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MILF of 3 with tiny virgin asshole

April 2, 2026 | 33 Comments

MILF of 3 with tiny virgin asshole

My beautiful wife and mother of three making this picture for me to jerk off to while she’s “unavailable “ recovering from surgery. Zoom in on the tiny virgin ass I’m dying to hit! She’s coming around to the idea. Previous post shows stretched pussy from behind and glorious virgin hole! Under anal 50YOWife. Other post under amateur wife yoga fit body

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33 Comments for MILF of 3 with tiny virgin asshole

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  1. MILF of 3 on April 12, 2026: (Reply)

    Ooooh I’m getting stressed that your reply won’t be posted in time. After a day of frantically trying to complete her chore list to get pussy, She just told me she’s planning on smoking the weed that makes her the horniest and she’s expecting me to take the extreme dick hardening pills so I don’t let her down!!

    I hope you can see my prior post in time to reply!!!! If you can’t I will still let you know exactly what happened after starting with the description you already provided. If necessary I will ask her for a short BJ to check it off your list. BTW, if you’d like to provide your real cock measurements that would be for my benefit. I’m no beast but knowing what your dick would look like inside her would be a massive turn on. If you are bigger than me I promise to go even harder on your behalf. (I am slightly more than 7” and 5.5” in girth). Being monogamous, neither my wife nor I think much of those numbers beyond my being thankful it hurts her if all the way in at the exact right angle. )

    • Anonymous I on April 13, 2026: (Reply)

      See my response under her other picture.

  2. Anonymous I on April 12, 2026: (Reply)

    Since site won’t let me reply to your 4/11/26 responses, I’ll add a new comment. I started jacking off to this picture twice yesterday, got close to the edge and stopped. Hoped for upcoming picture(s) to post. Late last night, I couldn’t wait any longer. I fantasized about being with her, enjoying every sensation, stroking her hair, kissing those wonderful lips, would she show me her new found talent? Kissing, caressing and sucking her pink nipples into my mouth, then flicking my tongue across them, causing her knees to buckle. Lowering myself down to kiss, suck on and lick her gorgeous pussy. I bet she tastes as good as she looks! Fingering her, (my wife loves our G-Spot play and her G-Spot squiring climaxes!) Then slowly, inch by inch, entering her, feeling and enjoying her described tightness!
    I May have to create a better response name.

    • MILF of 3 on April 12, 2026: (Reply)

      I swear I will follow this script exactly tonight. Add anything else you’d like doesn’t have to be respectfully worded, i.e, rate of pounding any strategy for varying depth positions, etc.

      she uses a vibrator to cum first and then it’s literally free rein minus anal. Don’t want to give false expectations.

      For example, If you would roll her on her stomach and either press the side of her head into the pillow or pull her head off the pillow with a hand full of hair while grinding your cock as hard as you can to find the exact angle necessary to push inside as far as humanly possible and stay there while he grinds herself back into you, or push her knees to her pillow for max depth and mushroom punch her g spot while ball slapping her virgin asshole or scissor her with one arm under her her leg to get both hands around her throat, pulling yourself up to her ear to aggressively whisper in a soft growling tone, ”good” “girl” timed with each slow but hard and held thrust… grinding at max depth until both of your pelvic bones are screaming and bruised. Pulling out is not a thing though. She only ever wants cum shot as deep as possible while she puts her hand behind my balls to feel the contractions.

      These were how the last couple times went and they were pretty bad ass.

      But whatever you’d do just tell me and I will give it my best shot. She’s also a zero romantic foreplay girl. I get to eat but only for a couple minutes usually 😛😍🙃 damn it now I’m all turned on leaking out my morning wood!

  3. Anonymous I on April 11, 2026: (Reply)

    Site won’t let me respond to your MILF of 3 replies, so I’ll add another comment. See all my prior comments/responses, sorry they are out of order.

