Wife set me up

So background I’m a 25yo bi ish married male. I say bi ish because I’ve never really been attracted to men but I do feel attracted to their package. I married my wife right after high school, she’s definitely the more dominant in our relationship. I’ve always been self conscious about my package size but instead of reassuring me my wife liked to make it worse. At the beginning of our relationship it was strictly just between me and her, she would make jokes about my size and would even make me change into panties when we would hang out because I was “too small to fill out men’s underwear”. Her behavior caused me to grow a humiliation/degradation kink.

Once we got married her humiliation got more public. When we moved in together she replaced my whole underwear drawer with women’s underwear, some even matching hers, and she even gave me a little section in the closet with dresses and skirts and stuff to wear. She made sure every one of her friends and quite a bit of her family knew how small I was, some of her friends even learned first hand. One night she had a friend come over and they were teasing me until her friend took it up a notch and sparked my wife’s pegging fetish. Sometimes my wife will wear her strap on out and about and if she sees a moment she will have me bent over somewhere. She’s taken me in changing rooms, in an empty parking garage, out in the woods, even at family functions and I gotta say I do love it.

So that was kind of a long introduction so I’m sorry. So recently my wife has wanted more from our sex life. A couple months ago she expressed to me that she wants me to try real cock. She wants to watch me suck a real one not just her strapon. She wants to see me with a big load in my mouth, on my face, running out of my freshly fucked hole. She went to work looking for someone, but she’s kind of picky she didn’t want someone super masculine, she wanted someone that she would have fun watching while I was getting railed. After a month of her looking she finally found someone, she didn’t tell me any of the details until in the moment.

I came home after work one Friday to my wife and an older woman sitting on the couch a little less than dressed giggling with some wine. My wife jumped up and made her way to me in her underwear and met me with a kiss. She pulled me over to where they were on the couch and commanded me to strip for them. Once I was down to my thong the mystery woman giggled, “ oh you weren’t lying he does barely fill those panties”. Their laughs made me twitch in my thong. My wife commanded me to kneel in front of them, when I got down in front of them is when I saw that the older woman had a bulge in her panties. My eyes locked onto her crotch as they talked and giggled between themselves. My wife looked down at me staring and laughed, “ well are you just going to stare or are you going to put it in your mouth, she’s here for you. I’ve gotten to used to your little dick something like hers would rip me in half “. The woman slipped her panties off showing her magnificent semi hard cock. Even not fully hard she was bigger than mine.

I knelt there frozen until my wife grabbed my head aggressively and pulled me to her, “ listen don’t make me look bad, you know you want this. Give me a good show and maybe I’ll reward you later” then she spit in my open mouth. I shakely reached for her cock and grabbed it and I slowly stroked her before leaning in and kissing her tip. “Good boy, suck her big cock. Just wait until you get her fully hard”. I started to suck this strangers cock like I had done to my wife’s strap on so many times. I sucked harder with each one of their degrading words. When I first opened my eyes I got a shock as both my wife and the other woman had their beautiful breasts exposed and my wife had one tit in the woman’s mouth. I was having an absolute blast with this huge real cock in my mouth and getting to watch my wife with this other woman. I knew she was close when I felt the other woman firmly grabbed me by the hair. The first shot of her load shot down my throat and I choked but she wouldn’t let me pull up for air. As much as I tried I couldn’t swallow fast enough, rope after rope shot in my mouth before I was finally released. As soon as her cock popped out of my mouth the final rope of cum shot me in the face.

“Mmmm, that was so hot baby how did you like your first taste of cum?”, my wife asked. As I was licking my lips and trying to catch my breath I responded, “ mmm that was pretty good”. “ now get up and lead us to the bedroom “, the mystery woman(I found out later her name is Brittney) said. I got up and after they each planted a hard smack on my ass I led the way to the bedroom. When we got to the bedroom my wife shoved me on the bed and ripped my panties off of me. She got between my legs and engulfed my dick in her mouth and Brittney got into position by my face and layed her already hardening cock on my face. It didn’t take me too long before I blew my load in my wife’s mouth. She sucked up every last drop and climbed up and spit my cum over top of Brittney’s dick, running down her cock to my lips.

They got me to sit up and on my knees with my face down. My wife climbed on my back and spread my cheeks so that Brittney could lube my ass. I could definitely feel the size difference between Brittney and my wife’s strapon. My wife moaned as she watched my back door stretch around her cock. It felt like forever from when her head pushed in to when her hips reach mine. Once she took a couple slow strokes she pick up the pace extremely. She kept going until the force of her strokes were too much and my hips and stomach were flat on the bed. My wife had never fucked me this violently, it was amazing I’d never felt so abused in my life. In the middle of me getting my cheeks destroyed I heard my wife let out moans louder than mine but when I went to look up I couldn’t move my head, Brittney had her hand pushing my head down. She finally let out a couple of slower but hard strokes before one very hard stroke and I felt her erupt inside me, it felt incredible.

In the aftermath I layed there with my wife and Brittney. I thanked both of them and I asked my wife if we could do it again sometime. My wife teased me and said, “ if youre a good boy”.

