Me and the wife are living with our mother in law who is widowed for several years now. I was jerking off with my door opened and she walked bye and did a double take. She stood there for five minutes, and washed to her room. Gonna do it tomorrow again
Videos
Images
Groups
Sexy Lingerie
Rock and Roll Widows
Widows and Widowers
Black Widow's ❤
Board Posts
I recently moved in with my GF after dating for two years. It took us a while to find a place in our price range, we wanted to rent a house, but had to settle for a condo.
Our landlord is a cougar MILF, recently widowed and owns her own business. Ive only seen her in business suits and its so sexy. Usually pencil skirt suits with high heels.
Right after we moved in we let her know about a few things that needed to be fixed. She was fine with it and said she would come over to let her maintenance guy in. I completely forgot to put away my bong.
I got a text at work of a picture of my bong reading "I think we need to talk" from my landlord. I wasnt sure what to do, but I told my boss that I was going to have to take a long lunch but I would work late to make up for it.
By the time I got home the maint guy was leaving and she was looking sexy as fuck in her suit but I was nervous that she was about to kick us out.
I'll spare you reading the whole convo but basically she said she would ignore the fact that Im smoking weed in her place if I was her bitch. I didnt really have much of a choice but I told her my GF couldnt find out. She agreed.
She likes having me come over to her place and as soon as I walk in the door we roleplay as mom/son.
She likes to spank me, tease me, stroke my cock, finger me, suck me off, make me eat her out, fuck me with a strapon, and if I cum in her before she tells me to she makes me lick it out of her. Sometimes she likes to just sit on the couch and watch TV while she breastfeeds me.
At first I hated this but I'm actually starting to love it all.
Im even starting to take control of the situation and initiate a lot of the stuff we do.
If you are watching along... I fucked my mom high on painkillers the last 2 weekends. I'm 43. She is lonely and a widow. She is kinky as hell and talks really dirty while I fuck her. This morning her sister, my aunt text me.....
46yr old widower with 2 daughters looking for a girl to take care of daddy in Va 8in cut dm me nothing is taboo
So I guess I may as well confess something of my own...
I've had a relationship with my step-father for nearly two years now. I never actually realized how sexual our relationship was until after the first year.
Let me start by saying that we aren't related by blood in anyway. After I realized how our relationship would be viewed, I did some research on it. Our relationship also started not long after I turned 18.
To paint a picture, my step-father doctor with a small practice, fairly devout and a widower, his first wife died in childbirth, giving birth to my step-brother. My mother was unwed when she had me and is devoutly religious, moreso then my step-dad. I'm a product of homeschooling and abstinence-only sexual education.
My mom and step-dad have been married six years this year and our personal doctor for as long as I can remember. I've come to trust my step-dad, I guess we'll call him Matthew, with everything involving my health and I usually ask him about anything I'm too embarrassed to ask my mom. He explained to me that 'hair' is normal, as are periods and female arousal.
The way things started was not long after my birthday. Matthew took me aside one day and handed me a little packet of pills,asking me to take them each evening at the same time. He told me that, while my mom looked down on them, some girls needed them when they got to be my age, to help with things like periods and acne. He told me that my mom was mainly against them because they had the added effect of acting as a contraceptive and a chance of increasing a woman's bust size. He promised to keep them a secret from my mom under Patient/Doctor privelege. I accepted them and took them as directed, not really thinking about it.
About two weeks later, while my mom was working and he was on call, he pulled me aside again, saying he needed to give me a check-up on how the pill was working to make sure there weren't any side-effects. We went to my room and went over the normal stuff, checking my pulse, heartbeat with a stethoscope, pupils, ears, tongue, etc. I remember he kept furrowing his brow like something was wrong, making me worried.
He then told me that he needed to double check some things and would need to do a more thorough check-up, asking me to strip. At this point I had never been in less than my underwear during a check-up, but I had no reason to question Matt, so I stripped down naked, feeling intensely self-conscious and embarrassed. He checked my breasts, commenting on how they were still only A-cup and I remember his touch feeling kind of electric. He then asked me to turn around and bend over, which I did, feeling even more self-conscious.
