Alpha Best Friend Strikes Again: Trip to Venice, Italy

To this day, I’ve only been cuckolded by JT three times: the first time my Freshman year of college as I mentioned in the first thread I wrote, the second time when some people from my College accompanied the football team an international trip to Venice Italy, and a third time more recently I’ll probably write about later. The second occurrence was just as bad and humiliating as the first incident but equally erotic and hot. Here goes.

It’s second semester of our junior year of college now. JT and I are both 21 and crave pussy as much as ever. JT decided his sophomore year to join the football team and became essentially as popular in college as he was in High School compared to me. After the cuckolding experience of our Freshman year, I had really given up on trying to actually score with women. I desperately wanted them of course but I had been so cucked, so dominated by JT being a bull and stealing girls in front of me that I was like a submissive beta 24/7, 365. JT enjoyed the previous two years being able to lord it over me how successful he was with women and how jealous and angry he knew I was.

In the spring of 2017, I’m not sure on the exact details but our school’s football team was invited for the trip to Italy in which upperclassmen could come along as guests if they paid their own way. I had a passport, enough money, and though Italy was fucking awesome. Hotel location and transportation had already been arranged and I believe it was the coach of the defense who was like fluent in Italian which gave us all more security. Anyways, despite what usually happens when I spend too much time around JT with other people, I took the chance to join them for the trip. After all, if I was paying my own way, nothing was saying I had to strictly remain by the side of the football team the whole time.

So less important details aside to speed up the narrative to the cuckolding, I hopped on a plane with them and some other guests. I spent the first week out of the two visiting places and being touristy as I had planned. Beaches were beautiful but still kind of chilly for late March. Friday night of the first week, I was in a really good mood from the relaxing trip vacation thus far and decided to join JT and the football team for a dinner party they were going to. I joined and paid for my own meal. The place was called Ristorante Alle Corone. If you’ve been to Venice, you might recognize the name. Food and inside of the building was sick.

While everyone else was finishing up their meals, I left to use the restroom. On my way back after taking a piss, I spotted one of the HOTTEST women I’ve ever seen in my entire life. She was sitting at a table with a gray haired man and what looked to be his wife and two children who I believe were the brother and sister of the Beautiful Italian Dame. The picture of the model below is a very close depiction of what she looked like.

She was wearing a white dress similar to the second and third pic but her hair also looked like the first picture. Same big juicy lips, same glowing olive skin, same perfect cheekbones and sharp jawline. Her hair was possibly her best feature, I remember it clearly in my mind. Thick, shiny locks of dark hair in big sexy curls flowing down the sides of her face down to just below her wide, protruding breasts. In a matter of seconds, beholding her beauty, I became so infatuated – God she was HOT! I quickly sped past the passageway of tables where her family was seated and met up with the rest of the football squad still sitting at our table. I was almost panting I was so exhilarated by what I saw. Seeing some of the coaches were still talking and having desert, I asked a younger player where the majority of his teammates had gone. He pointed to a hallway perpendicular to the one I had just come from. I ran up to JT as he was trailing some seniors with two other Juniors. I asked him where they were headed out to. He told me they were going to a place called Club TwentyOne between the Duomo and Piazza Della Signoria. Even more ecstatic that JT, the man who historically cuckolded me was leaving for the night from this place, I felt an opportunity had opened up for me. With a huge grin of excitement, I told him about what I had just seen, how hot this girl was. He smiled and said, “Oh yeah?” With a smirk I replied, “Yeah. It too bad though – you’re leaving with the guys so you probably won’t get a chance to see her.” Just then, to my absolute dread and devastation, the girl and her family came walking through the same narrow hallway we were talking in.

At the front of her train of family members, the sexy green-eyed Italian woman slowly walked passed us, giving JT a smile of interest. I watched in horror as a 2-second, nonverbal interaction took place between her and him. As they passed into the next room, JT looked down at me with that crazy, riled-up look in his eyes and said, “Oh….It’s on!”

On the inside, I basically pissed myself and panicked like I always do when JT tries to go for the same woman as I do. JT began to walk after her as, to my immense relief, one of his coaches hollered for him to come back to the table for a moment. I remember feeling really lucky in that moment. Sure my confidence had been diminished for the last 2 years but I rationalized to myself that this was different. This was Italy, a completely different place far from home where nobody knew me and I was leaving in 9 days anyway.

