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The Devil and Daniel Webster
Jennifer Love Hewitt
Jennifer Love Hewitt seducing a guy as she opens her red leather coat to show him her cleavage in a low cut skimpy black dress and then dropping the coat and walking towards him as she pushes him down into a chair and then bends over climbing on top of him giving us a look down her top as they talk briefly and begin slowly making out. From The Devil and Daniel Webster (AKA Shortcut to Happiness).
Sexy 0:39 - 22.85 MB - 1920x1080 px July 20th, 2022 @ 2:20 pm Jennifer Love Hewitt - The Devil and Daniel Webster - 1.mp4More [+]
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The Devil and Daniel Webster
Jennifer Love Hewitt
Jennifer Love Hewitt sleeping naked on her side as a guy runs his hand along her back and notices a mark just above her butt before she jumps out of bed and puts on a red coat briefly showing a hint of the side of her left breast. From The Devil and Daniel Webster (AKA Shortcut to Happiness).
Sexy 0:31 - 36.11 MB - 1920x1080 px July 20th, 2022 @ 2:19 pm Jennifer Love Hewitt - The Devil and Daniel Webster - 2.mp4More [+]
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If Only
Jennifer Love Hewitt
Jennifer Love Hewitt slowly and passionately kissing a guy in front of a fire place and then removing her shirt showing her cleavage in a strapless bra as she goes back to kissing him while she pulls him on top of her onto the ground and then rolls over on top of him showing the bra and her ass in tight jeans before he unclasps her bra and lets it hang down showing the side of her right breast from the top and bottom all as they continue to make out. From If Only. Updated to higher quality.
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If Only
Jennifer Love Hewitt
Jennifer Love Hewitt wearing a very slightly see-through white crop top and white panties that show a hint of her nipples and her ass in a pair of darker black thong panties underneath as she tries to calm a guy down who is panicking and then goes behind a screen and changes while leaning out and holding her breasts before she emerges wearing only a jacket and then surprises him by dropping the jacket to flash him giving us a look at her bare back. From If Only. Updated to higher quality.
Sexy 1:24 - 104.55 MB - 1920x1080 px July 4th, 2022 @ 2:28 pm Jennifer Love Hewitt - If Only - 3.mp4More [+]
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If Only
Jennifer Love Hewitt
Jennifer Love Hewitt seen in silhouette changing behind a screen and then walking out and surprising a guy by opening a jacket to reveal her body in a white lace bra and panties as she lets him check her out for a bit before he picks her up and carries her over to a bed making out with her and then has her sit up giving us a better look at her cleavage. Next, we see her follow him into a bathroom where she jumps up on a sink and wraps her legs around him and then has him carry her over to a shower. Finally, she goes back into the bedroom and lies down on the bed giving us another look at her cleavage. From If Only. Updated to higher quality.
Sexy 1:41 - 124.79 MB - 1920x1080 px July 4th, 2022 @ 2:25 pm Jennifer Love Hewitt - If Only - 2.mp4More [+]
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If Only
Jennifer Love Hewitt
Jennifer Love Hewitt wearing a pink and black nightgown with a see-through black lace top and black stars covering her nipples as she lies in bed making out with a guy and talking with him before she jumps up out of bed giving us some more looks at the sides of her breasts while she talks with the guy some more and makes her way across the room. From If Only. Updated to higher quality.
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If Only
Jennifer Love Hewitt
Jennifer Love Hewitt wearing an white top with a see-through lace front as she rushes down the sidewalk with a guy while trying to protect herself from the rain using a jacket before they get into the back of a taxi and then start making out while showing her hard nipples in the wet white top. From If Only. Updated to higher quality.
Sexy 1:47 - 132.83 MB - 1920x1080 px July 4th, 2022 @ 2:20 pm Jennifer Love Hewitt - If Only - 5.mp4More [+]
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Boy Meets World
Jennifer Love Hewitt
Jennifer Love Hewitt wearing a tight top that shows off her breasts as she talks with a guy in a high school hallway before he pushes her up against the lockers and starts passionately making out with her and kissing her neck before they get interrupted by Danielle Fishel, Trina McGee and some guys when suddenly a phone rings and Jennifer jumps and screams causing her breasts to bounce and jiggle around. The bouncing portion then repeats in slow motion giving us a better look at the jiggling. From Boy Meets World. Updated to higher quality.
