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Attractive guy offered to buy her a drink before revealing he had a girlfriend — his reason for still making a move left her stunned

The situation instantly became uncomfortable when she realized he was already dating someone. 
PUBLISHED 6 HOURS AGO
(L) Man looking at someone in the bar (R) Speechless woman at a bar (Representative Cover Image Source: Pexels | (L) MART PRODUCTION, (R) Kadir Avşar)
(L) Man looking at someone in the bar (R) Speechless woman at a bar (Representative Cover Image Source: Pexels | (L) MART PRODUCTION, (R) Kadir Avşar)

Pursuing someone while already committed to another person involves more than attraction; it requires a conscious decision to cross a boundary. Content creator Taylor Wing shared one such incident on Instagram under her handle @taylorwingg on Thursday, September 10, 2026, talking about how she confronted a good-looking guy after he offered to buy her a drink despite having a girlfriend. His immediate explanation was what left her appalled. She had been chatting with him and was surprised to learn they had spoken before. The situation instantly became uncomfortable when she realized he was already dating someone. 

Wing said the man had approached her months earlier, but she had rejected him at the time. While they were talking, he offered to get her a drink, and she agreed to go with him to the bar. He then stepped away to take a phone call. When he returned, he told her, "That was my girlfriend." The content creator was surprised and asked why he was buying her a drink while having a partner. He then replied that his girlfriend was away on a girls' trip, an excuse Wing could not understand.

Young woman ignores annoying man standing at bar counter - Representative Cover Image Source: Getty Images | Photo by 	Stanislav Smoliakov
Young woman ignores annoying man standing at bar counter (Representative Image Source: Getty Images | Photo by Stanislav Smoliakov)

She questioned why his girlfriend being away should make any difference. Wing explained that she would feel upset if her boyfriend behaved the same way while she was away. "What does that have to do with literally anything?" she asked, making her position clear. She also wondered whether his reasoning meant he did not trust his girlfriend or expected different behavior when she was not around. In her view, being in a relationship should have been enough to make him reconsider the offer. Her concern about trust made the situation seem more serious to her.

Man and woman talking to each other at a bar. (Representative Cover Image Source: Getty Images | Photo by Thomas Barwick)
Man and woman talking to each other at a bar. (Representative Image Source: Getty Images | Photo by Thomas Barwick)

Wing also admitted that the man had not directly made a move on her and that nothing major had happened. Still, she felt uncomfortable because he had told her he found her attractive, mentioned approaching her before, and then offered to buy her a drink despite having a girlfriend. "Don't ask to buy me a drink," she said, questioning why he had started the interaction at all. Wing's reaction reflected a simple concern about respect between partners. She ended by expressing frustration over the situation and questioning why dating had to involve such confusing behavior. 

Representative Image Source: Pexels | Andrea Piacquadio
Man checking his phone (Representative Image Source: Pexels | Andrea Piacquadio)

Going to a bar as a woman does not always guarantee a good experience. In another incident, a woman enjoying time at a restaurant was approached by a married man who kept asking for her phone number even after she refused. He claimed he only wanted to be friends, but she was not convinced by his repeated requests. Instead of arguing with him, she gave him a condition that changed the situation right away. She told him she would agree to be friends if he paid for everything she bought that day. The man quickly got up and left. She later explained her approach, writing, "I won't stop asking these men for money or pay the bills if that is what would let them leave me alone."

For more interesting stories, follow @taylorwingg on Instagram.

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