Men cum hardest with cocks in their ass

[txfuncouple]

My hubby is a sissy (since puberty but revealed to me in January) so we've been exploring. He's taken my strapon quite a bit but in the last several weeks we've brought another man into the bedroom. It is very exciting to see hubby explode as George fucks his sissy ass. I usually can't help but touch my pussy as I watch them. Sort of a blurry situation as hubby does his best to look quite femme and fetching so it isn't really the "he man" version being talked about by some here...

Sounds like you've got the best of both worlds. Being able to explore fantasies with a strap on then progressing to having a friend that you can trust to enjoy together is quite fun.

I think him being able to show you that part of himself makes him anything but a sissy if you want to know the truth. I'm far from what anyone would call femme, but being placed in that role and being dominated is exciting. I don't find feminine men unattractive at all. Being able to express that like you two do is actually a great thing. The dress up and role play just adds to the excitement.

Please share more about your playtime with your new friend. I've found this type of play extremely hot lately.

 

[SatinDreamGirl]

Sounds like you've got the best of both worlds. Being able to explore fantasies with a strap on then progressing to having a friend that you can trust to enjoy together is quite fun.

I think him being able to show you that part of himself makes him anything but a sissy if you want to know the truth. I'm far from what anyone would call femme, but being placed in that role and being dominated is exciting. I don't find feminine men unattractive at all. Being able to express that like you two do is actually a great thing. The dress up and role play just adds to the excitement.

Please share more about your playtime with your new friend. I've found this type of play extremely hot lately.

I only use "sissy" in the most loving and indulgent way. Hubby loves being my "sissy". More soon.

 

[txfuncouple]

I only use "sissy" in the most loving and indulgent way. Hubby loves being my "sissy". More soon.

That's exactly the way I have taken your posts previously. A man being able to embrace that side of his sexuality and having someone to share it with is a great arrangement. I enjoy being the "sissy" for my wife as well sometimes just for the thrill of the experience.

 

[SatinDreamGirl]

Sounds like you've got the best of both worlds. Being able to explore fantasies with a strap on then progressing to having a friend that you can trust to enjoy together is quite fun.

I think him being able to show you that part of himself makes him anything but a sissy if you want to know the truth. I'm far from what anyone would call femme, but being placed in that role and being dominated is exciting. I don't find feminine men unattractive at all. Being able to express that like you two do is actually a great thing. The dress up and role play just adds to the excitement.

Please share more about your playtime with your new friend. I've found this type of play extremely hot lately.

Well, as Hubby and I began really exploring his sissy fetish we began with a lot of dress-up play and then femme daily wear for him (throw out the guy underwear!). It didn't take too long for him to talk about wanting me to wear a strapon. It took a little getting used to but I quickly came to like taking him that way. Just seeing the look on his face and then how his cock would explode as I firmly thrust deep in his "pussy" was worth it.

Strapon play evolved in our fantasy talk until he admitted that he really wanted to suck a real cock and take a real cock. We talked this over quite a bit and finally agreed to find someone to let Hubby have that experience. It took weeks but I finally connected with a girlfriend of mine who had an ex-boyfriend she was still on good terms with. She assured me that our sort of set up would interest him as he was bi-sexual.

We met George for dinner and enjoyed each others company. We made plans for the following weekend at our house. When George came over we talked sort of nervously for a little bit before I turned on some music. Hubby was dolled up by this point. George and I danced a little and kissed. Hubby joined us and everyone was touching what they wanted to. That got things rolling so we went to the bedroom.

I sat back and let my hubby do what he had been dreaming of. He knelt and got George's cock out. He gave George a blow job until George came. I encouraged him and praised him through the process. We took a little break and then George and I spent some time kissing and touching while hubby watched. Once George was hard again, he went to Hubby. They kissed and caressed and eventually worked up to pulling Hubby's panties down. George lubed up and entered Hubby. I watched as they fucked, Hubby moaning and loving it. He came into his panties before George came inside him.

 

[Jenna2641]

Well, as Hubby and I began really exploring his sissy fetish we began with a lot of dress-up play and then femme daily wear for him (throw out the guy underwear!). It didn't take too long for him to talk about wanting me to wear a strapon. It took a little getting used to but I quickly came to like taking him that way. Just seeing the look on his face and then how his cock would explode as I firmly thrust deep in his "pussy" was worth it.

