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COCK SUCKING. embarrassed or proud

Embarrassed. I described this in another post. But will clip it in here. My first sexual experiences were with a girl who loved to get me so horny dry-humping that I would ask her to help me cum in my pants (or other vaguely embarrassing ways). These experiences prepped me for what I am going to describe.

I was renting a room in a summer house near the beach in Long Island and would take the train out from my job in NY each weekend. I was working on Wall Street and had no GF and did not have time for a lot of dating. One of the roommates was a very attractive woman, probably 10 years older, who liked to flirt but had a boyfriend. On a Friday night early in the summer, others went out but she and I and her BF stayed in and were drinking and watching TV, with her sitting between us and wearing a blouse that pretty much showed her tits. She started stroking both of us through our pants and brought me close to the edge three times. I don't think I've ever been so hard (I wonder if there might have been a touch of Viagra in the drink in hindsight). She said, "I'll take care of you if you take care of him." I was dying to cum and said OK. She stripped him completely and me down to my boxers and started stroking me again through my boxers. She put me on my knees and told me to hold his cock and then to kiss it and then to open my mouth and stick out my tongue. He sticks his cock in and she starts stroking me through the boxers as I try to work on his cock. He told her, "His mouth is made for my cock" and that I had great cock-sucking lips and told me that I was a natural cocksucker. She kept telling me how sexy it was and what a good job I was doing and especially, "Look at how hard your cock is. You must really love being on your knees with a cock in your mouth." She started revving up the stroking and I came in my boxers while his cock was in my mouth. He then grabbed my head with two hands and started fucking away and came in a long couple of minutes. She talked me into swallowing and said that was really sexy. I felt proud that I done a good job but also kind of ashamed and humiliated.

The next day she came by and told me how sexy last night was and wondered how I was feeling. I told her I was confused and felt a little embarrassed. She said, "Of course it is a little humiliating to be on your knees, get face fucked, swallow another guy's load and shoot your own load in your boxers. But that is part of the turn-on. You were so hard." I had vowed not to do it again, but she started stroking me again through my pants and eventually I gave in and we repeated the same scene. He told her I was a better cocksucker than she was and that I was made to have a cock in my mouth. She said, "It looks like you found your place in life."

It turned out that he loved blowjobs and she hated giving them and she knew I was turned on by her and thought she could seduce me into being his cocksucker for the summer. She loved that she could get two guys off without even taking her clothes off. I never had sex with her or even got to take my cock out of my boxers (later in the summer, they wanted me to wear panties -- she said they would feel much better when she was stroking me and he liked the idea of me on my knees in panties with his cock in my mouth) but we did it two or three times a weekend for a summer. To this day, I am both ashamed and turned on by what happened that summer.
 
jackshaw said:
Embarrassed. I described this in another post. But will clip it in here. My first sexual experiences were with a girl who loved to get me so horny dry-humping that I would ask her to help me cum in my pants (or other vaguely embarrassing ways). These experiences prepped me for what I am going to describe.

I was renting a room in a summer house near the beach in Long Island and would take the train out from my job in NY each weekend. I was working on Wall Street and had no GF and did not have time for a lot of dating. One of the roommates was a very attractive woman, probably 10 years older, who liked to flirt but had a boyfriend. On a Friday night early in the summer, others went out but she and I and her BF stayed in and were drinking and watching TV, with her sitting between us and wearing a blouse that pretty much showed her tits. She started stroking both of us through our pants and brought me close to the edge three times. I don't think I've ever been so hard (I wonder if there might have been a touch of Viagra in the drink in hindsight). She said, "I'll take care of you if you take care of him." I was dying to cum and said OK. She stripped him completely and me down to my boxers and started stroking me again through my boxers. She put me on my knees and told me to hold his cock and then to kiss it and then to open my mouth and stick out my tongue. He sticks his cock in and she starts stroking me through the boxers as I try to work on his cock. He told her, "His mouth is made for my cock" and that I had great cock-sucking lips and told me that I was a natural cocksucker. She kept telling me how sexy it was and what a good job I was doing and especially, "Look at how hard your cock is. You must really love being on your knees with a cock in your mouth." She started revving up the stroking and I came in my boxers while his cock was in my mouth. He then grabbed my head with two hands and started fucking away and came in a long couple of minutes. She talked me into swallowing and said that was really sexy. I felt proud that I done a good job but also kind of ashamed and humiliated.