Sexy 1:03 - 14.07 MB - 640x480 px July 1st, 2019 @ 6:14 pm Jennifer Love Hewitt - Boy Meets World - S04E17.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt showing cleavage in a revealing short pink dress as she squats by a road and rolls out some tire spikes to cause a car accident. She then walks over to the crashed car and talks to a guy for a while before she pushes him out of view when another car approaches and she rolls down a hill after him, flashing her panties. From Heartbreakers.
Sexy 1:38 - 33.88 MB - 1280x548 px July 12th, 2015 @ 6:26 pm Jennifer Love Hewitt - Heartbreakers - 4.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt wearing a low-cut blue tank top that shows nice cleavage along with her tight white jeans as she walks into a hotel room and talks to Sigourney Weaver, who is wearing a robe that shows a bit of her bra underneath. From Heartbreakers.
Sexy 1:06 - 22.83 MB - 1280x548 px July 12th, 2015 @ 6:24 pm Jennifer Love Hewitt - Heartbreakers - 5.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt jogging up a stairway, causing her cleavage to bounce a bit in her skimpy blue tank top. A guy then opens the door for her and she makes out with him, pulling her tank top off and showing her bra from the side as she lays down on top of him on a sofa in her tight white jeans and blue bra. From Heartbreakers.
Sexy 1:23 - 28.70 MB - 1280x548 px July 12th, 2015 @ 6:21 pm Jennifer Love Hewitt - Heartbreakers - 6.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt wearing a low-cut short grey dress that she uses to show off her legs and butt as she bends over in a guy's office. She then approaches his desk and leans over, giving him a great view of her cleavage in close-up. She then pretends to drop the papers and bends over on the floor, kneeling as the guy then kisses her. She jumps into his arms with her legs wrapped around him, her butt in her panties in view. The guy carries her over to his desk and sits so that she can begin to go down on him. From Heartbreakers.
Sexy 2:02 - 42.51 MB - 1280x548 px July 10th, 2015 @ 2:36 pm Jennifer Love Hewitt - Heartbreakers - 1.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt in a skimpy pink dress, baring some bouncing cleavage as she walks up to a valet at a car park and distracts him so she can sneak a set of keys and break into a car. From Heartbreakers.
Sexy 1:30 - 31.32 MB - 1280x548 px July 10th, 2015 @ 2:34 pm Jennifer Love Hewitt - Heartbreakers - 2.mp4More [+]
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Heartbreakers
Jennifer Love Hewitt
Jennifer Love Hewitt showing bouncing breasts and lots of cleavage as she walks into a bar wearing a very short tight pink dress with her bra exposed. She sits down on a table with her cleavage on display as she talks to a guy. She then looks over at a guy, sucking olives seductively off a toothpick before choking on one. Lastly, she shows more of her bra while leaning over and talking on a phone. From Heartbreakers.
Sexy 3:49 - 79.57 MB - 1280x548 px July 10th, 2015 @ 2:32 pm Jennifer Love Hewitt - Heartbreakers - 3.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt baring lots of cleavage as she gives a number of guys massages in a short montage sequence until we see one of the guys turn around and handcuff her. From The Client List.
Sexy 0:39 - 13.47 MB - 1280x718 px June 21st, 2013 @ 2:55 pm Jennifer Love Hewitt - The Client List - S02E15 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt in sexy lingerie that shows plenty of cleavage as she dances around a stripper's pole in a guy's office before walking over to his chair and giving him a lap dance for a bit. They are then interrupted by a guy entering the room and Jennifer stands beside the pole as the two guys leave. From The Client List.
Sexy 1:00 - 20.74 MB - 1280x718 px June 21st, 2013 @ 2:54 pm Jennifer Love Hewitt - The Client List - S02E15 - 2.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt baring plenty of cleavage in a montage sequence in which she gives a few different guys massages in a few different revealing outfits. She then spends some time with one guy in particular while wearing a grey teddy that shows off her breasts. From The Client List.
Sexy 1:25 - 29.57 MB - 1280x718 px June 3rd, 2013 @ 7:43 pm Jennifer Love Hewitt - The Client List - S02E12 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt wearing very low-cut white lace lingerie that shows a lot of cleavage while she leans over a guy on a massage table and rubs down his arms and legs. From The Client List.