Strapon play evolved in our fantasy talk until he admitted that he really wanted to suck a real cock and take a real cock. We talked this over quite a bit and finally agreed to find someone to let Hubby have that experience. It took weeks but I finally connected with a girlfriend of mine who had an ex-boyfriend she was still on good terms with. She assured me that our sort of set up would interest him as he was bi-sexual.

We met George for dinner and enjoyed each others company. We made plans for the following weekend at our house. When George came over we talked sort of nervously for a little bit before I turned on some music. Hubby was dolled up by this point. George and I danced a little and kissed. Hubby joined us and everyone was touching what they wanted to. That got things rolling so we went to the bedroom.

I sat back and let my hubby do what he had been dreaming of. He knelt and got George's cock out. He gave George a blow job until George came. I encouraged him and praised him through the process. We took a little break and then George and I spent some time kissing and touching while hubby watched. Once George was hard again, he went to Hubby. They kissed and caressed and eventually worked up to pulling Hubby's panties down. George lubed up and entered Hubby. I watched as they fucked, Hubby moaning and loving it. He came into his panties before George came inside him.

Wow, what an experience. Thank you for sharing that with us. So glad you have the communication down that you can explore this together. What a wonderful example. Hugs & kisses to to both.

 

[Jenna2641]

I think him being able to show you that part of himself makes him anything but a sissy if you want to know the truth. I'm far from what anyone would call femme, but being placed in that role and being dominated is exciting. I don't find feminine men unattractive at all. Being able to express that like you two do is actually a great thing. The dress up and role play just adds to the excitement.

I only use "sissy" in the most loving and indulgent way. Hubby loves being my "sissy". More soon.

I think of the term "sissy" as a term of endearment when used with the right sensual tone. I can similarly see cock sucker, bitch, & slut being used that way with the right tone. Particularly a loving one. I don't like the humiliation aspect so prevalent in the porn & erotica genre associated with the crossdressing genre. Particularly the F word. Love hearing others having a more positive tone in their crossdressing lyfestyle loveplay.

 

[GloriHoleLover]

I think of the term "sissy" as a term of endearment when used with the right sensual tone. I can similarly see cock sucker, bitch, & slut being used that way with the right tone. Particularly a loving one. I don't like the humiliation aspect so prevalent in the porn & erotica genre associated with the crossdressing genre. Particularly the F word. Love hearing others having a more positive tone in their crossdressing lyfestyle loveplay.

You're so right about the right tone and the right words, Miss Jenna!

Since my earliest encounters with men, in my late teens, I have LOVED being told I'm a "good little cocksucker"...a slut...a bitch...a whore...a cumslut...a faggot...and many more names that I adore! It's amazing how, when on my knees and pleasing a horny man, those "epithets" become such terms of pleasure and satisfaction from my lovers...and such names of joy and titles of honor for me!!!

And, outside of a truly mean, violent tone of voice...these sweet words can be delivered with soooo many deliciously erotic inflections...ALL of which I find to be such a turn-on!!!

Oh, PLEASE...call me a cocksucking cumslut faggot cock-whore anytime! As long as you let me SHOW YOU that I really AM!!!

 

[Jenna2641]

Oh, PLEASE...call me a cocksucking cumslut faggot cock-whore anytime! As long as you let me SHOW YOU that I really AM!!!

That is the F word I don't like, but otherwise I hear where you are coming from!

 

[jackstud]

Agrees with the Lady

 

[sissy_shawna]

That is the F word I don't like, but otherwise I hear where you are coming from!

Some words have a lot of power, some had more power over me when I was inexperienced and less confident about myself and what I was into. There was a time when "faggot" was on the "no" list of things to be called. But as I got more self assured and more comfortable in who I am and what I'm into, it's definitely something I get turned on by now. I love lots of filthy verbal humiliation when I'm Shawna, and a lot of the words listed above (cocksucker especially) really make play a lot more fun.

But back to the topic...I can notice a big difference both with intensity of orgasm, how easy it is for me to orgasm, and distance I can shoot when my ass is full vs. empty.