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u/Famous_Rule_6072 — 2 days ago

Realizing my bisexuality (pt 2)

I’m going to start this out by saying, I guess it’s not so much a part 2 of me realizing I’m bi as it is just how everything is now. I haven’t been with a woman since my realization besides this one time about 9 months ago in a 3sum. So it’s been 3 years now since my solo vacation that.

I got into my first actual relationship since my realization about 6 months ago. I was in need for a new place to stay and ended up moving in with james an old friend of my parents. He’s there age(45) tall, muscular black man. We’ve always known he was gay but until now it didn’t matter. It didn’t take long of me living with him before we started hooking up. That’s how it started but him being somewhat of a gentleman we started dating, he takes me out to dinner and movies and stuff all the time. We haven’t told any of my family yet because we don’t know how they would react seeing as how he’s friends with my parents and our age difference.

Even though we haven’t told my family we do have friends that we have told about us and we go on double dates and do other “activities” with. Since we started dating he has helped me change quite a bit. Before I would just shave my back door but since him he has me regularly shaving my whole body. He has also made me get rid of my underwear completely and replaced all of them with thongs and that’s the only thing I’m allowed to wear around the house unless my family is expected to come over, even most of our friends that are over he will just have me parade around in a thong too( most of them have seen me with less now). He also really turned me on to humiliation, not just in front of friends and stuff but also alone or in public the way he would grab me and tease me about my little dicklet turns me on to the max.

Now 2 months ago my parents left for a vacation of their own and James and I decided to go and take advantage of their pool. Since we had the house to ourselves we decided to skinny dip. Once we were done swimming and were drying off we decided to take our nakedness inside. That ended up being a mistake because halfway into him clapping my cheeks with his fat cock we heard my older sister scream “ oh my god “. She had walked in and neither of us noticed until she had a front row view of her little brothers tiny cock bouncing as he is getting railed. I didn’t have time to cover up I had to go after her and try to explain. She was understanding but very shocked. She ended up going back outside to swim like she had come over to do and I went back to James to get dressed and leave. Instead he was extremely turned on from the whole getting caught situation and grabbed me and pinned me down to the bed and railed me harder than ever.

Once he was done in me we got dressed and went to leave, as I was limping to the car my sister and her bf cracked a joke about how she could hear us from out here. Since then James has gotten more daring and kinky. When we go to my parents he will have me give him road head so that my breath will smell like cum, my sister has caught it a couple times and even saved me last time because I had a little left on my chin. As far as I know the rest of my family still has no idea but my sister and her bf definitely know.

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u/Famous_Rule_6072 — 5 days ago

Realizing my bisexuality

When I was 22yo I was dumped by my girlfriend of 4 years. She dumped me a few weeks before we were supposed to go on vacation. Since everything was paid for I decided to go alone. It was only a couple hour drive but when I went there I ended up spending most of my time bar hopping. My second night in town I had accidentally stumbled into a gay bar, I didn’t think twice about it because I was just there to drink my pain away.

As the night went on I was getting a lot of attention from guys. It was a bit of an ego boost but at the same time an ego killer. All the guys that hit on me were muscular or dominant men and all thought I was a bottom. I ended up pretty drunk and I invited some people over to my hotel to continue the party and drink more. I guess I got too drunk because I don’t even remember making it back to my room.

I ended up waking up the next butt naked cuddled up to a very big black man. I felt his extra large meat stick pressed tightly against my ass. I freaking out and jumped out of the bed screaming at the guy. He explained to me what had happened the night before and even showed me pictures and videos. He said almost immediately after arriving at my room I was stripped down to my briefs dancing around and within an hour or so I had those off and having a blast shaking my little “dicklet “ around. The videos got way worse the later it got. Apparently I not only sucked my first dick but I sucked 4 different guys off and the guy who I woke up spooning with I gave him head 3 times. After he filled me in he tried getting me to blow him again before he left.

After a whole evening of throwing up I was found myself feeling curious. That night I decided to go back to the same bar and I had alot of fun. I flirted back with the guys this time. I flirted a bit too hard because I ended up being brought to the bathroom and put on my knees. By the time I was done swallowing my first sober load I had a decent little crowd watching me in the open stall. On my way out I got felt up by a couple of the guys watching us.

An hour or so later I was flirting really hard with this one guy, he went outside for a smoke and I followed him like a lost puppy. When we were out in the alley I dropped to my knees and was unbuttoning his pants before he even had his cigarette lit. Immediately after finishing on my face he left me on my knees in the alley. I went to stand up but another guy who was watching us stepped up to me and undid his pants.

I started to suck that guy’s dick but after I got him good and wet he pulled me up and shoved me against a dumpster. He unbuttoned my pants and started shoving his dick in my ass. It felt so dirty and hot getting fucked in my ass out in public. A few times people would come out for a smoke to see me bent over with my little dick flopping around as a real man used me. It’s been 3 years since that vacation and Im still obsessed with cock.

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u/Famous_Rule_6072 — 7 days ago