You are browsing the archive for panty boy.

my sexual history of the last 2 years.

11:48 am in Cock Humiliation, loser dick, panty boy, penis humiliation, Pin Dick, tiny dick humiliation by Dee Diamond

since my ex split (she’d had a bunch of affairs over the years) and remarried, i’ve had sex twice. the first time i was nervous about my size (my profile pic/avatar shows why!) and i found i couldnt get very hard. i put a condom on and noticed it felt baggy, but hoped i’d get more hard once inside. instead the condom fell off and was deep inside the girl and she couldnt reach it. i felt so so stupid! we got it out and i went down on her and got hard again. licking pussy always get me horny, i wonder how many times i licked my ex’s without my knowing she’d been recently fucked by one of her lovers… and i got hard again, but when i put it in i just went soft. i think deep down i was wishing she would just let me lick her. i hate having the pressure of performing sexually when i know im so underequipped. we tried one more time and i heard her mutter under her breath “whats the point…”, i was very ashamed and just gave up. so we sat their naked, her looking beautiful and me sitting there with a tiny, flaccid cock, wondering why this beautiful girl wasnt making me hard.

the next time i had sex was with a girl at a massage parlor and i made sure she teased me relentlessly about my little cockette. i had no problem getting hard that time! or coming. my little balls were well up for it. I sometimes wonder if i’ll be able to have normal sex again, or whether i’ll always need SPH, my lacy knickers and cuckold fantasies to get me off. it makes me feel like such a loser, but then this turns me on, lol…

speaking of which, im about to go put on some new lacy knickers and some holdups, then i’ll feel much more comfy being like a girl!

Dxxx

by Steve

skinny bottle

8:32 pm in Cock Humiliation, cock slut, humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, Princess Mindy, sissy dolly, small asian penis, small men, small penis pic, tiny dick humiliation by Steve

My 1.5 inch cock is so skinny it can fit inside a water bottle when hard.

by Lisa

Am I actually small?

6:07 pm in Cock Humiliation, cock slut, panty boy, penis humiliation, sissy dolly, small penis pic, tiny dick humiliation by Lisa

I fully embrace the fact that I’m a sissy, as you can see by my avatar. I love panties, stockings, lace, frills and many other girly things, I just love to dress up and fantasize about cock.

While I realize that my penis is definitely nothing to brag about, is it actually small? I’ve always thought of myself as average, maybe slightly below. However I am a virgin, so I’ve never seen the reaction a girl would have to my penis.

I would really appreciate if the Domme’s on this site could give this sissy girl a reality check, so I know what to think of myself :)
Sissy panties

Patheticsissy’s last fuck

5:59 pm in Cock Humiliation, loser dick, panty boy, penis humiliation, Pin Dick, pinky dick, small men, small penis pic, tiny dick humiliation by patheticsissy

Pathetic sissy hasn’t actually been inside a woman since 2006.  When sissy told a female friend about this a couple of years ago, she responded by “giving” me an inflatable doll as am xmas present.  I save “giving” because she decided that she would keep the doll at hers and that I’d only be allowed to use it in front of her.

Our friendship/relationship had already evolved to the stage where I used to do all her cleaning, cook for her when I stayed over, lick her pussy or ass whenever she ordered, and be her toilet when she wanted to pee.   I was usually punished if I had an erection while licking her, as she said it was proof that I wasn’t concentrating entirely on her pleasure.  She generally used to grant me a brief pathetic spoiled orgasm about once a month.

At the time she gave me the doll, I hadn’t been permitted to cum at all for nearly two months.  I had to grovel and beg the doll on my knees if it would allow me to have a charity/pity fuck.  I had to describe how pathetic I was and how long it had been since my last fuck, and plead to be allowed into the doll, all while being watched.  When she decided the doll was convinced and was feeling sorry enough for me to let me fuck it, I was allowed to kiss and fondle it, and eventually permitted to put on a condom and mount the doll.

My sissy fuck was very brief, and having not had any release for so long, it was over very quickly and my tiny feeble sissy cocklette squirted so soon.  As you can see, the lady involved was taking pictures as sissy had sex with dolly.  Once I’d squirted, she contemptuously remarked that she bet the doll had never felt a thing and had barely noticed my useless cocklette being inside.  Then I was made to lick out the condom I used.

This was in 2008. Sissy hasn’t actually had any penetration since then.

Sissy isn’t able to post pics to messages, but profile has link. Thank you, Superior Ones.

by Ron

Am I really small?

5:53 pm in Cock Humiliation, cock slut, loser dick, panty boy, penis humiliation, Pin Dick, pinky dick, small men, small penis pic, tiny dick humiliation by Ron

Am I really small. I dated some girls in high school and they never said anything about it but recently I have noticed people have actually hinted that I am small. Like for example I was in the shower at the gym and the guy next to me looked down and laughed. So please tell me am I small or just paranoid.