    Mission response part 2:
    Curvy Hotwife showing off her natural tits and bush is about as close as I can find size/shape/sag of my wife’s boobs, Now imagine wide pale areola on those. And MILF Wife Hanging Out for blonde bush (trimmed a bit better)
    Take this as a compliments to you and your wife, as it is meant: I fantasized about meeting your wife a party. She’s wearing a short black dress. Not too short, just short enough to show her great legs. I approach her and make small talk. She notices me undressing her with my eyes and cracks a small smile with those perfect lips, knowing it will never happen, but appreciating the attention. Maybe she’ll be even hotter for you that night.

    Anxiously awaiting her other picture(s).

  4. Anonymous I on April 6, 2026: (Reply)

    She didn’t just make you jerk off! I’d like to slide my rock hard dick between her…fingers.

    • MILF of 3 on April 6, 2026: (Reply)

      ❤️👊🏼

  5. MILF of 3 on April 6, 2026: (Reply)

    Thanks Anonymous I’ve got a couple more to post. My favorite is still to come. No pun intended. Search “skip” to see all of them. I didn’t do a good job of making titles consistent 🤷‍♂️

    • Anonymous I on April 7, 2026: (Reply)

      Anxiously awaiting more pictures. I keep cumming back to her photos. Hard to believe this is 50 year old mother of three. Beautiful sexy petite natural body, gorgeous mouth and lips. Spirited (I can’t think of a better word for a woman who sent these pics to keep you occupied while recovering. Best to you and her.

      • MILF of 3 on April 8, 2026: (Reply)

        “Spirited” is the perfect word!!! Normally she blushes at the word sex, and gets angry when I make comments. but with the right strain of weed, she is absolutely FUCKING Spirited!!! 100%!

      • MILF of 3 on April 8, 2026: (Reply)

        ❤️I’ve posted twice so I must be in a long line. And just saying, however you imagine she feels inside, it’s better. The yoga and pelvic floor work is obsessive. She’s terrified of feeling loose! She can still “cough me out”!

        I’d love to know which photos are your favorites. I’m So glad you are feeling her vibe and I really hope her pics have helped you cum! After all, it’s literally why she made them! She’s a stunner.

        UPDATE She said she would try anal “soon”. No idea what soon is but I don’t care, that she’s open to it drives me wild. PLEASE Feel free to Jump in on that fantasy. You may be better able to imagine what a legit brand new tight ass would feel like and describe it for me.

        Hell! She’s just recently stopped viewing blow jobs as dirty and has been committed! She’s about an inch away from all the way down. Gagged a little last time and she said she was shocked that gagging actually turned her on!! And just FYI, BJ’s are roughly once or twice per month. Depends on what the type of weed is telling her to do! I sometimes wish we had an only fans…the videos are insane.

        • Anonymous I on April 10, 2026: (Reply)

          I’ve only commented on a few posts here, usually short comments. But felt I needed to identify myself as Anonymous I (and accidentally/excitedly mistyped ! once–read that as you will).

          Your comments of: “I felt like I owed it to anyone out there who has fantasized about her, to really fuck her right, the way they would’ve wanted to.” is ringing in my ears and got my cock throbbing.

          I’ve recently retired (37 years in industry) so I have a little bit of free time. I’m having a hard time deciding to fantasize about the current pictures (again), or wait and hope for the upcoming pic(s). Anxiously!

          I’ll compliment you and your wife. I’d never guess she is 50 year old Milf of 3 with her petite, firm body. Looks lie she has really nice legs too.

          Make sure you’ve seen all my comments under all three pictures, since they may be out of order.

          • MILF of 3 on April 11, 2026: ()

            ❤️❤️❤️

        • Anonymous I on April 10, 2026: (Reply)

          Site would only let me respond to your 4/8/26 post. This response is regarding your 4/10/26 post. Hope that doesn’t mess things up.
          I forgot to add this to my 4/9/26 response: She was very athletic in HS (just before I met her). Swimming, V-Ball and track teams. Hence her already muscular hips, pelvis and thighs.