The next day she came by and told me how sexy last night was and wondered how I was feeling. I told her I was confused and felt a little embarrassed. She said, "Of course it is a little humiliating to be on your knees, get face fucked, swallow another guy's load and shoot your own load in your boxers. But that is part of the turn-on. You were so hard." I had vowed not to do it again, but she started stroking me again through my pants and eventually I gave in and we repeated the same scene. He told her I was a better cocksucker than she was and that I was made to have a cock in my mouth. She said, "It looks like you found your place in life."

It turned out that he loved blowjobs and she hated giving them and she knew I was turned on by her and thought she could seduce me into being his cocksucker for the summer. She loved that she could get two guys off without even taking her clothes off. I never had sex with her or even got to take my cock out of my boxers (later in the summer, they wanted me to wear panties -- she said they would feel much better when she was stroking me and he liked the idea of me on my knees in panties with his cock in my mouth) but we did it two or three times a weekend for a summer. To this day, I am both ashamed and turned on by what happened that summer.
Click to expand...
yes, it's too bad you didn't get what you really wanted, but it did seem to be a bit of fun, didn't it?
 
OtherwisePrint6210 said:
yes, it's too bad you didn't get what you really wanted, but it did seem to be a bit of fun, didn't it?
Click to expand...

Yes. I did get to cum two to three times a weekend. The downside was it was on my knees with a cock/cum in my mouth and in boxers or panties. In addition to being embarrassed, I find the memories pretty arousing.
 
jackshaw said:
Yes. I did get to cum two to three times a weekend. The downside was it was on my knees with a cock/cum in my mouth and in boxers or panties. In addition to being embarrassed, I find the memories pretty arousing.
Click to expand...
yep, the fact you came often and kept going back seems to say it was very enjoyable. Have you sucked a cock since then?
 
Not since then. I have traveled a lot for business and have had a number of come-ons from women that I didn't take as I am committed to my marriage, which is long and happy albeit with sex that is a bit vanilla. I don't know if I received any come-ons from men as I am probably tone deaf in that regard.

If I were not married, I imagine with a woman who wanted to get me to suck a guy's cock, I would do it again. There was something exciting about feeling a bit used for her and his pleasure. If not, I wonder if I would do it with just a man. He'd probably have to get me to the brink of orgasm and then guide me to my knees.
 
Last edited:
I was a shy and timid gender-confused late-teens when I was taken in hand by an older gentleman, who helped me to appreciate and accept my true nature and identity. I was nineteen, he was forty-five and married. When I got naked for him, and he first saw my cock he said that most sissy Gay-boys have small cocks, and that I should feel proud of my six inches, and that I should never be ashamed for it to be seen. I felt so pleased and proud of his approval.
I spent many happy hours with his cock in my mouth. He said that accepting my role as cocksucker is a gift I should always feel proud of. That giving men oral pleasure is a wonderful talent which I should never be ashamed to share. He told me that, whenever possible, I should be naked when giving a blowjob, because apart from its visual erotic elements, I tend to ooze pre-cum when I'm sucking cock, and frequently ejaculate spontaneously simply from the pleasure of giving head, so it’s also a practical way of avoiding stains on my clothes.
He also instructed me that after I’ve given a blowjob I should be polite and always thank the guy I’ve been sucking for allowing me access to his cock for my own greedy pleasures. Advice I’ve never forgotten.
I still feel affectionate gratitude to him...
 
I’m proud I was able to bring him to such pleasure and happy for him. But for me I’m elated and totally satisfied
 
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