 

by mark

Some of my x’s said they enjoyed my cock, were they lying?

6:21 pm in Cock Humiliation, cock slut, humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, small men, small penis pic, tiny dick humiliation by mark

I am a pretty attractive middle aged male, in the past I have asked girls if they thought I was too small, most have said it didn’t matter and some have said they enjoyed it, was it all a lie? My current girl wants to cuck me and has had me wearing panties and bra’s for over a year everywhere I go, is this what I should expect for the rest of my life? At first it was difficult knowing I was wearing such things but looking back on it, it was easy, now she exposes me from time to time. Last week while shopping she pulled my shorts down as I was bending over to get something off the shelf, the three customers who saw just about choked while laughing. She has sent text pics to her friends of my cock because she said they could not believe her about me only being 3″ hard. She says that if I don’t follow her rules on cuckolding that she is going to email the pics she has of me to my boss.

by Shaved

Introducing myself

10:47 am in Cock Humiliation, cock slut, panty boy, penis humiliation, Pin Dick, small penis pic, tiny dick humiliation by Shaved

Hi all. I would like to introduce myself with this post. I am a 28yo bisex guy and would like to show my small shaved dick. I like to wear panties also. Hope you enjoy humiliating me.

My small dick

Please Humiliate Me!

5:00 pm in Cock Humiliation, cock slut, humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, sissy dolly, small men, small penis pic, tiny dick humiliation by suboftheday1

Please Humiliate Me! I have recently split from my girlfriend and she used to make me watch her fuck black studs and clean her pussy afterwards. I also used to wear her panties and wank as her and her friends watched and laughed at my little dick. I need a new cuckold mistress to serve and am hoping to find one on here, hope to hear from some of you soon mistresses

Am I a sissy slut?

4:58 pm in Cock Humiliation, cock slut, humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, sissy dolly, small men, small penis pic, tiny dick humiliation by suboftheday1

I am a 29yr old male from Liverpool, UK. I have a tiny cock, and often fantasize about sucking other cocks, especially ones bigger than mine. Does that make me a sissy slut, or am I more of a cuckold? I get hard thinking about my ex fucking big black cocks while I watch, and feel I should suck them to prove I am a weaker man than them. Anyone else have the same fantasy? Please reply or comment and let me know

by Dan

Should Guys with Tiny Dicks be Treated as Sissies?

6:21 am in humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, sissy dolly, tiny dick humiliation by Dan

My ex started to treat me as a chastized sissy slut. However, over time she became very upset when I would dribble in my nice panties. She believed because I had a tiny sized dick (or clitty as she called it) and since I couldn’t keep my panties dry that it was natural that I should be kept in diapers and locking plastic pink panties. This then lead to increased amusement for her. When I would get annoying she would stick a penis pacifier in my mouth. Women, do you think me ex taking it to the sissy loser level was too far? Did I really deserve this? Do I deserve this now? Men, has this ever happened to you? How did it start?

Humiliation and no cummies allowed to this sissy

9:11 am in Cock Humiliation, loser dick, panty boy, penis humiliation, Pin Dick, pinky dick, small penis pic, tiny dick humiliation by patheticsissy

I’m a sissy with a two inch soft little cocklette.  It rarely gets hard, and usually only when I’m being really humiliated. I haven’t wanked to an orgasm in over four months now.  Every women who has seen my cocklette in the past year has said that it should be permanently locked up and that I should never be allowed to cum again.  None of them have wanted my pathetic cocklette anywhere near them, or even to touch it.

One particular lady I sometimes see doesn’t let me touch her in any way.  She doesn’t permit me to see her intimately – the closest I’ve been allowed to touching her was when she let me lick the sole of her shoe after she’d taken it off.

Usually she makes me strip and humiliates me while I have my head inside her toilet bowl.

I suppose I really may not ever be allowed to cum properly again.  So many women seem to think this is best.

my wife and mother-in-law humiliate and torture me

9:04 am in Cock Humiliation, humiliation mistress, loser dick, panty boy, pinky dick, small penis pic, tiny dick humiliation by teenywinky

I only have one inch teeny winky and one and a half inch hard. My wife told her mother that I only had a small dick and they both stripped me and made me wank in front of them. My mother in law laughed as I was wanking and said she had never seen such a small one except on pathetic losers and she smacked my balls as I was wanking and told me her pinky clit was bigger than my willy. When I cum it dripped onto my balls and my wife and her mother laughed. I am in a wheelchair so they can control me. When I go out they make me wear panties and if I don’t behave they say they will tell their lady friends and invite them over to watch me wank. Why is it that some men have such little dicks? It’s so unfair as I have had girls make fun of my small one all my life.