          Within two months of dating her, we ran into my two prior girlfriends (separately). At a festival, the one European model quality woman ran up and gave me a hug. Awkward. I had to introduce my new girlfriend. Then we ran into the girl I dumped for my now wife, a curvy strawberry blond woman. (I made the right choice!). Anyway, I think my now wife might have felt she needed to “compete” with these women. Soon after we began having sex, she started working on her Kegels. Has continued ever since.

          In response to your question, I previously thought of saying she is similar to Sexy Wife showing it all 4/1/26. Use your AI Imagination to give her same length blonde hair, blue eyes, slimmer middle and blonde bush. Areola are very similar. Wifey is 34D-26-37.

          I agree, seems we are of similar age and shared life experiences. I haven’t used any “help” yet. And “Privilege” description of our wives is totally appropriate. Pride on our part also!

          I can say the fantasy of experiencing men looking at my wife on this site is very exciting to me.

          And I don’t mean to be crude, but your wife’s pussy is soo good looking, I want to dive right in. Hoping upcoming pictures might show some more of her bush. I prefer my woman to look like a woman, rather than a pre-pubescent.

          • MILF of 3 on April 11, 2026: ()

            The effort and detail clarifying comments and details has enhanced the value of all of them. I wish SO BADLY the submissions I’ve made multiple times would post!

        • Anonymous I on April 9, 2026: (Reply)

          In response to your question, I need more than just a pic of a body part. Thus, these pictures are so alluring. Your wife has a great sexy mouth/lips. I love it when my wife gives that “just a little bit of a smile” look to turn me on. Nice fit body in lingerie, and a hint of bush to give an idea of what’s beneath.

        • Anonymous I on April 9, 2026: (Reply)

          I met wifey when she was 18, brought up in a very conservative family. I’m a couple years older and more “experienced”. I think I kind of frightened her and her parents when we started dating. I know I scored in the wife department. I’d never want to share-physically-my wife. I know what I have. But I can just imagine your excitement by sharing her pictures. I would enjoy that too! We are also celebrating 35 years of marriage. And it’s little things, like this, that make a marriage last.
          “The Art of the Tease” as I call it. Your wife presented you with a perfect tease while she recovers. Your sharing is a tease to all on here, specifically for our pleasure. Makes me hard. My wife loves to tease with her tongue and mouth. I get a blowjob about four times a month. Our sex life got better every year. I pushed her limits and respected her boundaries. She will not even pose for boudoir photography, that conservative upbringing. Sorry, I would love to share–and experience the thrill of other guys seeing what I have. The best I can do is describe: Full 34D, with just a bit of sag. Super sensitive nipples with pale three inch across areola. Her tight pussy just beneath her blonde bush makes me feel like I have a virgin each time. Can’t wait to see your remaining pictures, and any you want to share after her recovery. She is a beautifully foxy, sexy woman. Lucky man. I’ll let you know I’m ready for my next go round with your wife–right now.

          • MILF of 3 on April 10, 2026: ()

            Ugh, your response makes this conversation so much more alluring! Now I know we are talking shared life experiences and similar ages, I’m really wanting to see! I posted multiple pics over the last few days so I’m not sure how long until they show up. But CRAP! Art of the tease is one thing. “I’d love to show you but I can’t” is sooo much worse! That your wife is similar in age and stature and you can add voluptuous to her list of traits?!?! ….maybe you could find a couple pics on this site of substantially similar boobs and bush? lol. Anyhow, I super appreciate your insightful reply and keep checking back. If you think of a new name for your comments on this site let me know here. Anonymous may get lost in the sauce if you comment on another pic if one ever gets posted. And if you choose to accept your “mission” of scouring this site for body part lookalikes, add the titles right here too!