I rushed down to the stone street areas surrounded by water and boardwalks. I saw the woman walking separate ways from her family except her younger sister who was already about 60 feet ahead of her down the same path. I ran up to her, sort of panting, said Hello, and asked if she spoke English?

She was caught off guard by the abrupt greeting from foreign stranger. “Mi scusi?” (pardon me) she asked. I tried my best to talk to her in a manner which she could understand. She let me know she could speak English and asked me what I wanted. I could tell she was upper class. Nervous, I spoke kind of fast but said something like, “I am an American Football player from the United States. I am in Venice for another week and want to ask you out on a date. I’ll leave to go back to my own country in a matter of days so you’re really not taking any risk. Please, just let me take you out on one date?” She looked down on my desperate face with a pompous look of sexy self-importance. She inquired, “You do not look like a football player.” Lying, I reiterated that I was. In a queen-like stuck up manner, she looked down her nose and agreed to meet tomorrow at the same place for dinner but I had to pay for the meal. Partially holding in my excitement in, I bid her goodnight and couldn’t believe she said yes. No interference from JT, no expectations, no complications. I was psyched. Watching her walk away was amazing (yes she had a hypnotizing bubble butt.)

Just to give a better picture of what her sexy mannerisms looked like, here is a gif below:

She would show her teeth and flare her lips exactly like that.

So the next night, I showed up to Ristorante. The woman, who I had just realized I forgot to get the name of, kept me waiting a about ten minutes longer than we had planned (I think it was supposed to be at like 6:00 pm). She arrived in an outfit similar to a black version of the gray jacket and tight-shirt shown below, probably in order to avoid giving me too much skin. Nonetheless, she looked so killer!

She sat down, I greeted her and she acknowledged me back in an aloof way. I apologized for not getting her name the night before and asked her what it was. She replied that it was Adelaisa Mencini (pronounced a-dell-ay-shuh). Didn’t sound particularly Italian but was very beautiful. From there, the date went so-so. I was my awkward self and often forced conversation which she couldn’t understand. That which she did understand, she wasn’t very interested in. I could tell by her gestures and unwillingness to fully engage me that she had a no-nonsense, femdom personality. She never removed her sunglasses, which even though it was insulting, she still looked so hot with them on. By the time an hour had passed, she asked me if I was going to pay for her to get dessert as well. Though she didn’t even make the effort to fake a polite smile, I obliged. Before we parted ways for the night, I was about to ask her if she wanted to come back to the hotel where I was staying but I pussed out last second. We parted ways. I was half grateful for the chance, half disappointed I failed to seal the deal.

Wednesday of the next week came. The football team planned to attend these large but finer party events. Not club-like partying but more like dress nice dinner parties in massive venues. I accompanied the team and to my pleasant surprise, Adelaisa was there. She looked really good.

She was wearing a black dress a little bit more glossy than this one similar in that the majority of her stomach and breasts were visible. I was taken back and greatly aroused by how tan her voluptuous, all-natural titties were (if you read my first story you know how much I enjoy big, tan titties). I decided to approach her on the same rationale that prompted me to ask her out on a date. I tapped on her shoulder and said her name. Talking to someone with a glass in her hand, she turns around only to give me a frown on disappointment. It lowered my confidence but I wasn’t giving up. I struck up a conversation starting with how she thought our date on Saturday went. She beat around the bush and remained disengaged as in our previous interactions, looking past me searching for something or someone more interesting in the distance.

I sputtered and spoke fast nervous questions of small talk while she continued to avoid eye contact until I saw a sudden flare of amazement and interest in her large beautiful eyes. I turned around to see JT approaching with the look that gave his intentions away immediately.

Waves of angst and intimidation rushed over me. I rotate in place watching JT get close to Adelaisa, whereby he introduces himself and asks her name.

Of course, she is visibly intrigued and turned on by the mere sight of my friend JT. He mentioned that he was a football player in Venice for the team’s trip. She pointed at me and asked, “Like him?” JT with a look hilarity and disbelief, says “Hell no. Look at me,” Pointing at his body, “Now look at him…Does he look like a football player.” Adelaisa and the petite woman she was talking to before point at me and laugh with JT giving the same smile as the similar looking man in the picture above. My humiliation in this instance made me angsty and but also gave me a hard-on. Me being exposed as a pathetic liar, I uncomfortably watched as JT continued to charm her while I helplessly stood next to them, not once entering back into conversation with them or even catching Adelaisa’s slightest attention.

