<div class="chat">
  <div class="chat-message">
    <p class="chat-text">This is my awesome test message. Be in awe of its verbose nature and thrilling content.</p>
  </div>

  <div class="chat-message">
    <p class="chat-text">Be in awe of this message.</p>
  </div>

  <div class="chat-message">
    <p class="chat-text">Do you even isolate, bro?</p>
  </div>

  <div class="chat-message me">
    <p class="chat-text">I'm contributing to the conversation! How exciting is this! A chat feature WHILE we watch a study together!</p>
  </div>
</div>

:root {
  --black: #151515;
  --gray100: #ddd;
  --blue: #92D6E4;
  --chat-tail-size: 21px;
}

body {
  margin: 0;
  height: 100vh;
  background-color: var(--black);
  display: grid;
  place-items: center;
  font-family: -apple-system,BlinkMacSystemFont,"Segoe UI",Roboto,Oxygen-Sans,Ubuntu,Cantarell,"Helvetica Neue",sans-serif;
}

.chat {
  display: grid;
  grid-gap: 1rem;
  justify-items: start;
  padding: 1rem;
}

.chat-message {
  --bubble-color: var(--gray100);
  
  position: relative;
  padding: .625rem;
  background-color: var(--bubble-color);
  border-radius: .625rem;
  color: var(--bubble-color);
  
  &.me {
    --bubble-color: var(--blue);
    justify-self: end;
    
    .chat-text {
      max-width: 28ch;
    }
  }
  
  &::before,
  &::after {
    content: '';
    position: absolute;
  }
  
  &::before {
    height: calc(var(--chat-tail-size) * 1.2);
    width: calc(var(--chat-tail-size) * .85);
    background-color: currentColor;
    border-radius: 50% 50% 20px/10px 0;
    top: calc((100% - (var(--chat-tail-size) / 2)) - 11px);
    right: calc((100% + (var(--chat-tail-size) / 2) * -1) + 4px);
    left: auto;
  }
  &::after {
    height: calc(var(--chat-tail-size) * 1.25);
    width: var(--chat-tail-size);
    background-color: var(--black);
    border-radius: 0 0 16px/14px;
    top: calc((100% - (var(--chat-tail-size) / 2)) - 11px);
    right: 100%;
    left: auto;
  }
  
  &.me {
    &::before {
      border-radius: 50% 50% 0 20px/10px;
      left: calc((100% + (var(--chat-tail-size) / 2) * -1) + 3px);
      right: auto;
    }
    &::after {
      border-radius: 0 0 0 16px/14px;
      left: 100%;
      right: auto;
    }
  }
}
.chat-text {
  margin: 0;
  max-width: 32ch;
  font-size: .875rem;
  line-height: 1;
  color: var(--black);
}