            BTW, we had sex last night and it was my first time using the rugiet triple stack (Viagra, Sialis and apomorphine), . I found myself replaying your comments which made me really focus on the experience in the moment, appreciating the privilege of being with her even more. I hadn’t anticipated that benefit. I felt like I owed it to anyone out there who has fantasized about her, to really fuck her right, the way they would’ve wanted to. It was next fucking level, Bro!

            I’m gonna to be sad because her surgery is now only two weeks away and it will cut me off for 8-10 weeks!!!!!🥺🙃

        • Anonymous ! on April 9, 2026: (Reply)

          Man, my two favorite pics are those of her laying back, pleasing herself and exposing herself. Both a bit of a tease. Her upright pose is a great first tease. Just your response has my dick swelling. My wife is also 5’2′, petite, with 34D boobs. She was a virgin when we met, always had and still has the tightest pussy I’ve ever felt. She can actually massage dick while I’m inside her. She is so wet, I can tell when she’s near the edge, you can hear the wetness. She squirts! She made me cum once while talking to her mother just steps away! We tried anal once, I was so excited and she was soo tight I got off quickly but afterward she said it wasn’t her thing. She’s always open to trying new things, like having a quickie in one room while we had friends over for a party. Wifey will give a good blowjob and is able to get me all the way down after she practiced. It’s definitely “for me”. Keep posting and I’ll keep cumming back.

          • MILF of 3 on April 9, 2026: ()

            Quick question, do you think the POV shot of me behind her is too much? It was my very first post settling on the tag “MILF of 3” and I put it under “Wife Anal” because I wanted to highlight her virgin ass while emphasizing my desire for her to LET ME IN! lol . I suppose if someone knew what the rest of her looked like they might find the POV pic more interesting. And I should’ve cropped out my fucking belly. Who wants to see that!😂

          • MILF of 3 on April 9, 2026: ()

            Thanks for the reply! Sounds like we scored in the wife department! Do everything to protect the marriage right!? The fantasy of sharing in real life would never work for me realistically. In fact, this my first time sharing pics online and it definitely generates a level of excitement. Your feedback absolutely validates the decision , especially sharing which pics specifically turn you on. That you are married to a “10”and still find pleasure looking at my wife’s body is a crazy turn on.

            I’ve been having (legal) sex with her since she was 16. 35 years! She’s hotter and the sex is better than ever before! Sounds like yours is going down the same track!

            When a man shares pics of his wife with another man, specifically for his pleasure, it seems only respectful that the man use the pics for their intended purpose! What greater validation or compliment can one receive ?

            I would be honored to return the favor if you have or were considering posting. I’ve never been one to get off on porn alone. Search bars are riddled with all of my wife’s descriptors because for it to turn me on there has to be something tied back to a fantasy with my wife. I think returning the favor for you would absolutely be a next level turn on. Especially with the crazy talents your wife has!! I’m totally down with fantasizing about what a massage at full penetration feels like while looking at her body but only if you shared the same mindset.

            I’m not a creeper either btw. All of my posts can be searched under “skip”. If you upload a pic of her using the “hide your email” option just shoot me back a portion of the fake email name so I can search and know she’s yours.

          • Anonymous I on April 9, 2026: ()

            Will admit I saw your pending responses last night and came back several times to see what you had to say. If prior pictures aren’t your favorite, I can’t wait to see her “best”!

  6. Anonymous on April 6, 2026: (Reply)

    She looks so pretty. Ive been loving the pics you posted.

  7. MILF of 3 on April 4, 2026: (Reply)

    Type “skip” into the search bar to see all of her pics.

    BTW,”skip” is part of the email address used to submit these pics…in case you were wondering.

  8. J on April 4, 2026: (Reply)

    This is a sexy picture. Love the lingerie and would enjoy devouring her pussy while she held it open. Lucky man!

  9. G on April 4, 2026: (Reply)

    Oooffff zoom in on that pussy like damn thats looking tasty as fuck lucky man

  10. Canuck on April 3, 2026: (Reply)

    She’s hot. Sexy lingerie. Love how she is spreading her pink pussy lips. Love to get my tongue on her pretty pussy. She looks very sexy.