 

[jackstud]

Some words have a lot of power, some had more power over me when I was inexperienced and less confident about myself and what I was into. There was a time when "faggot" was on the "no" list of things to be called. But as I got more self assured and more comfortable in who I am and what I'm into, it's definitely something I get turned on by now. I love lots of filthy verbal humiliation when I'm Shawna, and a lot of the words listed above (cocksucker especially) really make play a lot more fun.

But back to the topic...I can notice a big difference both with intensity of orgasm, how easy it is for me to orgasm, and distance I can shoot when my ass is full vs. empty.

Would like to fill up that Ass for you FAG

 

[GloriHoleLover]

That is the F word I don't like, but otherwise I hear where you are coming from!

I'm sorry, Jenna! I never intend to offend. Strangely, perhaps, but being called the many common homosexual "slurs" is just a super turn-on for me. I LOVE hearing them and am very proud to be ALL those things!

Love you, though!

 

[GloriHoleLover]

Some words have a lot of power, some had more power over me when I was inexperienced and less confident about myself and what I was into. There was a time when "faggot" was on the "no" list of things to be called. But as I got more self assured and more comfortable in who I am and what I'm into, it's definitely something I get turned on by now. I love lots of filthy verbal humiliation when I'm Shawna, and a lot of the words listed above (cocksucker especially) really make play a lot more fun.

Same here, sweet Shawna! Have ALWAYS LOVED "cocksucker" especially!!!

 

[Jenna2641]

I'm sorry, Jenna! I never intend to offend. Strangely, perhaps, but being called the many common homosexual "slurs" is just a super turn-on for me. I LOVE hearing them and am very proud to be ALL those things!

Love you, though!

Not to worry, Hon! I know some enjoy the humiliation aspect & I know some don't. Each have their own turn on and triggers. I was just pointing out what I didn't like is all. So don't you worry. For some reason I can't wrap my head around that one, even used with a sweet, supportive, or loving tone, as working for me. Hugs!

 

[LeeNorCal]

Not to worry, Hon! I know some enjoy the humiliation aspect & I know some don't. Each have their own turn on and triggers. I was just pointing out what I didn't like is all. So don't you worry. For some reason I can't wrap my head around that one, even used with a sweet, supportive, or loving tone, as working for me. Hugs!

Ah Jenna........Classy as always!

 

[teddie_grl]

Not to worry, Hon! I know some enjoy the humiliation aspect & I know some don't. Each have their own turn on and triggers. I was just pointing out what I didn't like is all. So don't you worry. For some reason I can't wrap my head around that one, even used with a sweet, supportive, or loving tone, as working for me. Hugs!

I'm with you on that Jenna, not a word that I care to hear.

 

[GloriHoleLover]

I'm with you on that Jenna, not a word that I care to hear.

What words do you ladies prefer???

Kind of reminds me of how so many women hate the term, "cunt." Where I LOVE it when a guy tells me he wants to fuck my "boi-cunt," or, when he has his cock deep in my ass and I'm squeezing it with my sphincter muscles and he tells me how good my tight cunt feels around his cock.

So many sweet, dirty words to thrill me, perhaps because I so LOVE the dirty and forbidden!

 

[betabrad]

These days .. when I get horny and I'm stroking my cock looking at a pic of a man sucking cock or licking a cum filled pussy .. I just feel a need to have something in my ass so I'm usually here reading these boards with a med sized butt plug in my ass. I just love how it feels when I cum and yes I do feel like I cum harder with it. I would love for a woman to fuck me with a strapon til I came and made me lick up all of my cum.

 

[MumSisterTgirlLover]

These days .. when I get horny and I'm stroking my cock looking at a pic of a man sucking cock or licking a cum filled pussy .. I just feel a need to have something in my ass so I'm usually here reading these boards with a med sized butt plug in my ass. I just love how it feels when I cum and yes I do feel like I cum harder with it. I would love for a woman to fuck me with a strapon til I came and made me lick up all of my cum.

Reading this makes me want to fuck you.

 

[Jenna2641]

Ah Jenna........Classy as always!

I still like some dirty talk. But I like it with sensuality.

 

[loverofintersex1]

Reading this makes me want to fuck you.