I knew the process had more than likely already begun. My manhood took a severe beating as I watched my blond-haired, blue-eyed, football player, Alpha Male friend sweep this unattainable Italian Babe with her oceanic black hair, smoky dark eyes, arched eyebrows, plump lips, and hourglass figure – right off her feet. All three of us, including Adelaisa’s acquaintance, stood there for like 2 hours and 45, me watching them talk. I had no idea how JT always made women laugh like he does though. People say it’s just because I’m jealous of him (which makes me angry), but I always felt like he said stupid corny shit. Anyways, even though JT and I went back to the hotel alone with the rest of the team, I felt awfully defeated. Worse, Adelaisa and two of her photographer friends were going to the same event as the team, JT, and I the next two nights.
I definitely knew what JT had in store for me.

So I arrived with the football team and other guests to this party at a large venue with photographers, attractive wealthy people, Italian locals influential in the community, etc. The inside was something like this except less white.

It was Thursday night and I had already lost hope of winning over Adelaisa’s romantic interest. I mainly went because JT told me he wanted me to be there for every moment he put “the moves” on her. My manhood was so cucked at this point, I didn’t even put an effort into dressing up like the others we came with. Wearing basketball shorts (which exposed my chicken legs), baggy t shirt, hair barely combed over – you could see the lack of effort. I held in a lot of bitterness as I watched wealthy Venice natives happily intermingle with members and coaches of three different American football teams. All I could think about was how angry it made me that women like Adelaisa wouldn’t even give me the time of day but would light up like the sun at the mere sight of JT. There was an open area on the floor basically behind where the photo above was taken from. People danced there. Even though it was two years in the past, I seriously doubted that tonight wasn’t going to follow along the same lines as my first, on-campus cuckold experience. JT, his old roommate also on the football team – Tyrone, removed their suit and jackets to join some of the people on the dance floor. That was when the hard-to-please, stone cold Italian fox Adelaisa Mencini walked in looking like this

She wasn’t wearing a green dress but exactly like in the images above, she had a massive flowing waterfall of voluminous black hair part at her forehead, running down the side of her cheeks as it tucked back behind her shoulders. Her chest was so prominent as it was accentuated by her posture and unbelievable cleavage. She walked with her chin up, boobs out, radiated sexual prowess as she strode her thick legs across the venue floor.

Compared to the previous week, I was not having a good time. Even though there were many other Venice Natives and American football players who did their thing on the dance floor, JT once again won over the crowd and impressed all the women – at least as far as I could tell. I decided to have a few drinks in self-pity while JT, Tyrone, another kid I knew from Indiana University on the team talked to Adelaisa and some of her acquaintances. I was beginning to get drunk but I definitely felt like Adelaisa would use her arms to push up her boobs as she would talk close rang with JT. JT, the man who till this day won’t let me succeed with one hot woman if he has anything to do with it.

I woke up on the floor of one of the football players’ room the next morning. A Junior named Daryl Clemson, of the better guys on the football team, informed me that I had one-too-many drinks the night before. Feeling groggy but still concerned, I asked him if JT went home with that hot Italian woman. He told me no not as far as he knew because JT was on the bus back to the hotel after the venue party. I was relieved. I thanked Daryl for helping me out the night before told him I’d see them all later.

So it was Friday morning, our large group of about 56 people would leave for the United States on Sunday. To my surprise, JT decided to visit my room which was two floors below his and a couple rooms down. I answered the door. JT barges in and in an assertive voice, tells me to sit down on my bed. Just being in his presence alone made me nervous. He started asking me about Adelaisa. Then he started summarizing the events of the last week as followed: I see Adelaisa, I want her, JT sees her, She sees him, JT decides to steal her out from under me, I miserably fail on date with the girl, girl doesn’t want me, girl wants JT, JT sets the mood and gets the girl going, and that Friday night, he would do the same thing to me again what he did two years before. He gripped my shoulder aggressively and squeezed hardly, looking me in the eye with that crazy intense stare, and said “Tonight, I’m going to make love to that smoking hot Italian babe and guess who’s gonna watch it all go down? You are, ’cause you’re the beta male!” Angry with my lack of response, he squeezed his grip on my shoulder hard and said with a mean look, “Who’s the Alpha dog!?” “You are!” I replied in submission. “What are you gonna do tonight!?” He demanded. With dread and reluctance I still knew what had to happen. “I will submit to the Alpha Male and watch him make love to the beautiful Italian woman!” There was a sinister smile on his face. He eased his grip and said, “Good.” I gulped. He gave me a gentle but firm slap on the side of the face to break me out of the trance I was in, stuck in the nightmarish thought of what the next 12 hours held for me. He walked out my room. I was far from ready for this to happen again, or at any point in the future, but JT always got the girl. I had better show up to my humiliation that night.