    • MILF of 3 on April 4, 2026: (Reply)

      👊🏼well said!

  11. Anonymous on April 3, 2026: (Reply)

    I bet that face is stunning with lips like that

  12. Loveeatpussy on April 3, 2026: (Reply)

    Sure would love to eat both those holes.

  13. Taz on April 2, 2026: (Reply)

    When she’s ready let’s spoil her with your cock and my big cock. When she lets you get that sweet ass I’ll make sure my cocks in her mouth so she’s got something to take it out on
    taz4976@yahoo.com

    • Pussy swelling through MILF’s fingers on April 3, 2026: (Reply)

      👊🏼

      • THE CLIT on April 11, 2026: (Reply)

        Please let’s take a moment to appreciate the clit. This is one that I would pay to gain unrestricted access gently to for at least 5 minutes. I’d pay even more for permission to insert a well lubricated finger, specifically to hunt down the G Spot. And even more money for an audio of the involuntary vocal fry generated by the most intense orgasm of her life.

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Fat Filipina Pussy MILF In The Shower

April 1, 2026 | 2 Comments

Fat Filipina Pussy MILF In The Shower

37 year old, Kiki, showing her big beautiful pussy in the shower. You can look her up too: Kiki FilipinaXO

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2 Comments for Fat Filipina Pussy MILF In The Shower

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  1. Anonymous on April 1, 2026: (Reply)

    Fuck, I wanna fuck Kiki, I wanna know what it feels like to have her tight pussy wrapped around my cock as I slide in and out of her pulsating and throbbing spurting my hot sticky cum in her.

  2. Anonymous on April 1, 2026: (Reply)

    Good golly that’s a nice one! Show us the hole!

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Blonde Wife topless mirror selfie

April 1, 2026 | 9 Comments

Blonde Wife topless mirror selfie

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Wife Tits

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  1. Anonymous on April 2, 2026: (Reply)

    Very sweet

  2. Canuck on April 2, 2026: (Reply)

    Super sexy curvy hot blessed woman. Curvy hot hips, very nice sexy boobs. Nicely shaped tits with gorgeous erect pink hot nipples. Love to see more of her.

  3. Irish chris on April 2, 2026: (Reply)

    Hot wife but just let them hang out then ill know one maybe two out of me

  4. DDFF on April 1, 2026: (Reply)

    I agree with other comments, don’t be shy.

  5. Fluffy Daddy on April 1, 2026: (Reply)

    Ratings would be higher if you got your hands out of the way. Looking great!

  6. Anonymous on April 1, 2026: (Reply)

    Remove your hand let’s see your tits in all there glory

  7. Anonymous on April 1, 2026: (Reply)

    Can ya LEAN forward n letM HANG real good once for ol Daddy and thanks 👍🇺🇸 5*

  8. J on April 1, 2026: (Reply)

    Damn! Gorgeous tits and love the hard nipples. Would love to see more of her.

  9. Anonymous on April 1, 2026: (Reply)

    Move the hand! Show us those big tits!

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milf wife being photographed

March 31, 2026 | 4 Comments

milf wife being photographed

Milf wife being photographed by Hubbys friend, black bra removed, sitting confidently on the bed

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  1. Anonymous II on April 1, 2026: (Reply)

    Very sexy, would love to caress and kiss her breast, then kiss my way down to taste her to see if she is as sweet as she looks. Then slide in and feel her warmth and tightness

  2. Not anonymous on March 31, 2026: (Reply)

    All said and done worth the wait – your hot as fuck

  3. Not anonymous on March 31, 2026: (Reply)

    When, 1996?

  4. J on March 31, 2026: (Reply)

    Stunning! Beautiful tan, sexy legs and gorgeous firm tits. Would definitely enjoy exploring all of her.