Am I Small?

11:07 am in Cock Humiliation, cock slut, humiliation mistress, loser dick, mistress, panty boy, penis humiliation, Pin Dick, pinky dick, small men, small penis pic, tiny dick humiliation by suboftheday1

Hey, I am a North West Male who is fairly interested in small penis humiliation. I am 6.5″ when erect but when soft I dont know if I look average or look small. Could I please get an opinion on my cock, I would be interested in some opinions.

I have been humiliated for real.

10:29 am in Cock Humiliation, loser dick, panty boy, penis humiliation, Pin Dick, small penis pic, tiny dick humiliation by the cuck

Worst humiliation ever.

Sometimes it doesn’t take many people to know for you to
feel your worst humiliation, it’s just the feeling that others know these
intimate extremely embarrassing details about your sex life or lack of it. In
my case, I only know for sure of four people, including myself, who are aware
of these circumstances and one of them was only an active party to my ultimate
humiliation.

We all have episodes in our lives where we want the details
to remain secret for all time! If someone else is involved then we hope they
will respect our privacy and keep those memories to themselves. However as
often is the case, you learn later that they shared those moments with others.

I’ll begin by recapping that I was dragged into a life of
cuckoldry, unsuspecting and in ignorance for the first 5 years of my marriage, her
indiscretions began long before our wedding day, in some ways they began from
our first few dates. It took us 18 months to progress to my losing my
virginity, I believed we were both virgins up until that moment, it was so
obvious it was far from her first time, yet it was her who had made me wait so
long because she was supposed to be a virgin too! In hindsight I learned that
she’d lost her cherry some 3 years earlier and had continued to have sex with
others during our first 18 months together, so I suppose you could say I was
well warned of her cheating nature long before I married her. That cheating
nature has continued throughout all our relationship, engagement and marriage.
In fact the guy who was doing her 2-3 times a month for those first 18 months
(her boyfriend immediately before me) did her bareback as her last hurrah in
the early hours of our wedding day. So again we didn’t have sex on our wedding
night because her bridal knickers were still so stained from his cum. In fact
we didn’t have sex until midway through the second week of our honeymoon, which
was one of only 4 times we had sex in the first year of our marriage, twice in
the second and only once in the third before she forced me into total celibacy.
So up until I first learned I was a cuckold, some 5 years into the marriage and
over two years for me without sex, she’d parted her legs a grand total of 7
times for me as my wife. I’ll list those 7 times for you, they are very easy to
remember. Year one – once on honeymoon, my birthday, her birthday, anniversary.
Year two – my birthday, our anniversary. Year three – my birthday.

Most of what I have learned from those early years of
cuckoldry came from revelations from her either through arguments where she
lost her temper and let go at me with the truth from the past or it came during
counselling sessions we needed to help us stay together. Our first counselling
came after 7 years but was too short to reveal much and it wasn’t until our
second counselling and sex therapy sessions some further eight years into the
marriage before most of this knowledge was shared with our counsellor and so I
too learned what really had been going on in my wife’s life for the almost 20
years since I first met her. Everything came to a head one night I came home
from work and she was sitting on the couch in full sexual regalia. Black bustier, sheer
black panties, sheer black hose attached to the suspender strap of the bustier
and black patent high heels. She said she wanted to give things one last try
and asked me to make love to her. We kissed and cuddled until she told me to
ride her which I did then she sat back and told me she had got no enjoyment
from it whatsoever, she had hoped if she’d set this all up and was all dressed
up and gave me this time then she’d have some pleasure from sex with me but she
told me she got nothing from it or my little cock. I asked her how often she
enjoyed sex with others, she said almost always, I asked her how often she came
with others, she said if they were real men then she usually came at least
once, often much more often, that was why we needed to seek professional help.
If we were to save our marriage, all the other parts were good, but sexually I
was a waste of space. She felt guilty denying me all the time but she’d got
tired trying to get something from it a long time ago.