The party was at the same venue it was at the two previous nights. First hour passed fast, everyone going through the same motions. I truly dreaded the moment when Adelaisa would walk in wearing something that would drive me absolutely crazy with desire for her and her irresistible looks. But I figured, she couldn’t possibly look any hotter than the last two nights. Then she came in looking like this (This would be the moment in a movie where Fergie’s Oh Shit song would play and perfectly capture the moment).

Holy Mary Mother of God! It was insane. Something you thought you could only find in the most absurdly outrageous lit. erotica and Hollywood Fantasy. My submission to JT’s Alpha Male dominance seemed so much more contemptable given the fact that I had to voluntarily watch him steal this opportunity away from me.

It was in that moment, I mustered up all the broken pieces of my shattered confidence, mojo, and self-esteem to stand up for what was supposed to be mine. Even though it took me about 30 minutes to muster up the courage but I finally started moving and nothing was stopping me! As I crossed the room I saw an overly-confident JT watching me march by with a smirk on his face. I walked up to Adelaisa who had only been at the event for about 45 minutes said it – and to this day I can remember both how nervous and determined I was, “Adelaisa, we went on a date and although you didn’t seem to like interacting with me, there was still something I didn’t get to ask you that night and I don’t want to miss my chance and wonder what could have been…” I began rambling speedily. Before Adelaisa could stop me or even respond, JT somehow swooped in our close quarters. Breaking my rambling streak, he began to ask Adelaisa if I was asking her out so as to trivialize it. I erupted back at JT saying, “Stay out of this!” Self-consciously aware that I kind of sounded like a child, still I turned back toward Adelaisa and said, “He’s trying to humiliate me in front of you because he just wants to sleep with you!” Adelaisa, confused, then asks me what I wanted to ask her myself. A bit embarrassed and internally furious that I had fucked it up, I admitted “Well…I…Actually wanted to know if you wanted to come back to my hotel room and…and…” I wasn’t confident enough at this point to get it out. She looked at me *AS IF!?* and said, “What? Sleep with you?

Even if John (JT was short for Johnny Traynor) was trying to humiliate you in front of me so as to sleep with him, I’d still rather do that than sleep with YOU.” I couldn’t believe my ears. It was so humiliating. JT didn’t even have to spread a lie about me and make everyone think I was some bad guy and that he was the hero. Speechless, JT stepped between us and suggested in a smooth tone that they should back to HIS hotel room and that Herbert (me) was going to watch. It was starting. Blood rushed to my penis and my manhood began to tremble with fear.

JT called all three of us a taxi to share on the ride back to the hotel. The fares per hour or distance, I can’t remember were like €3.10 in Venice. I had cuckold angst the entire ride their, so turned on yet nauseated at the same time. They were really going to do it. This was happening. As you can imagine, the entire walk up the four flights up stairs was increasingly torturous for me and equally riveting for them. We arrived in the room which apparently all of the football players had one of themselves. I was pretty damn nice. Looked a lot like this picture I found online below:

While they set their coats down on some small furniture, I shook like a scared pup in the doorway. JT looked at me with a grimace and commanded, “Get over here!” Watching the intrigue and focus in Adelaisa’s eyes as he ordered me around, I walked over to him. There was a small ottoman in the room like the white one in the left side of the picture above. He retrieved it, walked back to where he ordered me, set it down and told me bend over it. I was confused. That was when JT reached into a drawer and pulled out one of the Fraternity paddles with the Delta Phi Omega letters on it. I angrily hollered in protest, “You fucker! you planned this the entire trip didn’t you!? You wanted m-” “Shut the fuck up!” He loudly commanded. “Yes sir…” I squeaked in fear. As he slowly began to walk toward Adelaisa with his intense frown of indignation on me, she looked down at his chest as she bit her lower lip from sexual pleasure and put her hands on him. “Wow, it’s so sexy how you dominate him like that!”

