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Two things he might have done differently to avoid her tapping out so soon:
1) Lose the condom. They can often irritate and grab, especially when she's very tight. And bare always feels better - natural is always best. Get tested beforehand if you are concerned about STDs.
2) Go down on her to get her really wet and turned on. Then go slow using firm, even pressure rather than thrusting. When she gets overwhelmed, stop moving (and maybe back out a millimeter or so - but don't pull out) until you feel her relax, then continue slowly pushing in. Two steps forward, one step back - type of thing. Continue slowly like this until you are balls deep. It will fit. She will feel stretched, but not battered. (It might have hurt, but not in an overhwelming sense -- the good kind of hurt, as other have mentioned here.)
Then be still and let her get used to the full feeling. She will be feeling some very intense emotions as well as physical feelings, along with a sense of accomplishment having accepted something so large inside her - and that by itself can be quite a rush. Whisper praises of admiration into her ear as you remain motionless while making your cock throb every few seconds.
When you feel she's ready, begin thrusting slowly; small movements at first, increasing the length of stroke as you feel her respond. She should be very wet and slick, maybe even creamy. The more she is, the faster you can go - listen to her and feel her cues. Drive her to the edge of cumming and let her ride the crest as you take your pleasure. If she has a hard time reaching orgasm (a majority of women don't cum from intercourse), wet your finger and gently brush her clit and/or circle her asshole -- in my experience 9 times out of 10 that will push her over the edge to a mind-blowing orgasm, when done at the right time.