sex life was not your normal sex life.

Before I married I was living with a girl in an open relationship. Some may say cuckold as my girlfriend easily found guys at the nearby Army base to fuck, then come home to me to sit on my face to taste them. I say sort of cuckold because while she dated a few nights a week, I was seeing other girls on weekends in my old hometown. It ended when my girlfriend asked my three visiting friends to gangbang her. They looked at me and I told them to go ahead as I knew it was over since I had only one rule which was no sex with anyone I know. My friends refused to fuck her so she blew them all then called me in and expected to lick her clean. Kicked her out and moved to another town living with the son of the richest family in the area.

Being rich with model looks at tracks lots of hot women. Every weekend my friend had an orgy. Drugs, booze and the hottest gold diggers in the area. Since there was only one of him, I got the pick of the rest, sometimes having sex with five girls at a time. Did this for a few months until I got a new job out of State. That is when I met my wife. My sex life is and was not nor normal.

What happened was that I was found to have malformed sperm and my wife had so many operations in her vagina that scar tissue prevented her from holding an egg. So no kids for us. Shortly thereafter my wife’s best girlfriend got divorced. I had a crush on her since I was 14. In fact she is why I got into BDSM as a sub. She developed very early with what was to be 38EEEE breasts. A tall very white Norwegian with ass length blonde hair. My friends dared me to grab her boobs. I did and got slapped very hard for that. My ears were still ringing from her slap when I went to bed where I jerked off to images of her sexually torturing me. No kidding but till this day she is still the only girl I picture when I masturbate.

Now she was coming to live with us. We flirted while she was married to my friend every weekend. I had a four bedroom house so we each had our own room. We flirted and found excuses to see each other naked. My wife did not mind and I would find out why later.

One night 8 months later we were stoned and drunk I wine when my wife’s gf started crying saying she has not has sex in 8 months. Out of the blue my wife asked her if she would like me to fuck her. We both looked at my wife who said she was serious so off we went upstairs. The gf stripped and her thighs were soaked with her lubrication. When she came she screamed very loudly which prompted my wife to look in to ask who died. It became obvious that my wife was not going to leave and not being a dummy I invited her to join us then asked her to show her girlfriend how much she loved her. I watched them make locpve then asked questions.

First learned that the gf had sex with girls in college. My wife said she only fantasizes about women when she masturbates or has sex with me. That was news to me. We all enjoyed our threesome so we made it permanent which was the start of a 30 year poly triad. For the first few years the girls did everything I asked and I asked for everything three could do. I was in heaven.

Then I gained weight and got ED so I was unable to fuck them and quite frankly they were more into girls by then so they eventually stopped all forms of penetration with me. I became a spectator in our nightly threesome and assisted them to get each other off. If lucky they would let me jerk off while they caused me pain. Mostly face slapping, CBT and nipple stuff which got more painful over time to get me to cum fast. Some times they told me to wait a week for some imagined thing I did wrong.

The gf had two Masters degrees and was mad about males being promoted over her with much less education. Add an alcoholic ex husband and she enjoyed hurting men sexually. After each threesome she would do BDSM stuff to me and sigh every time I moaned in pain. Her thighs would get wet. She enjoyed hurting me and I enjoyed being hurt. If memory serves me, I went 20 years of no intercourse or oral with them, just me being a submissive to them to abuse as they wished. They put me in the honor system so that I would not jerk off with permission.

Once my wife found a crusty tissue and they severely punished me to the point that I never cheated again. I will fast forward as those last 20 years had nothing new to add as far as chastity goes. Gf married a cuckold and split her time between her husband and us for the last five years. Then we moved to retire and our gf could not follow so we became just a couple again.

The problem was that my wife prefers sex with women only. We went a year without sex as my wife flatly said sex with any male does not arouse her. That is when I found chastity. I was in it but did not know what it was called since back then there was no internet and when there was we never visited the very few sex sites as we were living it. I talked to my wife about chastity and showed her a CB6000s. She said to buy it and thus began our 15 years of locked in a chastity cage.

Not your normal chastity since I do not have sex with my wife in the normal way. Sex is my wife laying next to me using her vibrator to get a few orgasms. Most times she allows me to kiss and play with her tits. It sometimes I just lay there and watch. Sometimes I am hooded as punishment so I cannot see her naked. When I am allowed an orgasm it is mostly permission for me to jerk off. Sometimes she will ruin an orgasm and laugh. She fully admits that a penis does not arouse her and finds them aesthetically unpleasant to look at. Yet she loves me and occasionally will play with it to tease me.

Enough for now. Next post will go into detail and my current state in chastity.
 
I wanna hear about being a UN Advisor and romps with The Limited and Victoria's Secret models. C'mon VinnyD give us the good stuff!

We know you get your ass kicked by a 4'11 bombshell
 
I wanna hear about being a UN Advisor and romps with The Limited and Victoria's Secret models. C'mon VinnyD give us the good stuff!

We know you get your ass kicked by a 4'11 bombshell
I only slept with one model and she took my breathe away. Never had sex with a VS model but saw them every month. They would show up for fittings and quite frankly, without makeup and nice clothes they were not as hot as they looked on the runway. Mannequins to show off the lingerie. Made up they were gorgeous but without their war paint, most would not get a second look on the street.

Not much to say about the U.N. I left after I was to meet a leader of a middle east country who was assassinated the day before I was to leave to meet him. Not worth risking my life for. Just massaged my wife. It is a turn on to be sexually dominated by a tiny women. My tip to guys with small penises is to marry a small girl. To my wife my penis felt large back in the early days before ED and weight gain that hid half of it. I have since lost 100 lbs. but still PIV is off the table going on 36 years now. Wife is happy with just her vibrator but she loves me so she lets me touch and kiss her while she cums on her vibrator. Most guys would have left but I spent 30 years living with my wife and her hot girlfriend who was more my size and very into S&M. She moaned with pleasure when I screamed in pain. She really hurt and would have wet thighs from her lubrication as she tortured me. So 30+ years of threesomes almost nightly and a few times a year having sex with other girls my wife brought home just for me to play with, I cannot complain. As my wife said, I had it better than most men and I owe her this.
 
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Today my wife and I agreed to no more rules. She is not going to be as dominant as her ex girlfriend was. She is not a take charge person and can live happily never seeing a penis again. We left it at I simply stay locked up until she says otherwise. I only orgasm when she feels like making me do so regardless of timeframe. So basically we have sex when and how she says. In lieu of sex she may have a massage instead as we did today after paddling and whipping my ass. My wife is 98 lbs. and under 5' so her hardest swats hurt when they land but when she has given me 50 or so I am not sore an hour latter but it allows her to punish me for anything I did to annoy her that week.

So we left it up to my wife as to what, when and how we do it. One thing we do not do is pegging. Decades ago, before it was called pegging and at a time when guys thought cunninlingus was gay and analingus was disgusting, I did both and word of mouth sent a lot of women my way.

I was pegged by both women each night and pegged very hard. Apparently one time I got a small tear in my colon from pegging that got infected by feces and was extremely painful to a point when I was admitted to a hospital on Xmas evening for surgery. So no more pegging. These days it is just nipple torture and CBT along with ass whooping with various toys. We have a lot of BDSM toys.