Sexy 0:32 - 11.21 MB - 1280x718 px June 3rd, 2013 @ 7:42 pm Jennifer Love Hewitt - The Client List - S02E12 - 2.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt showing plenty of cleavage in an orange top that shows the edge of her bra underneath while sitting in a chair at a hair salon. She then stands up and talks to another girl and a police officer before leaving with him. Lastly, we see her sitting in the front seat of his car while still in her cleavage-baring dress. From The Client List.
Sexy 2:28 - 51.20 MB - 1280x718 px May 22nd, 2013 @ 2:29 pm Jennifer Love Hewitt - The Client List - S02E11.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt showing plenty of cleavage in a black teddy as she gives a guy a massage while he lies on his back on a table and she rubs his leg, hand, and then leans over his head. From The Client List.
Sexy 1:23 - 28.68 MB - 1280x720 px May 14th, 2013 @ 11:04 am Jennifer Love Hewitt - The Client List - S02E10 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt walking into a room in a low-cut dress with lots of cleavage on display as she sits down on a massage table next to a guy and talks to him. From The Client List.
Sexy 0:28 - 9.78 MB - 1280x720 px May 14th, 2013 @ 11:02 am Jennifer Love Hewitt - The Client List - S02E10 - 2.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt pulling her shirt off and revealing a black bustier underneath while sitting in the front seat of a car. She then gets out of a car and walks up a guy's driveway, showing plenty of bouncing cleavage as she approaches him and then stands flirting with him. From The Client List.
Sexy 1:01 - 21.22 MB - 1280x720 px May 14th, 2013 @ 11:00 am Jennifer Love Hewitt - The Client List - S02E10 - 3.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt in a revealing black nightie as she lies on her side on a massage table while posing for a guy who is making a sketch. From The Client List.
Sexy 0:40 - 13.83 MB - 1280x720 px May 12th, 2013 @ 4:29 pm Jennifer Love Hewitt - The Client List - S02E09 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt in a short black teddy that reveals some cleavage as she bends over while giving a guy a massage. She then turns around and sits down on the massage table as the guy begins to sketch her. From The Client List.
Sexy 1:11 - 24.46 MB - 1280x720 px May 12th, 2013 @ 4:26 pm Jennifer Love Hewitt - The Client List - S02E09 - 2.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt displaying some cleavage in a low-cut black dress as she gives a guy a massage for a while and then pretends to feel sick so that she can leave the room. From The Client List.
Sexy 0:36 - 12.56 MB - 1280x716 px May 10th, 2013 @ 12:37 pm Jennifer Love Hewitt - The Client List - S02E08.mp4More [+]
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The Ellen DeGeneres Show
Jennifer Love Hewitt
Jennifer Love Hewitt showing some major cleavage in a very low-cut and revealing black dress that barely covers her breasts as she steps out and sits down to chat and make jokes with Ellen DeGeneres and Matthew Perry. From The Ellen DeGeneres Show. Updated to higher quality (and a little longer).
Sexy 5:12 - 108.39 MB - 1280x720 px April 22nd, 2013 @ 9:45 pm Jennifer Love Hewitt - The Ellen DeGeneres Show - 2013-04-18 - HQ.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt untying and opening up her coat to reveal some lingerie underneath that shows some nice cleavage as a guy looks on. From The Client List.
Sexy 0:15 - 5.10 MB - 1280x720 px April 22nd, 2013 @ 8:08 pm Jennifer Love Hewitt - The Client List - S02E07 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt sitting on the floor facing a guy, wearing a sexy top that shows plenty of cleavage as she talks to the guy beside a fireplace. From The Client List.
Sexy 1:21 - 28.16 MB - 1280x720 px April 22nd, 2013 @ 8:07 pm Jennifer Love Hewitt - The Client List - S02E07 - 2.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt in a sexy French maid's outfit, tickling a guy with a feather duster as he lies on a massage table and showing plenty of cleavage. She then continues to tal to the guy while massaging his hand. From The Client List.
Sexy 0:49 - 17.02 MB - 1280x720 px April 16th, 2013 @ 9:59 am Jennifer Love Hewitt - The Client List - S02E06 - 1.mp4More [+]
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The Client List
Jennifer Love Hewitt
Jennifer Love Hewitt in a grass skirt and nothing else with her bare back to a guy as she shakes her hips side to side. She then turns around, her long hair over her breasts and a lei on her head as she talks to the guy who is lying on a massage table. From The Client List.
Sexy 0:56 - 19.38 MB - 1280x720 px April 16th, 2013 @ 9:57 am Jennifer Love Hewitt - The Client List - S02E06 - 2.mp4More [+]
