I Love Wearing Boxer Shorts

Personal Stories, Advice, and Support 352 People

    First Boxer Shorts...

    at 13after hearing a conversation about boxer shorts between my P.E. teachers,  I sheepishly walked into my parents room and opened my dad's underwear drawer and gazed at his boxer underwear.  I wanted to try them on but lost my nerve.  Over the next several days I repeated...
    kap1644 kap1644
    6 Responses Jul 4, 2011

    My First Time Trying On Boxer Undershorts

    My dad wore the yoke front full cut boxer shorts that had three gripper snappers at the waistband and a two in ***** of elastic on each side. Mom puchased him a pack of full cut boxer shorts that had the elastic completely encompassing the waistband.  He did not like them, so...
    deleted deleted
    4 Responses Oct 1, 2011

    Boxer Shorts

    what kind of boxer shorts do you wear
    helloeverybodywhat helloeverybodywhat
    22-25, M
    13 Responses Oct 21, 2011

    And The "b" Are:

    Nicy Byrne. Gerard butler. Ryan Bradley. Pierre bouvier. David boneanaz. Kyle boller. Dierks bentley. Travis baker
    neoshaman neoshaman
    61-65, M
    1 Response Jul 20, 2012

    Definitely Boxers

    When I was a kid growing up, I wore white briefs but couldn't wait to grow up and wear boxers like I assumed most all adult men wore. From the ads and catalogs of the time, boxers appeared to be as much a part of being a man as shaving and I was going to be the guy shaving while...
    Valennb4 Valennb4
    51-55, M
    3 Responses Feb 8, 2013

    I Have Worn Another Guys Boxers

    Ok so they didnt know. I was about 15 or 16 & 1 of my sis friends was staying a few weeks 1 time he left his boxers in the bathroom so i tried em on cuz i never had open fly boxers they felt & looked great they were a plaid i cant remember anyway after that i always wanted open...
    baggyguy baggyguy
    1 Response Nov 14, 2011

    Famous D's Who Wear Boxers

    Eric Dane Chris de burgh Tim Delong Mark Derwin Alexandre despatic Harold dueterle Michael Dietz Stephen durff Spencer duhm Jacob Dylan
    neoshaman neoshaman
    61-65, M
    Jul 22, 2012

    Famous Boxer Wearing "c"

    David Cameron Aaron Carter Justin chambers Kenny chesney David chackachi Eric close Tom coliccho =) chuck comeao Harry connick jr Russell Crowe Jay cutler
    neoshaman neoshaman
    61-65, M
    1 Response Jul 21, 2012

    Joseph A. Bank Decline In Quality Of Boxer Shorts

    I probably have 20 pairs of Jos. A. Bank boxer shorts made in Malaysia and are of good quality. The last time I bought any, I bought a couple pair of red tartan that were made in India. These are inferior to the ones made in Malaysia. The cotton is rougher, not as thick, and...
    eadam2 eadam2
    46-50, M
    2 Responses Nov 13, 2012

    I Bought My Bf Boxers

    i ended up buying my bf boxers for christmas this year and i tried them on it turns out i love the feel of them and i didn't want to give them back to him because how comfortable they are. they felt way better than thongs and underwear they make me feel like im wear nothing at...
    Thongsgonewrong123 Thongsgonewrong123
    18-21, F
    Jan 2, 2013

    I have worn boxer shorts

    since I was 5 years old. I never liked briefs, which I wore from about 2 - 5 years old. Even when I played soccer from 7 to 14 years old, I only wore boxers. No briefs, no boxer-briefs, not even a cup or jockstrap. I just like to let it hang loose. I also like to sag my pants...
    html92 html92
    22-25, M
    Jan 12, 2015

    Boxers Only For Me - Since Age 12

    My dad was X- Navy & both my brothers were in the Coast Guard. the only shorts I grew up with were the basic full cut white boxers. My mom kept buying me Briefs - So right before I entered JHS - my brother gave me a gift of 6 pairs of Hanes boxers. They were so comfortable...
    bonedaddy201 bonedaddy201
    8 Responses Nov 1, 2010


    I love wearing boxers. I've been wearing them since I was 13 and don't wear anything else, except when I'm doing sports. I also like seeing someone else's showing above their pants or shorts.
    slycat82 slycat82
    Jul 16, 2011

