Boyfriend Demands Cancellation of Italy Trip with Best Friend

A young woman (25F) is facing a dilemma in her new relationship. She has been with her boyfriend (28M) for almost three months, but he’s already causing some major drama. She has an upcoming trip to Italy with her best friend, which was planned long before she started dating her boyfriend. However, her boyfriend is demanding that she cancel the trip because her best friend is a guy. ‍♀️ Let’s dive into the story and see who’s in the right.

The Italy Trip

Pre-Boyfriend Plans

The Trust Issue

Sharing a Hotel Room

Long-Time Friendship

Keeping the Friend in the Dark

Refusing to Cancel ✋

Past Relationship with Friend

No Attraction, Just Friends

Previous Trips Together

Trust Issues

Reverse the Roles ⚖️

Cheating Doesn’t Need a Trip

Fake Account Alert

Not a Reddit User

The Great Italy Trip Debate

Our protagonist is torn between her new boyfriend and her long-time best friend. She planned a trip to Italy with her best friend long before meeting her boyfriend, but now he’s demanding she cancel the trip because he doesn’t trust her to spend a week with her male friend. Despite having separate beds in their shared hotel room and no romantic feelings between them, the boyfriend is still adamant about his request. She’s standing her ground, refusing to cancel the trip and insisting that trust should be a two-way street. Let’s see what the internet thinks of this situation…

NTA comment defends OP’s trip and calls out boyfriend’s insecurity.

Early signs of control in a relationship

User defends boyfriend’s right to be upset about Italy trip.

Respect your partner and get your own room

Don’t let him control you! Go to Italy and have fun

Travel with your friend guilt-free and enjoy all the gelato

User accuses OP of being untrustworthy in Italy trip dispute.

Past hookup with friend leads to Italy trip cancellation ‍♀️

OP’s omission of past hookup makes them YTA according to commenter.

Italy trip ultimatum: cancel and stay together or risk breakup

Jealousy or valid concern? AITA for not trusting GF?

A commenter calls out OP for sharing a room with ex.

Boundaries in relationships: sharing a hotel room with opposite sex friend

User thinks OP is somewhat YTA for traveling alone with male friend. Suggests they date

Sharing a room with a friend? YTA according to commenters

New boyfriend’s jealousy ruins Italy trip with best friend

Relationship drama and sketchy pasts cause ESH judgement

Partner upset over Italy trip with ex-hookup friend. YTA.

User calls out OP for being insensitive to boyfriend’s feelings

Navigating travel plans with significant others

Validating boyfriend’s concerns about Italy trip with male friend

NAH verdict on Italy trip with best friend, but boyfriend uncomfortable

YTA for prioritizing trip with FWB over boyfriend’s feelings

Past attraction and romantic trip? Recipe for disaster

Fiery comment accuses OP of hiding past with best friend

Sharing a room with a guy while in a relationship?

Red flag alert! Commenter calls out OP’s shady behavior.

The BF is uncomfortable with Italy trip due to past history

Commenter suggests OP is deceitful about sleeping with friend.

Red flags in Italy trip with previous hookup friend. Break up?

Don’t let anyone control your life You deserve better

Break up with controlling boyfriend who doesn’t trust you.

NAH, different expectations and boundaries, not compatible. ‍♀️

Insecurities and hookups leading to a controlling relationship. ESH.

Prioritize your friendship, not your new boyfriend

Cancel him, not the trip! NTA.

An Italy trip, a male friend, and a new boyfriend…

Hooking up with best friend makes Italy trip cancellation YTA

Trust issues arise as past infidelity is brought up ‍♀️

Controversial comment calls out OP for being the a**hole.

Past hook-up with best friend changes trip cancellation situation.

Friend and boyfriend sharing a room on Italy trip. Trouble ahead?

Debate on whether it’s okay for girlfriend to travel with male friend.

Suggest a budget-friendly cake and put the ball in her court

Jealousy or reasonable concern? Reddit debates boundaries in relationships

Red flag alert! Trust issues arise over girlfriend’s ‘friend’ intentions

Best friend and OP had sex, YTA for not cancelling trip

New boyfriend demands cancellation of Italy trip with best friend

Revelation of hookup leads to YTA judgement

Navigating trust and boundaries in relationships

User calls out OP for being unfair and a potential cheater.

Setting boundaries in relationships: NTA if comfortable with opposite-sex trips

Travel with best friend or keep boyfriend? Tough choice

Choosing between Italy trip and boyfriend, consent in relationships.

Controversial comment sparks no replies in Italy trip section.

Different comfort levels in relationships, not compatible. NAH

User calls out double standards in judgement, using humor

YTA for admitting to cheating, he should dump you

Drama-filled Italy trip with ex-hookup and jealous boyfriend. ESH.

Trust issues or valid concern? Commenter calls OP YTA.

Setting boundaries is important, YTA for not respecting them

User thinks OP is the a**hole for wanting Italy trip.

User suggests breaking up with boyfriend over Italy trip dispute

Compromise and separate rooms may ease boyfriend’s valid concerns

Respect your partner’s boundaries or let them go.

NAH. Going on trip with guy friend early in relationship?

Trust issues arise, but history with friends shouldn’t be ignored.

Past history with friend, YTA for sharing a room. Separate stays.

Jealousy and lies fuel heated comment section

OP leaves out crucial info, YTA for sharing room

Boyfriend uncomfortable with Italy trip with male friend, valid concerns.

User calls out OP’s infidelity, supports partner’s discomfort

NTA for refusing to cancel Italy trip with best friend. YTA for dating someone when you’re not emotionally ready.

Trust issues arise in relationship over Italy trip with friend

Past fling on Italy trip with new boyfriend? ESH

User implies infidelity, suggests boyfriend bring female friend for balance

Respect your partner’s boundaries or dump him?

Commenter accused of withholding info in Italy trip dispute.

New relationship, Italy trip with best friend, boyfriend uncomfortable