When we were done, he told me that the pills didn't seem to be working, most likely due to a protein deficiancy, explaining that Muscle Drinks and Protein Shakes didn't provide enough daily intake and that I would require a series of expensive shots and medications that wouldn't be covered by insurance. I was stressing out at this point until he calmed me down and suggested that there may be another way, but that he would need my permission.
He explained that the male organ produced the protein used in the medications, almost the same way a cow produces milk, and that coupled with stimulation between my legs, he could produce the protein necessary. As a doctor, he would be able to provide the correct dosage to combat the deficiancy and activate the pills.
Not much of it made sense to me, but I never understood much about medicine to begin with and was more worried about what would happen if I didn't do it, so I accepted. I was still nude at this point and he asked me to lay on my back on my bed with my head on my pillow as Matt took off his pants. I remember my heart was racing, mostly due to worry, but also because of my nudity and his undressing. When I saw his member, I actually thought how it looked like a single udder, except harder and a bit thicker.
Matt reminded me that I was okay, and that our Patient/Doctor privelege still applied, meaning that he wouldn't tell anyone and that my mom wouldn't find out about the pills. Form there he spread my legs with one hand, while the other started milking his member. When he ran a finger over my opening, I remember gasping a bit at the sudden feeling, only for Matt to tell me it was normal to make noise, but that I should try to make the noises into my pillow so people wouldn't overhear. From there, Matt leaned down, putting his head between my legs and licking the top of my opening with his tongue, making me jump and gasp again, telling me it was an old doctor's trick.
From there he continued as I tried to hold back any noise, sometimes holding my pillow over my face while he ran his tongue over a specific spot above my opening. The feeling made my heart beat faster, my body felt hot, my breaths were sharp and my back kept arching while my hips kept trying to get closer to his tongue. This continued for a few minutes until the feeling built more and more and I started to spasm, my legs twitching and my opening feeling like it was tensing and relaxing rapidly while I tried to muffle the moans I made into my pillow.
I lay there for a moment panting as Matt looked at me, smiling. He told me it had all gone perfectly, but that he was having trouble milking his member. He suggested that a woman's saliva would help and that I could milk it with my mouth, which would help things along since I would need to swallow it all anyway. I distinctly remember just nodding dumbly because I couldn't think of anything else to say and Matt asked to open my mouth and turn my head to the side.
The first thing I noticed was it's thickness and that it tasted like licking my fingers when nothing was on them, then a slightly salty taste that Matt later told me was normal, since it meant the saliva was working. From there he guided me, telling me to move my head back and forth, a hand on the back of my head to help me. His other hand moved back to my opening and, as sensitive as it was, it felt like it needed something more. I remember that when he moved his middle finger to the center of my opening, that I reflexively moaned.
Matt briefly taught how to swirl my tongue, to mind my teeth and be careful not to gag. Eventually all of his concentration went back to my opening as he rubbed the top with a thumb and began to slowly guide a finger in and out of my opening a little more each time. It wasn't long before I began to spasm again. I think the spasming hit the right spot, too, because I remember Matt tensing and salty and gluggy start to squirt into my mouth as his member twitched. I remember thinking faintly that Matt had amazing skills as a doctor to control the amount so well.
As salty and gluggy as the stuff was, I swallowed it all and lay there panting as Matt leaned over me, doing the same. After we got dressed, he told me that he would be able to provide me with the dosage as needed, sometimes more often or less often than others and that to help the process, that I should shave between my legs each night the same way I did my legs and under-arms. From there everything went on kind of normally. Not only that, nearly a month later my bust began to grow substantially, from an A-cup to a D-cup. My mom said I was a late bloomer while Matt told me in private that it was a good sign that the pills were working.
Anyway. That's my confession, I guess.