    The Switch

    In Junior High, I decided I had had enough with the briefs. My dad had alway worn boxers. I used to sneak his all the time. I would even sleep in his and wear them under my clothes even though they were a little to big. I started wearing them to school. I was working and...
    Inboxers Inboxers
    46-50, M
    3 Responses Sep 7, 2012

    When getting changed

    for sports when I was 14, one of the boys who I thought was hot had boxer shorts on. I had never worn ones like that and when he lifted his leg and his **** accidentally fell out it was the most turned on if been in my life. Of course I got my hands on some boxers as soon as I...
    davids27 davids27
    22-25, M
    1 Response Nov 16, 2015

    It was at the tender young age of 43 (58 now)

    that I was having some urological pain issues that I recived the suggest from my urologist that I switch to boxer shorts. The change wasn't pleasant at first since I didn't know the proper size to buy or anything like that. Well, I finally found the right size, styles, etc...
    Dave44130 Dave44130
    61-65, M
    2 Responses Oct 28, 2014

    Boxers Vs Briefs

    My father always wore boxer undershorts and A-shirts and so did both grandfathers. For a long time growing up I had the impression that boxers and A-shirts were underwear for grown-up men and the jockey shorts and T-shirts my younger brother and I wore were kid's underwear. My...
    1Ben 1Ben
    61-65, M
    4 Responses Aug 19, 2011
    avgjoe71 avgjoe71
    46-50, M
    2 Responses Dec 23, 2014

    I don't know why but they're just

    so comfortable. I love to just walk around the house in boxer shorts and a tee. Boxer shorts are so much better than jeans when playing video games , gahhh so much movement.
    Lucipurrr Lucipurrr
    18-21, F
    1 Response Dec 9, 2013

    I love wearing boxer shorts

    and wearing other dude's boxers that I take from the locker room or their undie drawers 😘😉 tell me your undie stories below or in a private message
    henryboxerdude henryboxerdude
    22-25, M
    2 Responses Oct 11, 2015

    Famous Men Who Wear Boxer Shorts

    Read today that Tim Gunn wears boxers as do zeb atla, Tom Arnold, chip armdt, Jason aldean and clay Aiken. I will post one alpha letter each day til I reach z!
    neoshaman neoshaman
    61-65, M
    1 Response Jul 19, 2012

    Most Comfortable Thing In the World

    i  love wearing them as pyjamas together with any shirt. They are soooo comfortable. And I like the way they look. Especially striped ones :) Like the one in the group logo (:
    deleted deleted
    1 Response Oct 29, 2007

    I Want To Wear The Kind Of Underwear You Do Dad

    It was the end of my 13th summer and Dad took me out shopping for school clothes. This was a fairly easy project each year as the private school I went to had a uniform that needed to worn daily. He located a salesman that worked in that department and asked his assistance in...
    Suitandbowtie Suitandbowtie
    51-55, M
    9 Responses Apr 4, 2011

    G Celebs Clad In Boxers

    Galen Gering Thomas Gibson Ben Gillies Carmine Giovinazzo Mark-Paul Gosselaar Bear Grylls
    neoshaman neoshaman
    61-65, M
    1 Response Jul 25, 2012

    I Think I May Have Too Many Boxers

    Hey all I really love loose boxers I only get boxers from the usa only the baggy kind. I recently counted my boxers somwhere over 100 do you think theres a problem with that or is it fine to have that many boxers?
    baggyguy baggyguy
    8 Responses Nov 10, 2011

    E Celebrities Who Wear Boxers

    Zac Efron Kian Egan Quentin Elias
    neoshaman neoshaman
    61-65, M
    1 Response Jul 23, 2012

    Caught In Boxers In Public

    Long time boxer fan, guess because Dad picked them out when he took me shoping for school. Anyway, I occasionally take Ambien for sleep, especially when traveling, hard to sleep in strange place. I was woken up one morning at 2:00 am by valet in the motor lobby of Sheraton hotel...
    deleted deleted
    6 Responses Jun 8, 2009

    I switched from briefs to boxers in my mid 20's

    when I was experiencing recurring bouts of jock itch. I had read that looser fitting boxers allowed air to circulate and keep the family jewels cooler. I will never go back to briefs! I had always disliked the elastic around the leg openings of briefs and whenever I would get a...
    Bxrs Bxrs
    61-65, M
    6 Responses Feb 26, 2016

    Just What I've Been Waiting For!