She said as she removed his shirt. I was down on my knees bent over the ottoman. In two fluid motions JT took of his pants, and said looking down on me, “That’s because I’m the Alpha dog, and he’s the beta. You tell her what you are, Herbert!” “I’m the Beta Male!” proclaimed, so turned on yet so fearful of what came next. “That’s right!”

JT wearing only tight boxers, walked over to the nightstand, removed a Beats Pill speaker from his luggage, and began playing riveting music as he always did in these scenarios. Coming over to the other side of the bed, he fastened my ankles onto the near bedpost and marble pillar in the room – raising my legs above my body and split apart. JT then tied my hands behind my back with some duct tape. Adelaisa began to undress as she told JT to sit back on the bed take off his “Mutande” (Italian for underpants).

Watching her strip out of that green dress, exactly like the one in the picture got my blood surging like crazy. She simultaneously slipped her dress and bra straps down her smooth shoulders while the music began to play – Train Kept A Rollin’ by Aerosmith. Neither JT or I could help but react with a noise at the sight of what came next. In one motion she pushed down her clothes, and brushed back her sexy voluminous hair to reveal, big round bulbous all-natural boobs the size of large cantaloupes. The drums began. As she walked toward the bed, so much jiggle, so much weight yet firmness, two massive planets acting like Newton balls exchanging momentum on her chest.

She mounted him with her muscular thighs and thick bubble butt. As the first verse of the song began, she shook her dark hair like the gif below and proceeded to ride him.

JT and Adelaisa both made groans of deep, hot-blooded sexual pleasure as JT groped her melon-sized fun bags. I whimpered and whined, “Oh God. Oh God.” Dread in my voice as I watched JT achieve what I wanted SO BADLY. JT looked down at me and said, “This is how we do it Alpha Style!” and paddled me good in the balls.

Adelaisa erupted with sexual ecstasy as she felt the dominant male she was riding forced the cuckold into submission as he had to watch the Alpha get all the sex.

THWACK!!! He gave me another paddle, pauses in between, THWACK!!! “You go’n feel this in yo nuts!” I knew full well it was coming to my nuts. I was getting paddled in the sac while JT’s cock and balls were being thoroughly satisfied by a juicy, jiggly babe with smooth skin, a perfect ass, and a gargantuan set of breasts. She looked down on me and would say whatever she knew how in English to humiliate me while making this face.

JT set down the paddle to slide his hands up and down her slender waist and all over her big brown nipples. A metaphorical spear was being lodged into my manhood by JT. It was slow but painful psychological torture. JT knew it and decided to rev things up a notch. He told Adelaisa to reach over to the other nightstand and grab the small bottle of massage oil he kept in the drawer. I didn’t hear him at first but when I saw her sit bat up straight holding the bottle, I whined “NOOOoooo!” JT looked at me with that same sinister smile and nodded like a psycho. Adelaisa poured some into her hands and lathered his bare chest with the oil. She became raptured in the motions of kneading and working his chest muscles with the warm fluid while his eyes were entranced by her perfect nipples.

Adelaisa then placed one arm under her boobs and used the other arm to pour oil all over the top of her breasts. While she was doing that, JT was a thorough smacking of the balls with the paddle. She then grabbed his hands and moved them all over her slippery, all-natural mammaries – moaning and screaming while his 9 inch cock supplied her pussy with meat and muscle. So aroused by the feeling of her round, soft titties is his hands, JT told Adelaisa that he could only go for about 3 more minutes. Then she cried out in her sexy Italian accent, “Kiss me you robust American Stalion!”

With some intense riding, flipping of the hair, and groping of each others body parts, JT and Adelaisa experienced their third and final vigorous orgasm of the night – collapsing onto each other. JT had done it. He managed to cuck me again, do it right in front of me while actively humiliating me in the process.

Adelaisa fell asleep after they laid there for about 10 minutes. JT got up off the edge of the bed, next to which I was suspended, and untied my wrists and ankles. On my knees once again, I sat defeated with JT’s naked baby-arm cock in my face while he stood proudly after the most amazing sex. We didn’t say too each other, everything was already said well enough. Adelaisa went home in the morning as did I to my room. The next two days I just laid in bed or walking the narrow streets thinking about the traumatizing experience of Friday. We left that Sunday around 2:30 pm I believe. I was glad the trip was over, though unfortunately, I wasn’t getting those memories out of my head any time soon.