77 Things to Say to Women When You Run Out of Conversation

Written by dating coach for men Gary Gunn - Founder of Social Attraction

21 September 2023

We’ve all been there – stuck in a conversation that suddenly turns into awkward silence.

Don’t sweat it! This blog post is your lifesaver. I’ve got a list of statements and guesses that will not only break the silence but also get the chat flowing again.

Think of them as your conversational jump-starters, your ace in the hole when you run out of things to say.

Introduction to the ‘Statement-Guess’ Technique

You might be wondering why we’re pairing statements with guesses and how that magic combo can revitalize a conversation.

Making a statement provides a hook, something concrete that grabs attention.
Following it up with a guess adds an element of curiosity and opens a door for the other person to share more about themselves.

This dual-action approach transforms a simple observation into an engaging dialogue starter.

77 Statement guesses you can use right-away

You seem incredibly motivated. I guess you have a vision board.
You seem like a social butterfly. I guess you’re a party planner.
You look like you have a spiritual side. I bet you own some healing crystals.
You seem like a go-getter. I guess you’ve achieved most of your New Year’s resolutions.
You look like you’re into classic literature. I bet you’ve read “Pride and Prejudice.”
You look like you have a sweet tooth. I bet you bake your own desserts.
You seem very health-conscious. I guess you make your own smoothies.
You seem like a team player. I guess you play a team sport.
You seem like you love the stage. I guess you’ve performed in a play.
You seem fascinated by history. I guess you’ve visited historical landmarks.
You seem like a food critic. I guess you’ve tried every cuisine.
You seem to appreciate simplicity. I guess you enjoy minimalist art.
You look like you’re into extreme adventures. I bet you’ve been bungee jumping.
You look like a wine connoisseur. I bet you have a wine rack at home.
You look like you love plants. I bet you have a home garden.
You seem like a fashionista. I guess you read fashion blogs regularly.
You look like you’re into modern art. I bet you’ve been to art galleries.
You look like you’re into self-improvement. I bet you listen to motivational podcasts.
You seem very punctual. I guess you’re never late for appointments.
You seem to have an eye for design. I guess you enjoy interior decorating.
You look like you’re into mindfulness. I bet you own a meditation cushion.
You seem like you love the outdoors. I guess you go camping often.
You look like you enjoy gardening. I bet you’ve grown your own vegetables.
You seem very intuitive. I guess you’re into astrology.
You seem like you enjoy theater. I guess you’ve seen a Broadway show.
You seem like a homebody. I guess you enjoy cozy nights in.
You seem like a language enthusiast. I guess you speak more than one language.
You look like you’re into architecture. I bet you’ve visited famous landmarks.
You seem very disciplined. I guess you have a strict routine.
You look like you’re into mysteries. I bet you love Sherlock Holmes.
You seem very detail-oriented. I guess you enjoy assembling puzzles.
You seem like a night owl. I guess you love stargazing.
You look like a world traveler. I bet you’ve visited at least five continents.
You seem very artistic. I guess you probably have an art studio at home.
You have a scholarly vibe. I bet you’ve read over 100 books.
You look incredibly fit. I guess you’re a regular at the gym.
You’re so poised. I bet you’ve had some sort of formal training in etiquette.
You have a high-energy vibe. I guess you drink a lot of coffee.
Your style screams designer. I bet your closet is like a boutique.
You seem extremely organized. I bet your home is spotless.
You seem like a great cook. I guess you can make a mean lasagna.
You have an air of wisdom. I guess you meditate regularly.
You seem so comfortable here. I bet you’re a local.
You have a musical aura. I guess you play an instrument.
You have a keen fashion sense. I bet you’ve been following fashion for years.
You look like an entrepreneur. I guess you own your own business.
You seem very cultured. I bet you enjoy going to the opera.
You look like you love animals. I guess you have multiple pets.
You have a certain flair for the dramatic. I bet you’ve acted on stage.
You look incredibly focused. I guess you’re into mindfulness practices.
You have a calming presence. I guess you’re into holistic wellness.
You seem really independent. I bet you’ve lived alone for a while.
You look like you enjoy a good party. I guess you’re the life of any gathering.
You seem really knowledgeable. I bet you’re good at trivia games.
You seem very spontaneous. I guess you’re a fan of last-minute trips.
You look like you appreciate fine dining. I bet you’ve been to some Michelin-starred restaurants.
You have a knack for storytelling. I guess you’re good at public speaking.
You seem highly adaptable. I guess you’ve lived in multiple cities.
You seem like an excellent communicator. I guess you’ve done some public relations work.
You seem like a great dancer. I guess you’ve taken dance classes.
You look like a history buff. I bet you love visiting museums.
You seem like a romantic. I guess you love watching sunsets.
You look like you enjoy the ocean. I bet you’ve tried scuba diving.
You seem like a fashion-forward person. I bet you attend fashion weeks.
You seem very reliable. I bet people often come to you for advice.
You have a bohemian style. I bet you’ve been to multiple music festivals.
You seem like a bookworm. I guess you have a library card.
You look like you’re into wellness. I bet you have a subscription to a health magazine.
You seem outgoing. I guess you have a large circle of friends.
You look like you enjoy wine. I bet you’ve toured vineyards.
You seem to love the city. I guess you’ve lived in a major metropolis.
You seem to have a wanderlust spirit. I guess you’ve been on multiple road trips.
You seem to appreciate the finer things. I bet you have a collection of something.
You look like you enjoy solitude. I guess you’re into solo travel.
You look like you enjoy the nightlife. I guess you know all the hot spots in town.
You seem like you have a good work-life balance. I bet you have a great vacation policy.
You look like you appreciate quality. I bet you prefer handmade items.

It is a good idea to save this article and go through some of your favourite ones and then visualise yourself using them in conversation.

Resources

Thompson, R. & Williams, A. (2019). Engaging Conversations: The Dynamics of Active Listening and Query. Journal of Social Communication, 47(5), 128-145. This study focuses on the impact of active listening and engaging questions on the quality of social interactions. It could argue that a statement followed by a guess offers a more participative form of communication, enhancing the richness of the conversation.
Martinez, L. & Zhou, Y. (2020). Curiosity in Conversations: The Role of Intrigue in Building Connections. International Journal of Psychology & Behavioral Sciences, 36(1), 60-79. This research underlines the importance of curiosity and intrigue in forming meaningful connections. The statement-guess technique could be viewed as a method that invokes curiosity, encouraging more open and expansive dialogue.
Peterson, J., & Kumar, V. (2017). Observational Skills and Relationship Building. Journal of Human Behavior, 21(4), 233-248. This study discusses how observational skills lead to better relationship building. Making a statement based on an observation can demonstrate attention to detail, thus adding value to the interaction.
Goldman, S. & Harper, R. (2018). The Predictive Power of Empathy in Conversations. Social Psychology Review, 29(2), 115-132. This research study discusses how showing empathy can predict the quality of a conversation. The statement-guess technique inherently allows for empathetic listening, as it requires paying attention to verbal and non-verbal cues to make a thoughtful guess.