No matter what positions you decide to try, know that extending 
foreplay will make sex more enjoyable for you and your partner and not 
only because it builds arousal
- Communicate
Whether
 or not you feel self-conscious about your ability to pleasure your 
partner, it’s important to keep the lines of communication open. 
“Partners need to communicate about many aspects of their sexual 
relationship,” says Dr. Leora Manischewitz, a clinical psychologist and 
licensed sex therapist in New York City. “Pleasuring each other is not a
 given, rather something that two people teach each other. 
A
 woman may need a specific means of stimulation to achieve orgasm and a 
man may need a specific way of being stroked in order to achieve an 
erection. In the same way, the size of a man's penis may be a topic for 
conversation. Lovers who respect each other will talk about this with 
openness and acceptance. They will discuss ways to work around it and 
work together to find positions that enhance pleasure for each partner.”
- Try rear entry
Once
 you’ve discussed any concerns with your partner, it’s time for the fun 
part: experimenting and finding what works best for you! One position 
that experts agree is sure to take both you and your lady on a wild 
ride: doggy style. 
“There are certain positions 
that enhance friction and sensations. For example, ‘doggy style’ with 
the man in the back and the woman on her knees in front of him, usually 
offers the woman intense sensation during penetration, especially if she
 squeezes her thighs together,” says Manischewitz. 
Fleming
 agrees that having the woman squeeze her legs together can make sex 
feel more pleasurable for both partners, adding “Rear entry is a good 
position for men who are smaller in size because it can allow him to 
reach her G-spot, which is about 3-inches inside the anterior vaginal 
wall.”
- Use props
For
 a man with a small penis, sex is all about finding the best angles, 
Fleming tells us. “Definitely use your environment, furniture, and other
 props to find the best angles and depth of penetration for you and your
 partner. While doing standing doggy style, for example, try putting 
your hands on a chair,” says Fleming. 
Putting 
pillows under her hips when she’s on the bottom can also help you get 
deeper, creating the "full" feeling many women like, says sex coach and 
certified sexuality educator, Amy Levine. 
“That 
said, women primarily climax from clitoral touch. Try using a small 
vibrator on her clitoris while you thrust to boost sensation and 
pleasure. As she becomes more aroused her vaginal walls will tighten, 
making sex more pleasurable for you, too.”
- Skip the lube
The one thing you shouldn’t keep
 in your sex arsenal? Lube. “If she is naturally well lubricated, don’t 
add more. A little friction will increase sensation,” explains Fleming. 
However, be advised that if she’s dry, penetration may feel 
uncomfortable regardless of size. So you’ll want to focus on turning her
 on and getting her juices flowing before you start bumping and 
grinding.
- Have her put her legs up
If
 getting deeper inside her is what you crave, ask her to put her legs 
over your shoulders in the missionary position. “This allows for greater
 sensation and pleasure, notes Manischewitz. You can also try having her
 lay with her butt on the edge of the bed or couch, legs up. 
“When
 you enter her in this position it can maximize what you’ve got,” says 
Levine, adding “you basically want vaginal access without obstruction of
 other body parts.”
- Let her climb on top
Another
 position worth trying is woman-on-top. “It’s one of the best strategies
 for a guy with a smaller penis, as it allows the woman to maximize her 
partner’s length and position him in a way that feels good to her,” 
explains Levine. “It also gives you (or her!) the ability to stimulate 
her clitoris which is often needed to reach the big O.” 
To
 make sure you don’t slip out as she’s ridin’ dirty, have her rock and 
grind against you, rather than move up and down, advises Fleming.
- Extend foreplay
No
 matter what positions you decide to try, know that extending foreplay 
will make sex more enjoyable for you and your partner and not only 
because it builds arousal, which as Fleming explains, is key to having 
more intense orgasms. 
If you’re self-conscious 
about your size or your ability to please a woman, fooling around (and 
bringing her to orgasm) before going all the way can help take the 
pressure off during the main event.
 
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