    When I was 14, I started noticing a lot of guys at my school were wearing boxers. Lots of my friends had them, and I noticed a ton of boxer shorts in the locker room. I tried taking a tee-shirt and making it into a pair of boxers, unaffectionately cutting up my monochrome...
    PressedShirt PressedShirt
    1 Response Nov 27, 2012

    When I was younger I used to wear kiddies

    briefs. But mainly because that's what my mum got me. When I was about 10, I distinctly remember seeing a lad in the changing rooms at school wearing boxers and as he lifted his leg his crown jewels fell out. I did my best to hide the imminent *****, got changed and went home...
    robertjones12345 robertjones12345
    26-30, M
    2 Responses Jun 11, 2014


    love wearing boxers and i love to wear them out with t shirt and trainers and walk about the house in them even if im rock hard and love answering the dorr in them even if hard and its the postie or a delivery gusy
    wanker19 wanker19
    3 Responses Sep 9, 2011

    Love Wearing Boxers

    I wore briefs until I was almost 25 years old.  I never thought much about boxers actually except that they were something that "Fat old men" wore.  But as I got older and more sexual-I was curious about how boxers would feel.  I bought a pair and went home and put them on...
    Brentus69 Brentus69
    41-45, M
    5 Responses Mar 8, 2011

    Brooks Brothers own: Yoke-fronted,

    high-waisted, long-in-the leg and French tie-back. In white, and nicely starched. No others.
    deleted deleted
    2 Responses Nov 8, 2014

    Wish someone would still manufacture yoke

    fronts like these. Vintage purchase, fantastic print.
    Bxrs Bxrs
    61-65, M
    2 Responses Mar 10, 2016

    Wise Advice From A Tailor.

    I was just 19, and going into my junior at the university.  I had worked all summer and saved enough money to buy myself a suit.  I found the perfect three piece for me, and went to be measured.  The tailor was measuring my trousers and asked me if I wore boxers or briefs.  I...
    mogultv mogultv
    56-60, M
    4 Responses Dec 22, 2011

    Boxer Shorts, Athletic Undershirt, Silky Sheer Thick 'n Thin Dress Socks, And Garters Fetish

    I started wearing boxer shorts and a-shirts when I was 5.  My dad and grandfathers, and all my uncles and most of my male cousins wore boxer shorts and a-shirts and I could not figure out why  I wore briefs and t-shirts at this young age.  I would get my dad's boxer shorts and...
    sheermanus sheermanus
    61-65, M
    8 Responses Jun 17, 2011

    Navy Whites

    My dad had been in the Navy during the war. He used to sit in his den in just a pair of full cut white shorts, military style, no shirt. He was real big on haircuts, sent me and my brother to military school. Ran a junior Navy. To this day I'm partial to those white shorts...
    barberwood barberwood
    51-55, M
    3 Responses Sep 9, 2012

    F Celebs

    Mark feehily Oded fehr Shane Filan Stephen Fishbach Tom Fletcher Scott Foley David Fumero
    neoshaman neoshaman
    61-65, M
    Jul 24, 2012

    What Pair Are You Wearing Today?

    I'm wearing a fairly new pair of Brooks Bros. full cut boxer shorts with a blue, white, and aqua mini checked pattern. What about you? Adam
    eadam2 eadam2
    46-50, M
    19 Responses Apr 17, 2012

    Growing Up With Boxers

    Like many men now in their sixties, I grew up with all the men in my family wearing boxer shorts. My dad having been in the army during the war, wore yoke front boxers with gripper fasteners. My older brothers,cousins all wore boxers, the fifties was a time when you didn't always...
    hangin65 hangin65
    61-65, M
    5 Responses Apr 22, 2012

    Saks 5th Avenue

    Does anyone have any experience with Saks 5th Avenue's boxers? Before I go paying $28/pair for boxer shorts, I want to know if they're worth it. They only come in light blue and white. Adam Update:  I took a chance and bought two pairs on Saturday.  They're woven from 100's two...
    eadam2 eadam2
    46-50, M
    1 Response Sep 13, 2012

    Now About Silky Sheer Nylon Dress Socks And Garters

    I also had noticed my dad always wore silky very sheer dress socks with thicke lines that ran  up and down the socks as well as garteres attacehd at the tops to hold them in place.  As I have said my dad and I hung out together alot of times weairng just our boxer shorts and a...
    sheermanus sheermanus
    61-65, M
    6 Responses Jun 17, 2011
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