I was over at my widowed mother in laws on Saturday, and wound up fucking her for almost 3 hours that afternoon. I got her off 4 times, and then had her on top of me riding my cock until I shot this load in her pussy. Just an outstanding fuck at 72. I took a pic of my mess before I left
Ever since my mom became widowed I keep have these thoughts of wanting to try and fuck her. I’m kinda of obsessed with the idea
real talk.. black widow or scarlet witch. Which one u banging?
Last night I had a most amazing experience with a very expensive call girl. A friend of mine recommended her, telling me that she will know what I went better than I do myself.
I am 58 years old, widowed, my children are grown up, and have cashed out pretty much all of my high tech investments in January of 2001 so I am doing pretty well in terms of finances and career.
Also before last night I never had sex with a woman other than my late wife - and we were both virgins when we got married. (We met at Bible Camp.) Anyway, I decided "Fuck my Calvinist upbringing!"
So she showed up at my hotel, we talked for a bit and then started making out. She was a gorgeous green-eyed brunette, long hair, breasts I would guess 36C. Beautiful breasts. She looked around 25.
And when I took off her dress and bra I could see and touch them they were beautiful, flawless, very nice to touch and nice to kiss. And I started kissing them and when I got to her nipples I took them in my mouth and gently sucked them as he held me to her breasts and it felt so good I just kept sucking them.
And then she started to talk to me like a child, saying things like "Yes baby, you need mommy don't you" and that felt very nice and at the same time very sexy and also a bit weird. And I stopped sucking her breast for a bit looked in her eyes and said in a little boy voice "I love you mommy". And she stroked my face and "I love you baby boy".
So I kept sucking her breasts and then started kissing my way towards her pussy and she stopped me and asked "What are you doing little boy?" and I said "Mommy I want to eat your pussy!"
And she made a stern face and told me that this is very wicked and wrong for little boys to do that - and then she put me over her lap and started spaking my ass for being so naughty. Spanking me with her hand, but pretty hard. Now I could have broken out of that if I wanted, but I felt like a little boy and I could not fight mommy.
She kept doing it until I actually started crying and saying "I am sorry mommy. I am sorry mommy". At the same time by this point I had an incredible erection.
And then she cuddled me and told me she knows that I am a good boy and that I learned my lesson. And she got some skin cream and put it on my ass and then sat up on the bed and cradled me so that I could suck her breasts again, and said "I can see your little cock is very hard. Do you play with it sometimes?"
And I said "Yes mommy" and I thought she was going to spank me again. But now, she said "You should never play with yourself, its a sin". And then she started stroking my cock as I sucked her breasts. Her hands were amazing, very soft and gentle.
And when I would get ready to cum she would slow down, and stroke my calls, and my stomach and nipples and thighs and then start start on my cock again. The overall sensation was amazing.
I finally blew my load and she said "I think you need a bath baby boy" and she actually gave me a bath, talking to me all the time like a child. She dried me off and brushed my hair and made sure I brushed my teethhelped me put my pjs on.
And she tucked me in and told me that its now time for bed and mommy must go and I must be a good boy and not turn the lights on and start playing. And I put my arms around her neck and said "Please stay with me mommy" and she said "I have an appointment tonight, but you call me and we will spend more time together". And she kissed me on the forehead and turned off all the lights - leaving the light on in the bathroom with the door open a bit so that I get some light and don't get scared, and left.
I fell asleep soon after, it was the best sleep I had in I don't know how long.
I am definitely going to call her again, and get her for the entire night.
Now I have never done anything like this with my wife. I never thought of this - but it was amazing - like my friend said, she seemed to know what I need better than I did.
It would be great if wives would help out their mother's sex lives by letting their husband's fuck them. When older MIL's are divorced or widowed, they may not be comfortable dating.The husbands many times have fantasized about fucking their wife's mother, and he has more cum than his wife is taking. The MIL would be 20 or 30 years older than the wife, and we all know that granny pussy is great pussy.
I’ve got a petite widow as a neighbor on one side, and a well built single woman on the other. I’d love to bang them both with my wife…and watch the three of them share my cum…should I invite them over for a holiday drink or two and see what happens …?