Me too. How are you? Do we take turns or cluster-fuck, Lover?

 

[Jenna2641]

What words do you ladies prefer???

Kind of reminds me of how so many women hate the term, "cunt." Where I LOVE it when a guy tells me he wants to fuck my "boi-cunt," or, when he has his cock deep in my ass and I'm squeezing it with my sphincter muscles and he tells me how good my tight cunt feels around his cock.

So many sweet, dirty words to thrill me, perhaps because I so LOVE the dirty and forbidden!

When I think of the word cunt, I think of it used as part of man-cunt, which is a term I might associate, rightly or wrongly, with a gay bottom. When I refer to my ass in the feminine, I think of boi-pussy & think that term used more with crossdressers & sissies.

I think I mentioned earlier, but might not have mentione them all: sissy, bitch, slut, & cocksucker. Now the tone is key. I would not respond to a demand of "get on your knees you cocksucker & suck my dick." On the otherhand, I would respond, well to an encouraging tone of, "My sweet little cocksucker. Would you show me how much you want to worship my cock?" In those tone I hear those as terms of endearment.

 

[txfuncouple]

Well, as Hubby and I began really exploring his sissy fetish we began with a lot of dress-up play and then femme daily wear for him (throw out the guy underwear!). It didn't take too long for him to talk about wanting me to wear a strapon. It took a little getting used to but I quickly came to like taking him that way. Just seeing the look on his face and then how his cock would explode as I firmly thrust deep in his "pussy" was worth it.

Strapon play evolved in our fantasy talk until he admitted that he really wanted to suck a real cock and take a real cock. We talked this over quite a bit and finally agreed to find someone to let Hubby have that experience. It took weeks but I finally connected with a girlfriend of mine who had an ex-boyfriend she was still on good terms with. She assured me that our sort of set up would interest him as he was bi-sexual.

We met George for dinner and enjoyed each others company. We made plans for the following weekend at our house. When George came over we talked sort of nervously for a little bit before I turned on some music. Hubby was dolled up by this point. George and I danced a little and kissed. Hubby joined us and everyone was touching what they wanted to. That got things rolling so we went to the bedroom.

I sat back and let my hubby do what he had been dreaming of. He knelt and got George's cock out. He gave George a blow job until George came. I encouraged him and praised him through the process. We took a little break and then George and I spent some time kissing and touching while hubby watched. Once George was hard again, he went to Hubby. They kissed and caressed and eventually worked up to pulling Hubby's panties down. George lubed up and entered Hubby. I watched as they fucked, Hubby moaning and loving it. He came into his panties before George came inside him.

I like the progression of your relationship and exploration together. I'm personally not into being feminized, but I would wear women's underwear for my wife if it turned her on.

I think it's hot you like to watch him get fucked and be involved. This is a lot like my wife. Her desires pin around watching me suck and be sucked and me being fucked while she watches ot participates. It just depends on the mood.

Thanks for sharing the recent addition to your sex life and I'm sure like many here we'd love to hear more details.

 

[SatinDreamGirl]

Well, in the most recent twist, hubby secretly bought a special big strapon cock that was hollow. He then dolled up very well as feminine and made a show of putting the strapon on himself, deftly maneuvering his erection inside it. We kissed and caressed and he finally got me on my back and "pegged" me with the strapon, starting with my pussy and then moving to my bottom. It was VERY erotic and gender-blurring, like having sex with another woman in many ways which I loved. After I came twice, I turned the tables and took the new strapon to peg him until he came in gobs in his panties.

A real surprise and very hot

 

[txfuncouple]

Well, in the most recent twist, hubby secretly bought a special big strapon cock that was hollow. He then dolled up very well as feminine and made a show of putting the strapon on himself, deftly maneuvering his erection inside it. We kissed and caressed and he finally got me on my back and "pegged" me with the strapon, starting with my pussy and then moving to my bottom. It was VERY erotic and gender-blurring, like having sex with another woman in many ways which I loved. After I came twice, I turned the tables and took the new strapon to peg him until he came in gobs in his panties.

A real surprise and very hot

THAT was very hot! Great imagination too. Making me jealous, but keep posting. Now if he gets to peg your new friend.......