It’s as a result of these second counselling sessions where
my real humiliation begins. It was here my wife revealed the reason she had had
so little sex with me, she told our counsellor my cock was too small for her to
enjoy sex and that 99.9% of the times she had allowed me to enter her, she lay
just hoping I’d cum and roll off. When our female counsellor asked about
foreplay, thinking that might be a factor, my wife, to my chagrin, admitted
that many years before she’d asked me to stop getting her aroused before we had
sex. She admitted she didn’t need to be wet for my small cock to enter her and
the times she used to allow me to get her aroused she ended up feeling so
cheated and frustrated after I’d cum. By not allowing foreplay she was able to
just turn over and go to sleep without feeling sexually cheated. She knew she’d
get her sexual satisfaction from others so she preferred to avoid sex with me
by using any excuse that worked. She admitted that while it hurt me hurt me so
much, it was just how she felt about sex with me. I told our counsellor, that
there had never been an occasion when, while kissing my wife, I put my hand on
her leg, my wife didn’t close them tightly together. But I knew with other men
- the same action resulted in her parting her legs wide. My wife was blunt and
said that was because she never felt like having sex with me but she wanted to
part her legs for those men because she wanted them to have her, so she gave
them as much access between her legs as they wanted. The fact our counsellor
was female, made these admissions by my wife all the more humiliating for me.
At times the sessions would also denigrate to slanging matches between my wife
and myself as to whose fault our sexless marriage was and it was during one of
those vicious exchanges that the secret I hoped would never be aired was shared
with our counsellor by wife.

By way of justification for all her years of adultery and
cuckoldry, she said that she wasn’t the only one who thought I was a waste of
space as a lover and went on to tell the circumstances of the only other sexual
experience I had up until that point in my life – Helen was my wife’s best
friend back then and had been since they were children. She fully knew Karen
was cheating on me from the very beginning and had covered for her many times
over the years, yet at the time it was Helen who made the move to have me,
though it did feel very much like a mercy fuck rather than a serious attempt to
seduce me. Helen chose an evening she knew Karen was away overnight and called
to check I was alright! She had a couple of glasses of wine and we ended up
kissing. I’d never cheated on Karen before or had any lover other than my wife,
the few occasions before I became involved with Karen had ended up either as
premature ejaculation and I couldn’t get it hard again or I couldn’t keep it
hard long enough to get it in to the few girls willing to let me try. So I was
surprized that Helen started to undress as we kissed, I was aware how much she
knew about my sexual naivety but when I saw her offering herself ‘on a plate’
and Karen hadn’t let me have sex with her for over 3 years, I was eager to have
my second sexual partner. Helen was a lot taller than Karen but her pussy was
so much tighter than my wife’s, which meant it was with real feeling and such
wonderful sensations I entered her. It was the BEST sex I’d ever had and it
took me all the more by surprize when Helen said to me that she wasn’t getting
anything from it. I moved position a little, hoping that the change would cause
her to get more friction from my cock and more pleasure … but a very short time
later she asked me to stop, to get off as she just didn’t want me to ride her
any longer. I was MORTIFIED!!!!!!! I tried to keep riding her as it was so good
for me but she closed her legs tight together which squirted me out of her
pussy and insisted I get off her as she really wasn’t getting anything from my
tiny cock, she’d made a mistake and wanted it over- now! By this time I had
shrivelled up anyway, so I rolled off and started dressing as she did too. Once
she had, she got up and left without saying another word. I assumed she would
never say to anyone – I mean I really hoped no one else would EVER hear of
this. I’ve had girls stop before it got to full sex, I know women regret having
sex after it’s over but for someone to actually ask you to stop during sex
because it was so bad for them is so humiliating I never wanted another soul to
ever know what Helen had done to me. Instead of it being forgotten here was my
wife bringing the whole thing up. Obviously Helen had told her about the whole
sorry episode, I also wondered who else she or my wife had told about it. A few
minutes in my life that I wanted no one else to be aware of was now being told
to this woman by my wife as a major reason why she had continuously cuckolded
me throughout our marriage and why she would continue to need other men for her
sexual satisfaction as she never had or never would enjoy sex with me.

My wife’s wife…

10:18 am in panty boy by ankita_goel

I have been living as my wife’s wife for over 2 months. This is how she dresses me up when she is out on date with REAL MEN. Well to be honest what more does a pin dick loser like me deserves. I am thankful to her that atleast she is still with me. I love doing household chores while she is out. Having such a tiny pecker, this is what my destiny is, I guess. I wish i too had a cock like the lucky guys who get to use my beautiful wife’s body. But I am too small to be IN.  The first and the last time  I got to have sex with my wife was on our wedding night. After that she could only laugh at my pinkie dick

But I must confess , Its been lovely being my wife’s wife.

by djpen

How small am I really…?

10:13 am in Cock Humiliation, loser dick, panty boy, small men, small penis pic, tiny dick humiliation by djpen

I’ve always known I was a little below the average in terms of cock size…but I was recently with a woman who told me that my cock reminded her of the penises she saw as a camp counsellor when they were changing for swimming. Is it really that small? Are my balls also smaller than average? She told me that none of my underwear fit properly and that I should switch to wearing women’s underwear…she said I don’t actually need a pouch in front for my package.

[Close Ad]

Fetish Chat