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Gorgeous blonde wife in Panties

March 30, 2026 | 9 Comments

Gorgeous blonde wife in Panties

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  1. Taz on April 1, 2026: (Reply)

    Let me show you both how a bull fucks a hottie like this.

  2. Howells_505@hotmail.com on March 31, 2026: (Reply)

    Fantastic. Would love to slide the panties to the side to see what’s underneath.

  3. Irish chris on March 31, 2026: (Reply)

    Beautiful ass but next time slip that thing to one side & let’s see thst star

  4. Anonymous II on March 30, 2026: (Reply)

    Nice view, would love to see her while she is riding me reverse cowgirl but would love to see if she taste as sweet as she looks first.

    • Anonymous on March 30, 2026: (Reply)

      She does. Sweet

  5. J on March 30, 2026: (Reply)

    Sexy view of a very nice ass! Would rip those panties off with my teeth, devour her, then mount and go for a long hard ride.

    • Anonymous on March 30, 2026: (Reply)

      Hot

  6. Petee on March 30, 2026: (Reply)

    Wow! What an amazing pic to show off your super sexy Big Butt Blonde wife!

    If you don’t mind I plan to use her regularly as jerk off inspiration.

    • Anonymous on March 30, 2026: (Reply)

      Im sure youre not the only one haha

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Pussy swelling through MILF’s fingers 5’2”. 110lbs swollen pussy virgin ass

March 29, 2026 | 14 Comments

Pussy swelling through MILF’s fingers 5’2”. 110lbs swollen pussy virgin ass

One of Wife’s selfies she surprised me with so I didn’t have to look at porn while she recovered from a surgery. I can see taking the photo turned her on by her pussy swelling through her fingers. Amazing woman.

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14 Comments for Pussy swelling through MILF’s fingers 5’2”. 110lbs swollen pussy virgin ass

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  1. Anon on April 13, 2026: (Reply)

    Yep! Zoom in and there’s ink peeking over her right thumb…

  2. Anonymous I on April 6, 2026: (Reply)

    Great tease photo. Hopefully the first in a series to build your and our desire.

    • MILF of 3 on April 8, 2026: (Reply)

      Rather than a warm up pic, I think it was more her trying to warm up her mind and not be nervous. She ended up super horny, which you will see when my next post 🤞

      • Anonymous I on April 9, 2026: (Reply)

        Trifecta! I just finally came off to this picture, focusing on that little tease showing between her fingers.

        • MILF of 3 on April 13, 2026: (Reply)

          Hell yes!

  3. MILF of 3 on April 4, 2026: (Reply)

    Type “skip” into the search bar to see all of her pics.

    BTW,”skip” is part of the email address used to submit these pics…in case you were wondering.

  4. Canuck on April 4, 2026: (Reply)

    What a sexy pose. Love watching a sexy woman who takes matters into her own hands. Lovely compact tits, beautiful flowing hair, nice pussy and legs. What a sexpot.

    • MILF of 3 on April 4, 2026: (Reply)

      👊🏼classy. Well said

  5. Come On on March 30, 2026: (Reply)

    Evidently you don’t know what a selfie is… Beautiful woman though!!

    • The husband on March 30, 2026: (Reply)

      Thanks! She set up the tripod and the digital camera timer to capture images by herself. (Good girl!) I suppose if the only selfie definition refers to a pic within arms reach of holding a phone then I am wrong.

  6. Anonymous on March 30, 2026: (Reply)

    Beautiful wife bro!!!!! From the hair to top lips to the bottom lips, nice body shape, lucky guy, search my wife on here diablostar

  7. Anonymous II on March 29, 2026: (Reply)

    Would love to caress and kiss her breast and work my way down to taste her to see if she is as sweet as she looks. Then slide on in and feel her warmth and tightness very sexy

  8. J on March 29, 2026: (Reply)

    Absolutely stunning picture! Your wife is gorgeous and would enjoy everything she offers, from sucking on those nips and swollen lips.

    • The husband on March 29, 2026: (Reply)

      ❤️

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